Alcohol, Phenols & Ethers

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1 Alcohol, Phenols & Ethers 1) Conc. H 2 S 4 Heated with excess of C 2 H 5 at 140 o c to form CH 2 b) CH 2 CH 2 CH 2 CH 2 d) CH 2 = CH 2 2) In the following series of chemical reactions identify Z C 3 H 7 conc.h 2 S o -180 o c X Br 2 Y excess of alc.k Z NH 2 H 3 C H 3 C NH 2 b) H 3 C H 2 C d) CH 3) When a mixture of ethanol and methanol is heated in the presence of conc. the resulting organic product or products is /are C 2 H 5 b) & C 2 H 5 C 2 H 5 C 2 H 5 & d) C 2 H 5, & C 2 H 5 C 2 H 5 4) Sodium phenoxide when heated with Co 2 under pressure at 125 o c yields a product which on acetylation produce C Na + C o c 5atm. B H + Ac 2 C The major product C would be

2 b) C C d) 5) In the reaction the products are HBr Br & H 2 b) Br & Br Br & d) & Br 6. An alcohol on vigorous oxidation is found to give ethanoic acid and propanoic acid. The alcohol may be 1- butanol b) 2- butanol 1- pentanol d) 2- pentanol

3 7. - /heat product is b) d) 8. The compound obtained by the reaction of ethene with diborane followed by hydrolysis with alkaline hydrogen peroxide is Ethanal b) Ethanol boride d) Propanol 9. Which of the following has maximum hydrogen bonding? Ethyl amine b) Ammonia Ethyl alcohol d) Diethyl ether 10. Among the following ethers, which one will produce methyl alcohol on treatment with hot concentrated HI H 3 C b)

4 d) 11) The correct sequence of reactions to convert p-nitrophenol into quinol involves reduction, diazotization and hydrolysis b) hydrolysis, diazotization and reduction hydrolysis, reduction and diazotization d) diazotization, reduction and hydrolysis 12) The compound which on reaction with sodium ethoxide will not form ether as major product is 2-bromopropane b) 2-bromo-2-methylpropane bromoethane d) bromopropane 13) In the reaction product A is H H conc. H 2 S 4 A ( ) 2 C=CH 2 b) CH=CH- CH 2 -C= d) ( ) 2 CHCH CH 14) The compound C 4 H 10 has ptical isomers 1 b) 2 3 d) 4 15) The correct order of acid strength of the following compounds I) Phenol II) - Cresol III) m-nitrophenol IV) p-nitrophenol IV >III> I> II b) II> IV> I> III

5 I >II> IV> III d) III> II> I> IV 16.The correct order of B.P of primary 1 0,2 0,3 0 alcohol is of similar molecular mass 1 0 >2 0 >3 0 b)2 0 >1 0 > >3 0 >1 0 d)3 0 >2 0 > Strongest conjugate base is ( ) 3 C - b)( ) 2 CH - CH 2 - d) - 18.Dehydration of alcohol I II III IV Will be in order I<II<III<IV III<II<I<IV b)i>ii>iii>iv d)ii<iii<iv<i 19.Phenol and benzoic acid are distinguished by Na 2 C 3 b) NaHC 3 Na d)h 2 S 4 20.Acetic anhydride reacts with diethyl ether in the presence of anhydrous AlCl 3 C b) CH 2 C CCH 2 d) CH 2

6 21) An alcohol gave lucas test in about 5 min. when the alcohol was treat with hot concentrated H 2 S 4 it gave an alkene of molecular formula C 4 H 8 Which on ozonolysis gave C 2 H 4.The structure of alcohol is.. CHCH 2 CHCH 2 CH 2 b) CH 2 CH 2 CH 2 d)( ) 3 C. 22) Phenol & benzoic acid are distinguished by Na b)nahc 3 Na 2 C 3 d)h 2 S 4 23) Which of the following can not be prepared by using Williamsons synthesis? Methoxybenzene b)benzyl P-nitrophenylether Methyl tert-butyl ether d)ditertiary butyl ether 24) Consider the following reaction aq.k Sodamide Product Here product is and - K + b)

7 d) 25) H 3 C and can be distinguished by neutral Fecl 3 solution both a and b b)iodoform test d)biuret test 26. Ethyl alcohol on reaction with conc. H 2 S 4 at 443 K gives, Acetic anhydride b) Diethyl ether Ethene d) Ethane 27. xidation of cumene followed by heating with sulphuric acid gives, Phenol, acetaldehyde b) Phenol, acetone Formic acid, ethanol d) Acetic acid, ethanol 28. When tert-butyl methyl ether react with hydrogen iodide at 0 0 C gives, tert-butyl iodide, methanol b) Methyl iodide, tert- butyl alcohol Isopropyl alcohol, ethyl iodide d) Isopropyl iodide, ethanol 29. Conversion of phenol into salicylaldehyde is, Kolbe s reaction b) Sandmeryer s reaction Reimer-Tiemann reaction d) Gattermann-Koch reaction 30. Reagent used to prepare benzoquinone from phenol is, Na, Ca b) FeCl 3 Zn dust d) Na 2 Cr 2 7, H 2 S 4

8 31. Final Product formed on reduction of glycerol by hydroiodic Acid is Propane b) Propanoic Acid Propene d) Propyne 32. The compound which gives most stable carbonium ion on dehydration is -CH-CH 2 - b) - C - -CH 2 -CH 2 -CH 2 - d) -CH-CH Which one of the following Products obtained when diethyl ether is boiled with water in presence of dilute Acid Glycol b) Ethyl Alcohol Ethylene xide d) Peroxide 34. Epoxide are Cyclic ethers b) Not ethers Aryl- Alkyl ethers d) ethers with another functional group 35. The detection of leakage from LPG cylinders is facilitated by the addition of Phenols b) Glycols Thioalcohols d) Alcohol

9 K 2 Cr 2 7 MgI 36) A dil H 2 S 4 B H 2 CH3 The reactant A is CH b) C C 2 H 5 d) C 37) In the rection Ar- +RX alkali A, A is An Aldehyde b) An aryl chloride an ether d) a ketone 38) CH=CH()- Jone's reagent X. Product X is CH 2 CH 2 CH()- b) CH=CHC Both a and b are correct d) CH 2 CH 2 C 39)Isopropyl alcohol on oxidation forms acetone b) ether ethylene d) acetaldehyde 40) Which of the following will be obtained by keeping ether in contact with air for a long time. C 2 H 5 --CH( )-- b) C 2 H 5 --CH 2 - C 2 H 5 --C 2 H 5 d) --CH( )- 41. Phenol is more readily solublein? Na solution b) dil.hcl solution bothnaoh and dil.hcl d)nahc 3 solution

10 42. In the following reaction A is C 2 H 5 M 9 Br + H 2 A C 2 H 5 CH 2 CH b) C 2 H 5 CH 2 CH 2 C 2 H 5 CH 2 d) C 2 H The conversion of benzaldehyde into benzyl alcohol is known as Cannizaro s reaction b) Kolbe s reaction friedel craft reaction d)wurtz reaction 44. Arrange the following phenol in order of their increasing acidity. N2 N2 (I) (II) N2 (III) I > II > III b) II > I > III III > I > II d)iii > II > I 45. The product of acid catalysed hydration of 2 Phenyl propene is 3 phenyl 2 Propanol b) 1-phenyl 2- Propanol 2-phenyl 2- Propanol d)2-phenyl 1 Propanol 46)Consider the following reaction.the product Z is Ethanol PBr X alc.k Y i) H 2 S 3 4 ii) H2, heat Z CH 2 =CH 2 b) CH 2

11 CH 2 S 3 H d) CH 2 CH 2 47)Phenol can not be converted to o-hydroxybenzaldehyde by Kolbe s reaction b)sandmeyers reaction Reimer-Tiemann reaction d) Wurtz reaction 48) A compound X with molecular formula C 3 H 8 0 can be oxidized to a compound Y with molecular formula C 3 H X is most likely to be aldehyde b) ketone primary alcohol d) sec-alcohol 49)How many isomeric acyclic alcohols and ethers are possible for C 4 H 8 4 b) 6 7 d) 8 50) Among the following sets of reactant,which one produces anisole C 6 H 5, CCl, AlCl 3 b) CH,RMgX C 6 H 5,Na, I d)c 6 H 5,Neutral FeCl 3

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