Benzothiazole compounds XXVII. Alkylation and antifungal activity of some 2-R-3-(2-mercaptoethyl)benzothiazolines
|
|
- Gwendoline Daniels
- 6 years ago
- Views:
Transcription
1 Benothiaole copounds XXVII. Alkylation and antifungal activity of soe 2-R-3-(2-ercaptoethyl)benothiaolines a S. MIKULÁŠEK, a V. SUTORIS, a A. PERJÉSSY, and b P. FOLTÍNOVÁ a Departent of Organic Cheistry, Faculty of Natural Sciences, Koenský University, CS Bratislava b Institute of Molecular and Subcellular Biology, Koenský University, CS Bratislava Received 31 July 1985 The series of 2-R-3-(2-R'-thioethyl)benothiaolines and allyl esters of bis[2-(2-r-3-benothiaolinyl)ethylthio]acetic acid were synthesied by alkylation of 3-(2-ercaptoethyl)-2-benothiaolinone oxie, 3-(2-ercaptoethyl)-2-benothiaolinone seicarbaone, and 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone with corresponding reactive copounds. The structures of prepared copounds were confired by infrared spectra. The antibacterial activity of copounds is rather low, however the results of the antifungal tests showed ore favourable results. Посредством алкилирования 3-(2-меркаптоэтил)-2-бензотиазолиноноксима, 3-(2-меркаптоэтил)-2-бензотиазолинонсемикарбазона и 3-(2- -меркаптоэтил)-2-бензотиазолинонтиосемикарбазона соответствующими реагентами был синтезирован ряд 2^-3-(2^'-тиоэтил)бензотиазолинов и аллиловых эфиров бис[2-(2^-3-бензотиазолинил)этилтио]уксусной кислоты. Строение полученных соединений было подтверждено их ИК- -спектрами. Антибактериальная активность этих соединений довольно низка, однако тесты на противогрибковую активность имели более удовлетворительные результаты. The present paper represents the continuation of studies of syntheses on the basis of benothiaole. It is connected with our previous paper [1] in the sense that nucleophilic substitution reactions on 2,3-dihydrothiaolo[2,3-fe]benothiaoliu chloride [2 4] were used to prepare the starting copounds, i.e. 3-(2-ercaptoethyl)-2-benothiaolinone oxie, 3-(2-ercaptoethyl)-2-benothiaolinone seicarbaone, and 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone. The positive charge on the nitrogen ato of benothiaoliu salt causes the increase of polarity of the C=N bond, which creates favourable conditions for nucleophilic substitution reactions. The above-entioned reactivity of benothiaoliu salts was already discussed [5 8]. Considering the preceding results [9 12] the ai of this work was the alkylation of soe benothiaolinone derivatives substituted in positions 2 and 3. Ethylene Che. Papers 40(6) (1986) 779
2 S. MIKULÁŠEK, V. SUTORIS, A. PERJÉSSY, P. FOLTÍNOVÁ chlorohydrin, esters of chloroforic, chloroacetic, and dichloroacetic acid, chloroacetic acid, acetyl chloride, phenylacetyl chloride, benoyl chloride, ethanesulfonyl chloride, and benenesulfonyl chloride were used as alkylation agents. The copounds synthesied were tested for antibacterial and antifungal activity. The starting copound was prepared by chlorination of 2-(2-hydroxyethylthio)benothiaole with thionyl chloride and consequent cycliation of the originated 2-(2-chloroethylthio)benothiaole. Besides of tetrahydrofuran, anhydrous benene was used as a solvent, too. As nucleophilic agents in the reaction with starting copounds hydroxylaine, seicarbaide, and thioseicarbaide were eployed in the for of chlorides. Using the above-described reactions interediates were prepared, in which the acidity of the hydrogen atos of SH, OH, and NH 2 groups in appertaining substituents in positions 2 and 3 on the thiaole ring was utilied. Monosubstituted and disubstituted derivatives or bisderivatives were obtained by alteration of the reaction conditions and the ratio of the quantities of copounds taking place in the reaction. The data of eleental analysis and physical constants of the synthesied copounds are given in Tables 1 and 2. The ost reactive appeared the SH group, on which the substitution reaction passed through in each case. The corresponding disubstituted derivatives of benothiaolinone were obtained in ost cases refluxing the reaction ixture during 2 h. If the reaction ixture was not cooled sufficiently (in the case of exotheric reaction) bisderivatives were fored siultaneously. Siilar ixture of products was isolated in the case of copound V. Using colun chroatography on silica gel (a ixture of ethanol and benene (volue ratio =1:8) being the eluent) disubstituted derivative XII was isolated fro both the first and second fractions, while the third fraction contained onosubstituted derivative V. The wavenubers of characteristic vibrations of the synthesied benothiaolinones are given in Table 3. In copounds II IV and VII the oxie group exhibits a characteristic band of the О H stretching vibration in the region v = c -1. The presence of the ester group in substituents R 1 can be confired by two intensive absorption bands in the region (v= c" 1 and c" 1 belonging to v(c=0) and v(c O) vibrations, respectively. The wavenubers of the v(c=0) bands change in harony with the effect of substituents bonded on the C=0 group. In the spectra of copounds XII and XIII the absorption in the region of О H stretching vibrations is absent and the two absorption bands in the region of v(c=0) at higher and lower values of v can be assigned to О CO О and 780 Che. Papers 40(6) (1986)
3 9 i Copound Table I 2-R-3-(2-R4hioethyl)benothiaolines so» ^CHJCHJS R 1 Forula M н»,(са1с.)/% *í(found)/% H N ci Yield/% M.p./ C Mixture of solvents (volue ratio) s r n o 2 3 G Ö / II III IV V vr V7/ WJ/ IX NOT CH2CH2OH C H 14 ON2S CH 2 COOC 2 H 5 C 13 H 16 03N2S CH 2 COOCH 2 CH 2 a C 13 H 15 03N2S 2 a CH 2 COOC 3 H 7 C 14 H 18 03N 2 S COOC2H5 C 12 H 14 03N2S COOCH(CH 3 ) 2 C I3 H I6 03N 2 S СН 2 СООСН(СНз) 2 C 14 H 18 03N 2 S CH2COOH CnH 12 03N 2 S SO2CH3 C 10 H 12 03N 2 S Acetone-ethanol (2:1) DMSO e ethanol (5:1) Acetone 00 d) DMSO diethyl sulfoxide.
4 Table 1 (Continued) Copound R R 1 Forula M r C H [caic.)/% found)/% N s a Yield/% M.p.Aľ Mixture of solvents (volue ratio) X XI хп xin XIV XV XVI XVII XVIII NOCOCH3 NOCOOC2H5 NOCOOCH(CH 3 ) 2 NOCOOCH 2 C^CH NOCOQH5 NOCOCH 2 C ft H 5 NOS0 2 C 6 H 5 NNHCONH 2 сосн 5 COCH3 COOC 2 H 5 COOCH(CH 3 ) 2 COOCH 2 C=CH COQH 5 COCH2QH5 S0 2 QH 5 COOC 2 H 5 С.бНмЗД^Ь C 13 H N 2 S 2 C 15 H I8 0 5 N 2 S2 C^H^N^ C 17 H N 2 S2 C 2 3H N 2 S2 C25H22O3N2S2 C 21 H N 2 S 4 С.зН.бОз^ Benene cyclohexane (5:1) Benene cyclohexane (5:1) Benene cyclohexane (5:1) Benene cyclohexane (5:1) < 1 2 > r* 3 0
5 BENZOTHIAZOLE COMPOUNDS. XXVII i _ >.2 P S В do с * i I. ё, ё, a -ü )ne ethanol >ne ethanol )ne ethanol >ne ethanol i-h Cd,-н Cd *-н CO i-h г- г-н Cd 2 ON «О С» О»О OO T+ P '1 ^,_ч ^ "^ "3" I I I I 1 o w ^ c o c o v o f - o r - c o ^ o o o v o о о о ч о о ^ о о и ч о с о с ч с о ' О ' ^ и ч т г T o o o o t N O ^ O N v n t N t N ^ H r - j O N O N C N o r - r - t N O N o q ^ o o q r - ; 5 OO ON CM ON С» Г-; in ГП Ti" Tí" TÍ ^ TÍ- CO ся Z q и Z q u Z d ' o: u Z q q q ú o o u «g o i C7ie. Papers 40 (6) (1986) 783
6 TaWe 2 Allyl ester of bis[2-(2-r-3-benothiaolinyi)ethylthio]acetic acid coi,>- V A OT> l Ĺ /CHCOOCH 9 CH=CH 9 g Copound Forula M v^(caic.)/% w,(found)/% H N Yield/% M.p./ C Mixture of solvents (volue ratio) о 5Ö XXVI C 23 H N 4 S4 XXVII NHNCSNH 2 C 25 H N 8 S Acetone water (3:1) Acetone water (3:1) о <
7 D i о "8 a Tabie 3 X Copound Wavenubers of the characteristic vibrations of 2-R-3-(2-R! -thioethyl)benothiaolines v/c v(c=0) v(c=n) v(bt-ring) Other vibrations n o O G II IV vn IX XII 1690 s 1705 s 1686 s 1676 s 1760 vs, 1680 s 1615 vs 1598 s 1613 vs 1608 vs 1650 w - e vs 1565 s v(oh) 3390 vs, v(oh) 3370 s, 'v(oh) 3382 vs, v(oh) 3363 s, v(oh) 3410 s, v(c O) 1163vs, v(c O) v(c O) v(c O) v(c O) 1285 vs 1277 vs 1283 vs 1285 vs v M (S0 2 ) 1325 vs, v.(s0 2 ) 1165 vs 1218 vs Х1П 1765 s, 1685 s 1650 sh 1575 s v(c O) 1164vs, 1222 vs XV XVII xv XIX XX xx XXIV XXV 1723 s, 1687 s, 1698 sh, 1710, 1715, 1700 sh, 1710 sh 1646 vs 1655 vs 1685 s 1685 s 1685 s w a s 1601s 1608 s 1553 vs 1650 vs 1565 vs b 1550 vs b 1525 vs c 1648 vs b 1670 vs b 1670 vs b v(c-0) v M (S0 2 ) v(nh 2 ) v(nh 2 ) v(oh) v(nh) v(nh) v(nh) 1250 vs 1350 vs, 3400 s, 3420 s, 3380, v.(s0 2 ) v(nh) v(nh) v(nh) s 3140 s 3200 ВТ benothiaole, vs very strong, s strong, ediu, w weak. a) Overlapped with the v(c=0) band; b) overlapped with Ô(NH) and Ô(NH 2 ) bands; c) overlapped with Ô(NH) and ô(oh) bands.
8 S. MIKULÁŠEK, V. SUTORIS, A. PERJÉSSY, P. FOLTÍNOVÁ ТаЬ/е 4 Biological activity of 2-R-3-(R'-thioethyl)benothiaolines and allyl esters of bis[2-(2-r-3-benothiaolinyl)ethylthio]acetic acids Copound Fungicidal g/(\ig c _3 )/fungistatical p/(ug c" 1 ) Microsporu gypse u Trichophyton rubru I IV VI VIII IX X XI XII XIII XIV XV XVI XVII XVIII XIX XXI XXII XXIII XXIV XXV XXVI KXVII 400/>200 >4()0/400 >40()/ / / />l()0 400/ /> />30 200/>50 400/> /> />100 S CO О groups, respectively. It follows fro the above data that the structures of copounds XII and XIII correspond to disubstituted derivatives. Siilarly, copound XV exhibits a structure of disubstituted derivative, which follows fro a doubled band of v(c=0), whereby the axiu at higher wavenubers corresponds to the О CO group and the shoulder at lower wavenubers can be assigned to the S CO grouping. The spectra of copounds XVIII and XIX can be described in analogous way. The wavenubers of v(c=0) in the NH CO NH 2 group are observed at lower values than those in the CO О group. The structure of the above-discussed copounds can be proved also in the region v = c -1 by the absorption bands corresponding to stretching vibrations of NH and NH 2 groups, respectively. In the case of copounds XXIII XXV the occurrence of a doublet in the 786 Che. Papers 40{b) (1986)
9 BENZOTHIAZOLE COMPOUNDS. XXVII wavenuber region of the v(c=0) vibrations and the absence of absorption in the range of NH 2 stretching vibrations deonstrates again the structure of disubstituted derivatives. The structure of copounds IX and XVII can be confired by two strong absorption bands in the region v = c" 1 and c" 1 belonging to v as (S0 2 ) and v s (S0 2 ) vibrations, respectively. In the case of copound XX because of the presence of NH 2 and OH groups it is rather coplicated to interpret the spectra in the region v = c" 1. It can be supposed, however, that the band at higher wavenubers corresponds to the stretching vibration of OH group, while that at the lower values can be assigned to the stretching vibration of the NH 2 group. The presence of the C=N group in all copounds investigated can be proved by the absorption bands of v(c=n) at v«1600 c" 1. The antibacterial tests (carried out by both the plate-diffusion and dilution ethods [13]) showed rather a slight activity of the copounds prepared. On the other hand, ost of the copounds investigated possess a satisfactory antifungal activity when tested against Microsporu gypseu and Trichophyton rubru using a dilution ethod (Table 4). Experiental Infrared spectra were easured on a 75 IR Specord (Zeiss, Jena) spectrophotoeter in the region v = c" 1 in paraffin oil suspensions using cells of 0.02 thickness. The wavenuber scale of the instruent was calibrated according to standard spectra of polystyrene. The wavenuber values were deterined with the accuracy of ±2 c -1. 2,3-Dihydrothiaolo[2,3-b]benothiaoliu chloride, 3-(2-ercaptoethyl)-2-benothiaolinone oxie, 3-(2-ercaptoethyl)-2-benothiaolinone seicarbaone, and 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone were prepared according to the ethod described in [1]. 3-[2-(Ethoxycarbonylethylthio)ethyl]-2-benothiaoIinone oxie (II) 3-(2-Mercaptoethyl)-2-benothiaolinone oxie (22.6 g; 0.10 ol) was dissolved in anhydrous acetone (150 c 3 ) under heating and triethylaine (13.0 g; 0.12 ol) was added. Afterwards ethyl ester of onochloroacetic acid (12.2 g; 0.10 ol) was added dropwise under siultaneous stirring. Then the reaction ixture was refluxed for 1 h on a water bath, allowed to stand for 24 h at the roo teperature and poured on crushed ice. The crude product was purified with activated carbon and recrystalliation. 3-[2-(2-Hydroxyethylthio)ethyl]-2-benothiaolinone oxie (J), 3-[2-(2-chloroethyloxycarbonylethylthio)ethyl]-2-benothiaolinone oxie (HI), 3-[2-(propyloxycarbonylethylthio)ethyl]-2-benothiaolinone oxie (IV), 3-[2-(isopropyloxycarbonylethylthio)ethyl]-2-benothiaolinone oxie (VII), and 3-[2-(carboxyethylthio)ethyl]-2-benothiaolinone oxie (VIII) were prepared in the sae way. Che. Papers 40(6) (1986) 787
10 S. MIKULÁŠEK, V. SUTORIS, A. PERJÉSSY, P. FOLTÍNOVÁ 3-[2-(MethylsulfonyIthio)ethyl]-2-benothiaolinone oxie (IX) 3-(2-Mercaptoethyl)-2-benothiaolinone oxie (11.3 g; 0.05 ol) was dissolved in anhydrous acetone (150 c 3 ) at the roo teperature and triethylaine (8.0 g; 0.07 ol) was added. Then a solution of ethanesulfonyl chloride (5.7 g; 0.05 ol) in anhydrous acetone (3 c 3 ) was added dropwise under stirring. The course of the reaction is exotheric and therefore it is necessary to cool the reaction ixture with glacial water. A precipitate of triethylaoniu chloride was fored as a secondary product during the addition of the second reaction coponent. The reaction ixture was allowed to stand for 1 h and poured on crushed ice. The crude product was isolated, purified with activated carbon and recrystallied. 3-[2-(Ethoxycarbonylthio)ethyl]-2-benothiaolinone oxie (V), 3-[2-(isopropyloxycarbonylthio)ethyl]-2-benothiaolinone oxie (VI), and 3-[2-(benoylthio)ethyl]-2-benothiaolinone oxie (X) were synthesied in the siilar way. 2-Acetyloxyiino-3-[2-(acetylthio)ethyl]benothiaoline (XI) 3-(2-Mercaptoethyl)-2-benothiaolinone oxie (11.3g; 0.05 ol) was dissolved in anhydrous acetone (100 c 1 ) under heating. The excess of triethylaine (20.0 g; 0.19 ol) and afterwards a solution of the double quantity excess of acetyl chloride (10.0 g; 0.12 ol) in anhydrous acetone (10 c 3 ) was added dropwise to the reaction ixture at the teperature C under siultaneous stirring. Then the reaction ixture was refluxed for 2 h on a water bath, allowed to stand for 24 h and poured on crushed ice. The isolated crude product was purified using activated carbon and crystalliation. The sae procedure was used to prepare 2-ethoxycarbonyloxyiino-3-[2-(ethoxycarbonylthio)ethyl]benothiaoline (XII), 2-isopropyloxycarbonyloxyiino-3-[2-(isopropyloxycarbonylthio)ethyl]benothiaoline (XIII), 2-propargyloxycarbonyloxyiino-3-[2- -(propargyloxycarbonylthio)ethyl]benothiaoline (XIV), 2-benoyloxyiino-3-[2-(benoylthio)ethyl]benothiaoline (XV), 2-benylcarbonyloxyiino-3-[2-(benylcarbonylthio)ethyl]benothiaoline (XV/), and 2-phenylsulfonyloxyiino-3-[2-(phenylsulfonylthio)ethyl]benothiaoline (XVII). 2-Seicarbaono-3-[2-(ethoxycarbonylthio)ethyl]benothiaoline (XVIII) 3-(2-Mercaptoethyl)-2-benothiaolinone seicarbaone (13.4 g; 0.05 ol) was dissolved in inial quantity of diethyl sulfoxide at the roo teperature, then anhydrous acetone (80 c 3 ) and a slight excess of triethylaine (7.0 g; 0.07 ol) was added. Afterwards ethyl ester of chloroforic acid (5.4 g; 0.05 ol) in anhydrous acetone (3 c 3 ) was added dropwise under stirring. A precipitate of triethylaoniu chloride originated gradually. The reaction ixture was allowed to stand for 2 h and poured on crushed ice. The isolated crude product was purified with activated carbon and recrystalliation. 788 Che. Papers 40(6) (1986)
11 BENZOTHIAZOLE COMPOUNDS. XXVII 2-Seicarbaono-3-[2-(ethoxycarbonylethy1thio)ethyl]benothiaoline (XIX) The conditions of the synthesis were the sae as in the case of copound XVIII, with differences that ethyl ester of chloroacetic acid (6.1 g; 0.05 ol) was used as the reaction coponent and the reaction ixture was refluxed for 1 h. 2-Thioseicarbaono-3-[2-(2-hydroxyethylthio)ethyl]benothiaoline (XX) The preparation was analogous to that of copound XVIIL with differences that 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (14.2 g; 0.05 ol) and ethylene chlorohydrin (4.0 g; 0.05 ol) were used as the reaction coponents. The reaction ixture was refluxed for 1 h on a water bath. 2-Thioseicarbaono-3-[2-(2-chloroethoxycarbonylethylthio)- ethyljbenothiaoline (XXI) The synthesis was siilar to that of copound XVIII, however 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (7.8 g; 0.05 ol) and chloroethyl ester of chloroacetic acid were used as the reaction coponents. The reaction ixture was heated to C for 2 h on a water bath. 2-Ethoxycarbonylthioseicarbaono-3-[2-(ethoxycarbonylthio)- ethyljbenothiaoline (XXII) The procedure of the synthesis was analogous as in the case of copound XVIII, with differences that 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (14.2 g; 0.05 ol), triethylaine (14.0 g; 0.13 ol), and ethyl ester of chloroforic acid (10.8 g; 0.10 ol) in a double quantity were used as reaction coponents. 2-Ethoxycarbonylethylthioseicarbaono-3-[2-(ethoxycarbonylethylthio)ethyl]benothiaoiine (XXIII) The synthesis was the sae as in the case of copound XVIII with differences that 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (14.2 g; 0.05 ol) and a double quantity of triethylaine (14.0 g; 0.13 ol) and ethyl ester of chloroacetic acid (12.2 g; 0.10 ol) were used in the reaction. The reaction ixture was heated for 1 h on a water bath under reflux. 2-Propyloxycarbonylethylthioseicarbaono-3-[2-(propyloxycarbonylethylthio)ethyl]benothiaoline(XXIV) The copound was prepared in the sae way as the copound XVIII, with a difference that 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (14.2 g; 0.05 ol) and Che. Papers 40 (6) (1986) 789
12 S. MIKULÁŠEK, V. SUTORIS, A. PERJÉSSY, P. FOLTÍNOVÁ a double quantity of triethylaine (14.0 g; 0.13 ol) and propyl ester of chloroacetic acid (13.6 g; 0.10 ol) were used. The reaction ixture was heated for 1 h on a water bath under reflux. 2-Isopropyloxycarbonylethylthioseicarbaono-3-[2-(isopropyloxycarbonylethylthio)ethyl]benothiaoline (XXV) The procedure was the sae as in the case of copound XVIII, but 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (14.2 g; 0.05 ol) and a double quantity of triethylaine (14.0 g; 0.13 ol) and isopropyl ester of chloroacetic acid (13.6 g; 0.10 ol) were used as the reactive coponents. The reaction ixture was heated for 1 h to C on a water bath. AUyl ester of bis[2-(2-thioseicarbaono-3-benothiaolinyl)- ethylthio]acetic acid (XXVII) The preparation was the sae as in the case of copound XVIII, but 3-(2-ercaptoethyl)-2-benothiaolinone thioseicarbaone (14.2 g; 0.05 ol), allyl ester of dichloroacetic acid (8.4 g; 0.05 ol), and a double quantity of triethylaine (14.0 g; 0.13 ol) were used. The reaction ixture was allowed to stand for 1 h. The copound XXVI was synthesied analogously, however 3-(2-ercaptoethyl)-2- -benothiaolinone oxie (11.3 g; 0.05 ol) was used. References 1. Sutoris, V., Malovíková, A., Jakubcová, J., Foltínová, P., and Blóckinger, G., Che. Zvesti 33, 558 (1979). 2. Kunetsova, E. A., Zhuravlev, S. V., and Stepanova, T. N., Zh. Org. Khi. 1965, Sonar, P., Denny, G. H., and Babson, R. D., J. Heterocyci Che. 6, 163 (1969). 4. Stanovnik, B. and Tišler, M., Angew. Che. 78, 645 (1966). 5. Sexton, W., J. Che. Soc. 1939, Huhnig, S., Justus Liebigs Ann. Che. 708, 198 (1967). 7. Quast, A. and Sitt, E., Che. Ber. 101, 4012 (1968). 8. Sohár, P., Denny, G. H., and Babson, R. D., J. Heterocyci Che. 7, 1369 (1970). 9. Sutoris, V., Foltínová, P., and Blóckinger, G., Che. Zvesti 27, 698 (1973). 10. Sutoris, V., Blóckinger, G., Foltínová, P., and Perjéssy, A., Che. Zvesti 27, 703 (1973). 11. Sutoris, V., Orosová, Ľ., and Foltínová, P., Che. Zvesti 30, 179 (1976). 12. Mikulášek, S., Odlerová, Ž., Sutoris, V., Perjéssy, A., and Solčániová, E., Che. Zvesti 32, 691 (1978). 13. Foltínová, P., Sutoris, V., Sodoová, J., and Halgaš, J., Biológia (Bratislava) 38, 671 (1983). Translated by A. Perjéssy 790 Che. Pap 40(b) (1986)
Benzothiazole compounds XXVIII. Synthesis of 2-styrylbenzothiazolium salts substituted at position 3 and their biological activity
Benzothiazole copounds XXVIII. ynthesis of 2-styrylbenzothiazoliu salts substituted at position 3 and their biological activity a P. CHABREČEK, a V. UTORI, b P. FOLTÍNOVÁ, C V. EKERKA, and d A. GÁPLOVKÝ
More informationSynthesis, properties, and reactions of heterodienes. HI.* Some cycloaddition reactions of isoselenocyanates with enamines and diazomethane
Synthesis, properties, and reactions of heterodienes. HI.* Some cycloaddition reactions of isoselenocyanates with enamines and diazomethane G. SUCHÁR and P. KRISTIÁN Department of Organic Chemistry, Faculty
More informationSynthesis and Characterization of New 2,3-Disubstituted Thieno[3,4-b]pyrazines: Tunable Building Blocks for Low Band Gap Conjugated Materials
SUPPORTING INFORMATION Synthesis and Characterization of New 2,3-Disubstituted Thieno[3,4-b]pyrazines: Tunable Building Blocks for Low Band Gap Conjugated Materials Li Wen, Jon P. Nietfeld, Chad M. Amb,
More informationSpectral and Magnetochemical Investigation of Titanium (III) Chloro Alkoxy Complexes with Aliphatic Alcohols
Spectral and Magnetochemical Investigation of Titanium (III) Chloro Alkoxy Complexes with Aliphatic Alcohols M. ZIKMUND, Ľ. ŠTEPNIČKOVÁ and M. KÚTOVÁ Institute of Inorganic Chemistry, Slovak Academy of
More informationOrganic ammonium salts. II. Study of the infrared spectra of 1,1-dialkylpiperidinium bromides
Organic ammonium salts. II. Study of the infrared spectra of 1,1-dialkylpiperidinium bromides U A. NAGY, h I. LACKO, b F. DEVÍNSKY, and "Ľ. KRASNEC "Scientific-Research Institute, Faculty of Pharmacy,
More informationBenzothiazole compounds XXI. The С = О stretching frequencies and structure of 3-substituted 2-oxobenzothiazoIes
Benzothiazole compounds XXI. The С = О stretching frequencies and structure of 3-substituted 2-oxobenzothiazoIes A. PERJÉSSYandV SUTORIS Department of Organic Chemistry, Faculty of Natural Sciences, Komenský
More informationChemistry 216. First Exam (March 16, 2010) (1 hr 15 min, 80 points) Dr. Kyoung Moo Koh. Lab section. GSI name. Name Please print.
Chemistry 216 First Exam (March 16, 2010) (1 hr 15 min, 80 points) Dr. Kyoung Moo Koh Lab section GSI name Name Please print Signature Student ID# I 8 II 10 III 6 IV 12 V 12 VI 10 VII 14 VIII 8 Total 80
More information'Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, Bratislava. Received 16 December 1980
Synthesis of halo and nitro derivatives of -(l-naphthyloxymethylene)phthalide and -(-naphthyloxymethylene)phthalide a M. LCOV and b M. BRONDOŠ 'Department of Organic Chemistry, Faculty of Natural Sciences,
More information"Drug Research Institute, SOI 00 Bratislava. Department of Organic Chemistry, Faculty of Natural Sciences, Komenský University, SOI 00 Bratislava
Benzothiazole compounds. IX. Synthesis and comparison of antibacterial activity of esters of (2-benzothiazolyI)acetic acid, (6-X-2-benzothiazolylthio)acetic acid, and of /?-(6-X-2-benzothiazolylthio)propionic
More information1 Answer. 2 Answer A B C D
216 W10-Exam #1 Page 1 of 9. I. (8 points) 1) Given below are infrared (IR) spectra of four compounds. The structures of compounds are given below. Assign each spectrum to its compound by putting the letter
More informationCOMPLEXES OF Ti(IV) AND Zr(IV) WITH SOME BIDENTATE SCHIFF BASES DERIVED FROM ISATIN
CMPLEXES F Ti(IV) AD Zr(IV) WITH SME BIDETATE SCHIFF BASES DEIVED FM ISATI Angela Kriza, Caren Pârnău, Florica Zălaru, Angela F. Kriza Six ne etal chelates of Ti(IV) and Zr(IV) ith the Schiff base ligands
More informationAppendix A. Supplementary Information. Design, synthesis and photophysical properties of 8-hydroxyquinoline-functionalized
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2015 Appendix A Supplementary Information Design, synthesis and photophysical properties of 8-hydroxyquinoline-functionalized
More informationSupplementary Information (Manuscript C005066K)
Supplementary Information (Manuscript C005066K) 1) Experimental procedures and spectroscopic data for compounds 6-12, 16-19 and 21-29 described in the paper are given in the supporting information. 2)
More informationSupporting Information
Supporting Information Wiley-VCH 2007 69451 Weinheim, Germany Crystal-to-Crystal Transformation between Three Cu(I) Coordination Polymers and Structural Evidence for Luminescence Thermochromism Tae Ho
More information"Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Komenský University, CS Bratislava
Amine oxides МП.* Preparation, infrared spectra, and antimicrobial activity of some iv-oxides of N,N-dialkylaminoalkylesters and iv^n'-dimethylaminoalkylamides of dodecanoic acid F. DEVÍNSKY, -L LACKO,
More informationi) An article X is to be plated with Nickel. Answer the following questions: c) Write the reactions that take place at cathode and anode.
Work sheet Electrolysis i) An article X is to be plated with Nickel. Answer the following questions: a) Name the anode and cathode used. b) Name the electrolyte used. c) Write the reactions that take place
More informationSupplementary Materials
Supplementary Materials ORTHOGOALLY POSITIOED DIAMIO PYRROLE- AD IMIDAZOLE- COTAIIG POLYAMIDES: SYTHESIS OF 1-(3-SUBSTITUTED-PROPYL)-4- ITROPYRROLE-2-CARBOXYLIC ACID AD 1-(3-CHLOROPROPYL)-4- ITROIMIDAZOLE-2-CARBOXYLIC
More informationChia-Shing Wu, Huai-An Lu, Chiao-Pei Chen, Tzung-Fang Guo and Yun Chen*
Electronic Supplementary Material (ESI) for rganic & Biomolecular Chemistry Supporting Information Water/alcohol soluble electron injection material containing azacrown ether groups: Synthesis, characterization
More information4023 Synthesis of cyclopentanone-2-carboxylic acid ethyl ester from adipic acid diethyl ester
NP 4023 Synthesis of cyclopentanone-2-carboxylic acid ethyl ester from adipic acid diethyl ester NaEt C 10 H 18 4 Na C 2 H 6 C 8 H 12 3 (202.2) (23.0) (46.1) (156.2) Classification Reaction types and substance
More informationAQA A2 CHEMISTRY TOPIC 4.10 ORGANIC SYNTHESIS AND ANALYSIS TOPIC 4.11 STRUCTURE DETERMINATION BOOKLET OF PAST EXAMINATION QUESTIONS
AQA A2 CHEMISTRY TOPIC 4.10 ORGANIC SYNTHESIS AND ANALYSIS TOPIC 4.11 STRUCTURE DETERMINATION BOOKLET OF PAST EXAMINATION QUESTIONS 1 1. Consider the following reaction sequence. CH 3 CH 3 CH 3 Step 1
More informationSynthesis of D-glucose 3-О-ethers as models representing the a-ether type linkage between lignin and carbohydrates
Synthesis of D-glucose 3-О-ethers as models representing the a-ether type linkage between lignin and carbohydrates Ľ. KOSÁKOVÁ, B. KOŠÍKOVÁ, and D. JONIAK Institute of Chemistry, Slovak Academy of Sciences,
More informationSupporting Information for Synthesis of C(3) Benzofuran Derived Bis-Aryl Quaternary Centers: Approaches to Diazonamide A
Fuerst et al. Synthesis of C(3) Benzofuran Derived Bis-Aryl Quaternary Centers: Approaches to Diazonamide A S1 Supporting Information for Synthesis of C(3) Benzofuran Derived Bis-Aryl Quaternary Centers:
More informationALDEHYDES, KETONES AND CARBOXYLIC ACIDS
Unit - 12 ALDEHYDES, KETONES AND CARBOXYLIC ACIDS 1. Indicate the electrophilic and nucleophilic centres in acetaldehyde. 2. Write the IUPAC names of the following organic compounds : 122 XII Chemistry
More informationReactions of 2-cyano-3-phenylpropenoyl isothiocyanate with amines
Reactions of 2-cyano-3-phenylpropenoyl isothiocyanate with amines M. DZURILLA, P.' KUTSCHY, P. KRISTIÁN, and D. KOSClK Department of Organic Chemistry and Biochemistry, Faculty of Natural Sciences, P.
More informationEpichlorohydrin coupling reactions with wood
Wood Science and Technology 28 (1994) 371-376 Springer-Verlag 1994 Epichlorohydrin coupling reactions with wood Part 1. Reaction with biologicallyactive alcohols R. M. Rowell, G. C. Chen Summary Properties
More informationSupplementary Materials. Table of contents
Supplementary Materials Microwave- Assisted Multicomponent Ecofriendly Synthesis of 3-Bihetaryl-2-oxindole Derivatives Grafted with Phenothiazine Moiety A. S. Al-Bogami 1 and A. S. El-Ahl 1,2 * 1 Chemistry
More informationNew 5-Nitrotetrahydro-l,3-oxazines Substituted in Position 2*)
BLLETIN E L'ACAEMIE POLONAISE ES SCIENCES Série des sciences chiiques Volue V, No., 977 ORGANIC CHEMISTRY New 5-Nitrotetrahydro-l,3-oxaines Substituted in Position 2*) by Hanna PIOTROWSKA, Tadeus RBAŃSKI,
More informationAminoacid Based Chiral N-Amidothioureas. Acetate Anion. Binding Induced Chirality Transfer
Aminoacid Based Chiral -Amidothioureas. Acetate Anion Binding Induced Chirality Transfer Fang Wang, a Wen-Bin He, a Jin-He Wang, a Xiao-Sheng Yan, a Ying Zhan, a Ying-Ying Ma, b Li-Cai Ye, a Rui Yang,
More informationPreparation and some properties of cyano complexes of the [M(CN) 5 L] 3 - type
Preparation and some properties of cyano complexes of the [M(CN) 5 L] 3 - type J. SKORŠEPA and K. GYORYOVÁ Department of Inorganic Chemistry, Faculty of Natural Science. P. J. Šafárik University, CS-04154
More informationAMINES. Unit Write IUPAC names of the following :
Unit - 13 AMINES 1. Write IUPAC names of the following : 2. Giving an example of each, describe the following reactions : Hoffman bromamide reaction Gabriel phthanlimide synthesis Gatterman reaction Coupling
More informationExample A1: Preparation of a Calibration Standard
Suary Goal A calibration standard is prepared fro a high purity etal (cadiu) with a concentration of ca.1000 g l -1. Measureent procedure The surface of the high purity etal is cleaned to reove any etal-oxide
More informationDimroth rearrangement in the thiadiazole triazole system
Dimroth rearrangement in the thiadiazole triazole system M. UER,V KNPPVÁ,andA.MARTVŇ Department of rganic Chemistry, Slovak Technical University, 880 37 Bratislava Received 15 ctober 1975 Paper published
More informationDerivatives of benzimidazole. IX. Hydrates of 5-aminobenzimidazoles
Derivatives of benzimidazole. IX. Hydrates of 5-aminobenzimidazoles *R. KADA, a A. JURÁŠEK, *J. KOVÁČ, and ьр. KRÁLIK ^Department oj Organic Chemistry, Slovak Technical 880 37 Bratislava University, ^Research
More information(iii) The elements arranged in the increasing order of their reactivity is: A. Na<Al<Zn<Ca B. Na>Al>Zn>Ca C. Na>Ca>Al>Zn D.
CHEMISTRY (Two hours and a quarter) (The first 15 minutes of the examination are for reading the paper only. Candidate must NOT start writing during this time). ------------------------------------------------------------------------------------------------------------------------
More informationPROCESS FOR THE PREPARATION OF 5-CYANOPHTHALIDE AND INTERMEDIATES USEFUL THEREIN.
ABSTRACT: PRCESS FR THE PREPARATIN F 5-CYANPHTHALIDE AND INTERMEDIATES USEFUL THEREIN. Process for the preparation of 5-cyanophthalide is disclosed which comprises reacting a pharmaceutically acceptable
More informationRevisiting the complexation between DNA and polyethylenimine when and where S S linked PEI is cleaved inside the cell
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry B. This journal is The Royal Society of Chemistry 214 Revisiting the complexation between DNA and polyethylenimine when and where
More informationChemistry 283g Experiment 4
Chemistry 283g xperiment 4 XPRIMNT 4: lectrophilic Aromatic Substitution: A Friedel-Craft Acylation Reaction Relevant sections in the text: Fox & Whitesell, 3 rd d. Chapter 11, especially pg. 524-526,
More informationSynthetic and 1 H and 13 C NMR Spectral Studies on N-(Mono-substitutedphenyl)-acetamides H 4. NH-CO- CH 3 i. ; X = Cl, CH 3
Synthetic and 1 H and 13 C NMR Spectral Studies on N-(Mono-substitutedphenyl)-acetamides and Substituted Acetamides, 2/3/4-YC 6 H 4 NH-CO- CH 3 i X i (Y=CH 3, F, Cl, Br, NO 2 ; X = Cl, CH 3 ; i =0,1,2,3)
More informationMultistep Synthesis of 5-isopropyl-1,3-cyclohexanedione
Multistep Synthesis of 5-isopropyl-1,3-cyclohexanedione The purpose of this experiment was to synthesize 5-isopropyl-1,3-cyclohexanedione from commercially available compounds. To do this, acetone and
More informationTable 8.2 Detailed Table of Characteristic Infrared Absorption Frequencies
Table 8.2 Detailed Table of Characteristic Infrared Absorption Frequencies The hydrogen stretch region (3600 2500 cm 1 ). Absorption in this region is associated with the stretching vibration of hydrogen
More informationSynthetic Studies on Norissolide; Enantioselective Synthesis of the Norrisane Side Chain
rganic Lett. (Supporting Information) 1 Synthetic Studies on Norissolide; Enantioselective Synthesis of the Norrisane Side Chain Charles Kim, Richard Hoang and Emmanuel A. Theodorakis* Department of Chemistry
More informationNitration of Methyl Benzoate
Nitration of Methyl Benzoate Johnson, Chad Philip; T/Th Lab, 8:00am Submitted February 23 rd, 2012 Introduction Benzene containing compounds are known to have special properties that cause them to react
More informationSynthesis and Use of QCy7-derived Modular Probes for Detection and. Imaging of Biologically Relevant Analytes. Supplementary Methods
Synthesis and Use of QCy7-derived Modular Probes for Detection and Imaging of Biologically Relevant Analytes Supplementary Methods Orit Redy a, Einat Kisin-Finfer a, Shiran Ferber b Ronit Satchi-Fainaro
More informationS. MIERTUŠ and O. KYSEĽ. Polymer Institute, Slovak Academy of Sciences, Bratislava. Received 28 September 1977
Experimental and theoretical study of the association of radical anions with alkali metal cations. III. Spectral study of the effect of medium on the formation of associates of fluorenone radical with
More informationA supramolecular approach for fabrication of photo- responsive block-controllable supramolecular polymers
Electronic Supplementary Material (ESI) for Polymer Chemistry. This journal is The Royal Society of Chemistry 2014 Supporting Information A supramolecular approach for fabrication of photo- responsive
More informationSummer Review Packet AP Calculus
Summer Review Packet AP Calculus ************************************************************************ Directions for this packet: On a separate sheet of paper, show your work for each problem in this
More informationSYNTHESES OF SUBSTITUTED GUANIDINESI
SYNTHESES OF SUBSTITUTED GUANIDINESI ABSTRACT Ethyl-, propyl-, and benzyl-guanidine nitrates were prepared from amine nitrates and calcium cyanamide or dicyandiamide. Carbo~~alk~lg~~anidines were made
More informationCarboxylic Acid Derivatives. Citation University (1980), 57(5-6):
Preparation of 3-Aryl-2H-1,2,4-benz Titleby the Reaction of o-aminobenzenesu Carboxylic Acid Derivatives Author(s) Tanimoto, Shigeo; Yoshida, Norio; S Okano, Masaya Citation Bulletin of the Institute for
More informationSupplementary Information. for. Stable Supramolecular Helical Structure of C 6 -Symmetric
Supplementary Information for Stable Supramolecular Helical Structure of C 6 -Symmetric Hydrogen-Bonded Hexakis(phenylethynyl)benzene Derivatives with Amino Acid Pendant Groups and Their Unique Fluorescence
More informationSYNTHESIS OF A 3-THIOMANNOSIDE
Supporting Information SYNTHESIS OF A 3-THIOMANNOSIDE María B Comba, Alejandra G Suárez, Ariel M Sarotti, María I Mangione* and Rolando A Spanevello and Enrique D V Giordano Instituto de Química Rosario,
More informationExp t 144 Synthesis of N,N-Diethyl-m-Toluamide: The Insect Repellent "OFF"
Exp t 144 Synthesis of,-diethyl-m-toluamide: The Insect epellent "FF" Adapted by. Minard and Sridhar Varadarajan from Introduction to rganic Laboratory Techniques: A Microscale Approach, Pavia, Lampman,
More informationInfra-red spectra of sodium salts of some primary nitroparaffins. Z. BUCZKOWSKI and T. URBAŃSKI
Spectrochimica Acta, 902, Vol. IS, pp. 87 to 94. Pcrgamon Press Ltd. Printed in Northern Ireland Infra-red spectra of sodium salts of some primary nitroparaffins Z. BUCZKOWSKI and T. URBAŃSKI Warsaw Institute
More informationISATIN (PER-O-ACETYL- -D- GALACTOPYRANOSYL)THIOSEMICARBAZONES
ISATIN (PER--ACETYL- -D- GALACTPYRANSYL)THISEMICARBAZNES Nguyen Dinh Thanh*, Nguyen Thi Kim Giang Faculty of Chemistry, College of Science, Vietnam National University (Hanoi), 19 Le Thanh Tong, Hanoi
More informationQ1. Ammonia is used in the production of fertilisers. The flow diagram shows the main stages in the manufacture of ammonia.
Q1. Ammonia is used in the production of fertilisers. The flow diagram shows the main stages in the manufacture of ammonia. Study the flow diagram and then answer the questions. (a) What is the purpose
More informationSupporting Information for:
Supporting Information for: Photoenolization of 2-(2-Methyl Benzoyl) Benzoic Acid, Methyl Ester: The Effect of The Lifetime of the E Photoenol on the Photochemistry Armands Konosonoks, P. John Wright,
More information1,3-Oxazines and Related Compounds. XIII.1) Reaction of Acyl Meldrum's. Acids with Schiff Bases Giving 2,3-Disubstituted 5-Acy1-3,4,5,6-
1860 Vol. 35 (1987) Chem. Pharm. Bull. 35( 5 )1860-1870(1987). 1,3-Oxazines and Related Compounds. XIII.1) Reaction of Acyl Meldrum's Acids with Schiff Bases Giving 2,3-Disubstituted 5-Acy1-3,4,5,6- tetrahydro-2h-1,3-oxazine-4,6-diones
More informationCONTRIBUTION TO THE INFRARED SPECTRA OF FIVE-MEMBERED N- AND N,S-HETEROCYCLIC COMPOUNDS1
CONTRIBUTION TO THE INFRARED SPECTRA OF FIVE-MEMBERED N- AND N,S-HETEROCYCLIC COMPOUNDS1 C. N. R. Riio2 Department of Inorganic and Physical Chemistry, Indian Institute of Science, Bangalore-12, India
More informationElectronic Supplementary Information
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A. This journal is The Royal Society of Chemistry 2014 Electronic Supplementary Information Micro- and mesoporous poly(schiff-base)s
More informationSupplementary Note 1 : Chemical synthesis of (E/Z)-4,8-dimethylnona-2,7-dien-4-ol (4)
Supplementary Note 1 : Chemical synthesis of (E/Z)-4,8-dimethylnona-2,7-dien-4-ol (4) A solution of propenyl magnesium bromide in THF (17.5 mmol) under nitrogen atmosphere was cooled in an ice bath and
More informationSupporting Information for
Electronic Supplementary Material (ESI) for New Journal of Chemistry. This journal is The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017 Supporting Information for
More informationEP elements in rings
EP elements in rings Dijana Mosić, Dragan S. Djordjević, J. J. Koliha Abstract In this paper we present a number of new characterizations of EP elements in rings with involution in purely algebraic terms,
More informationAmination of anthra[1,9-cd:5,10-c,d,]bisisoxazole by alkylamines
Amination of anthra[1,9-cd:5,10-c,d,]bisisoxazole by alkylamines Leonid M. Gornostaev*, Roman V. Mitrokhin, leg V. Podvyazny, and Elena V. Arnold Department of Chemistry, Krasnoyarsk State Pedagogical
More informationStraightforward Synthesis of Enantiopure (R)- and (S)-trifluoroalaninol
S1 Supplementary Material (ESI) for Organic & Biomolecular Chemistry This journal is (c) The Royal Society of Chemistry 2010 Straightforward Synthesis of Enantiopure (R)- and (S)-trifluoroalaninol Julien
More informationIntramolecular Hydrogen Bond in Some Secondary and Tertiary Aliphatic /i-nitroalcohols*)
BULLETIN DE L'ACADEMIE POLONAISE DES SCIENCES Série des sciences chimiques Volume XXV, No. 7, 1977 ORGANIC CHEMISTRY Intramolecular Hydrogen Bond in Some Secondary and Tertiary Aliphatic /i-nitroalcohols*)
More informationSynthesis of Tethered Chromium Carbene Complexes
SYNTHESIS OF TETHERED CHROMIUM CARBENE COMPLEXES 375 Synthesis of Tethered Chromium Carbene Complexes Nicole S. Lueck Faculty Sponsor: Curtis Czerwinski, Department of Chemistry ABSTRACT Hydroxycarbene
More information216 S10-Exam #1 Page 2. Name
216 S10-Exam #1 Page 2. Name I. (3 points) Arrange the following four compounds in order of their R f values when analyzed by thinlayer chromatography (TLC) on silica gel-coated plates using C 2 Cl 2 as
More informationMaksim A. Kolosov*, Olesia G. Kulyk, Elena G. Shvets, Valeriy D. Orlov
1 Synthesis of 5-cinnamoyl-3,4-dihydropyrimidine-2(1H)-ones Supplementary Information Maksim A. Kolosov*, lesia G. Kulyk, Elena G. Shvets, Valeriy D. rlov Department of organic chemistry, V.N.Karazin Kharkiv
More informationReaction of Sodium Azide with 1,1 Dicyclohexenyl Diepoxides
Reaction of Sodium Azide with 1,1 Dicyclohexenyl Diepoxides Darvich, Mohammad Raouf * + ; Olyai, Abolfazl and Shabanikia, Akbar Department of Chemistry, Faculty of Science, University of Tehran, Tehran,
More informationSynthesis of N-arylsulfonylimidazolidine-4-ones from N-(2,2,2-trichloroethylidene)arenesulfonamides and monochloroacetamide
Synthesis of N-arylsulfonylimidazolidine-4-ones from N-(2,2,2-trichloroethylidene)arenesulfonamides and monochloroacetamide Igor B. Rozentsveig*, Irina T. Evstaf eva, Galina I. Sarapulova, Galina G. Levkovskaya,
More informationUnusual regioselectivity in nucleophilic addition to η 3 -рallylpalladium complex in conventional heating and under microwave irradiation
Unusual regioselectivity in nucleophilic addition to η 3 -рallylpalladiu coplex in conventional heating and under icrowave irradiation Alok Kuar Mitra* a, Nilay Karchaudhuri b, Aparna De c, Jayati Mitra
More information(07) 2 (c) 2 (c) (i) Calculate the ph of this buffer solution at 25 oc (3 marks) (Extra space)
7 The value of Ka for methanoic acid is 1.78 10 4 mol dm 3 at 25 oc. A buffer solution is prepared containing 2.35 10 2 mol of methanoic acid and Question 1: N/A 1.84 10 2 mol of sodium methanoate in 1.00
More informationEffect of solvation upon the acid-base properties and reduction by polarography of thioamides
Effect of solvation upon the acid-base properties and reduction by polarography of thioamides T. KUČEROVÁ and J. MOLLIN Department of Inorganic and Physical Chemistry, Faculty of Natural Sciences, Palacký
More informationAn Eco-friendly Route to Synthesis of Quinolines
An Eco-friendly Route to Synthesis of Quinolines A.D. Mishra Department of Chemistry, Tribhuvan University, P.N. Campus, Pokhara, Nepal E-mail: mishraad05@hotmail.com Abstract Some 2-hydroxy-4-methyl-6-
More information(From the Gates Chemical Laboratory, California Institute of Technology, Pasadena.)
AMPHOTERIC BEHAVIOR OF COMPLEX SYSTEMS. IV. NOTE ON THE ISOELECTRIC POINT AND IONIZATION CONSTANTS OF SULFANILIC ACID,* BY ALLEN E. STEARN. (Fro the Gates Cheical Laboratory, California Institute of Technology,
More informationAnion binding vs. sulfonamide deprotonation in functionalised ureas
S Anion binding vs. sulfonamide deprotonation in functionalised ureas Claudia Caltagirone, Gareth W. Bates, Philip A. Gale* and Mark E. Light Supplementary information Experimental Section General remarks:
More informationELEC NCERT. 1. Which cell will measure standard electrode potential of copper electrode? (g,0.1 bar) H + (aq.,1 M) Cu 2+ (aq.
I. Multiple Choice Questions (Type-I) 1. Which cell will easure standard electrode potential of copper electrode? Pt (s) H 2 (g,0.1 bar) H + (aq.,1 M) Cu 2+ (aq.,1m) Cu Pt(s) H 2 (g, 1 bar) H + (aq.,1
More informationPreparation and spectral properties of cyclic acetals of 2,2,5,5-tetrakis(hydroxymethyl)cyclopentanone
Preparation and spectral properties of cyclic acetals of 2,2,5,5-tetrakis(hydroxymethyl)cyclopentanone R. ČIŽMÁRIKOVÁ and J. HEGER Department of Inorganic and Organic Chemistry, Faculty of Pharmacy, Komenský
More informationRegioselective Ethanolamination and Ketalization of 3-Ph-2,4- diacetyl(diethoxycarbonyl)-5-hydroxy-5-methylcyclohexanones
Molecules 003, 8, 51-55 molecules ISSN 140-3049 http://www.mdpi.org Regioselective Ethanolamination and Ketalization of 3--,4- diacetyl(diethoxycarbonyl)-5-hydroxy-5-methylcyclohexanones Adele P. Kriven'ko,
More informationAddition of n-butyllithium to an Aldimine: On the Role of Chelation, Aggregation, and Cooperative Solvation
Addition of n-butyllithium to an Aldimine: On the Role of Chelation, Aggregation, and Cooperative Solvation Bo Qu and David B. Collum* Department of Chemistry and Chemical Biology Baker Laboratory, Cornell
More informationSupporting Information
Supporting Information Precision Synthesis of Poly(-hexylpyrrole) and its Diblock Copolymer with Poly(p-phenylene) via Catalyst-Transfer Polycondensation Akihiro Yokoyama, Akira Kato, Ryo Miyakoshi, and
More information\ M. DZURILLA, P. KRISTIÁN and K. GYÖRYOVÄ. Department of Organic Chemistry, P.J. Šafárik University, Košice. Received December 17, 1969
Isothiocyanates and Their Synthetic Producers. I. Synthesis and Study of the Infrared, Ultraviolet, and NMIt Spectra of 4'-Substituted 3-Isothiocyanatoand 4-Isothiocyanatochalcones \ M. DZURILLA, P. KRISTIÁN
More informationCHEMISTRY 135 REVISION OF NAMES, FORMULAE AND EQUATIONS
CHEMISTRY 135 REVISION OF NAMES, FORMULAE AND EQUATIONS Answer the following questions as if you were going to hand them in for marking. You will be tested on them in class time. 1) Give the correct chemical
More informationSupporting Material. 2-Oxo-tetrahydro-1,8-naphthyridine-Based Protein Farnesyltransferase Inhibitors as Antimalarials
Supporting Material 2-Oxo-tetrahydro-1,8-naphthyridine-Based Protein Farnesyltransferase Inhibitors as Antimalarials Srinivas Olepu a, Praveen Kumar Suryadevara a, Kasey Rivas b, Christophe L. M. J. Verlinde
More informationUnit - 11 ALCOHOLS, PHENOLS AND ETHERS 1. Write IUPAC names of the following compounds : (ix) C 6 H 5 OC 3 H 7 (x) O Cl 2. Write the structures of the compounds whose names are given below : (i) 3, 5-dimethoxyhexane-1,
More informationOrganic ammonium salts. VII.* Preparation and infrared spectra of some ammonium derivatives of 11-aminoundecanoic acid
Organic ammonium salts. VII.* Preparation and infrared spectra of some ammonium derivatives of 11-aminoundecanoic acid a F. DEVÍNSKY, "L LACKO, Ь А. NAGY, and b Ľ. KRASNEC "Department of Inorganic and
More informationFacile Multistep Synthesis of Isotruxene and Isotruxenone
Facile Multistep Synthesis of Isotruxene and Isotruxenone Jye-Shane Yang*, Hsin-Hau Huang, and Shih-Hsun Lin Department of Chemistry, National Taiwan University, Taipei, Taiwan 10617 jsyang@ntu.edu.tw
More informationMAT063 and MAT065 FINAL EXAM REVIEW FORM 1R x
Page NEW YORK CITY COLLEGE OF TECHNOLOGY of the City University of New York R DEPARTMENT OF MATHEMATICS Revised Spring 0 W. Colucci, D. DeSantis, and P. Deraney. Updated Fall 0 S. Singh MAT06 and MAT06
More informationI) Simplifying fractions: x x. 1) 1 1 y x. 1 1 x 1. 4 x. 13x. x y xy. x 2. Factoring: 10) 13) 12) III) Solving: x 9 Prime (using only) 11)
AP Calculus Summer Packet Answer Key Reminders:. This is not an assignment.. This will not be collected.. You WILL be assessed on these skills at various times throughout the course.. You are epected to
More informationSynthesis of Cyclic Thioethers through Tandem C(sp 3 )- S and C(sp 2 )-S Bond Formations from α,β -Dichloro Vinyl Ketones
ynthesis of Cyclic Thioethers through Tandem C(sp 3 )- and C(sp 2 )- Bond Formations from α,β -Dichloro Vinyl Ketones Kyungsoo h,* Hyunjung Kim, Francesco Cardelli, Tamayi Bwititi, and Anna M. Martynow
More informationAMINES. 3. From your knowledge of the effects involved, predict or explain experimental results. Important areas include:
AMINES A STUDENT SHOULD BE ABLE TO: 1. Name given the structure, and draw the structure given the name of amines and common nitrogen heterocycles (pyrrole and pyridine). Also, give the classification of
More informationPREPARATION OF 5-NITRO-TETRAHYDRO- 1,3-OX AZINE-2-ONES*
PREPARATION OF 5-NITRO-TETRAHYDRO- 1,3-OX AZINE-2-ONES* W. TUSZKO and T. URBANSKI Institute of Organic Synthesis, Polish Academy of Sciences, Warszawa, Poland Abstract 2-Oxo-derivatives of 3-cyclohexyl-5-alkyl-5-nitrotetrahydro-l,3-oxazine
More informationElectronic supplementary information. Strong CIE activity, multi-stimuli-responsive fluorescence and data
Electronic Supplementary Material (ESI) for Journal of Materials Chemistry C. This journal is The Royal Society of Chemistry 2015 Electronic supplementary information Strong CIE activity, multi-stimuli-responsive
More information(2) After dissolving a solid in a solvent at high temperature, the solution is not filtered.
Name Key 216 W13-Exam No. 1 Page 2 I. (10 points) The goal of recrystallization is to obtain purified material with a maximized recovery. For each of the following cases, indicate as to which of the two
More informationdichloropyrimidine (1.5 g, 10.1 mmol) in THF (10 ml) added at -116 C under nitrogen atmosphere.
Supporting Information Experimental The presence of atropisomerism arising from diastereoisomerism is indicated in the 13 C spectra of the relevant compounds with the second isomer being indicated with
More informationEffect of Conjugation and Aromaticity of 3,6 Di-substituted Carbazole On Triplet Energy
Electronic Supplementary Material (ESI) for RSC Advances. This journal is The Royal Society of Chemistry 2018 Electronic Supporting Information (ESI) for Effect of Conjugation and Aromaticity of 3,6 Di-substituted
More informationKey words: Infrared; Nuclear Magnetic Resonance; Arylsulphonamides. CH 3,5-Cl; 3-CH 3,4-Cl; 2,4-Cl 2 or 3,4-Cl 2 ). They are
Infrared and NMR Spectra of Arylsulphonamides, 4-X-C 6 H 4 SO 2 NH 2 and i-x, j-yc 6 H 3 SO 2 NH 2 (X ¼ H; CH 3 ;C 2 H 5 ; F; Cl; Br; I or NO 2 and i-x, j-y¼ 2,3-(CH 3 ) 2 ; 2,4-(CH 3 ) 2 ; 2,5- (CH 3
More informationSYNTHESIS AND ANTIBACTERIAL EVALUATION OF NOVEL 3,6- DISUBSTITUTED COUMARIN DERIVATIVES
SYNTHESIS AND ANTIBACTERIAL EVALUATION OF NOVEL 3,6- DISUBSTITUTED COUMARIN DERIVATIVES 1 Ravibabu Velpula, 1 Ramesh Gondru, 2 Yashodhara Velivela and 1 Rajitha Bavantula* 1 Department of Chemistry, National
More informationIntramolecular Michael addition as a method for preparation of [m] [5]ferrocenophanes L Synthesis of [5](l,l ; )[51(3,4')ferrocenophane-l,5-dione*
Intramolecular Michael addition as a method for preparation of [m] [5]ferrocenophanes L Synthesis of [5](l,l ; )[51(3,4')ferrocenophane-l,5-dione* P. ELEČKO and b E. SOLČÁNIOVÁ "Department of Organic Chemistry,
More informationMonooxygenation of an appended phenol in a model system of tyrosinase: Implications on the enzymatic reaction mechanism*
Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is The Royal Society of Chemistry 2015 Supporting Information for Monooxygenation of an appended phenol in a model system of
More informationSupporting Information. (1S,8aS)-octahydroindolizidin-1-ol.
SI-1 Supporting Information Non-Racemic Bicyclic Lactam Lactones Via Regio- and cis-diastereocontrolled C H insertion. Asymmetric Synthesis of (8S,8aS)-octahydroindolizidin-8-ol and (1S,8aS)-octahydroindolizidin-1-ol.
More information