SECTION I (Multiple Choice Questions)
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1 ADERI / BRIVALI / DADAR / EMBUR / TAE / MULUD/ ERUL / PWAI IIT JEE-019 RAS URSE(ADV.) MARKS:14 TIME: 75 MI. TPI: ALDEYDE KETES DATE:15/11/18 SETI I (Multiple hoice Questions) This section contains 06 multiple choice questions. Each question has 4 choices,, and for its answer, out which LY E is correct. (+, -1) 1. The product formed in the reaction sequence i),a(aq) ii) A / i B. Product X is: Ph Ph Product X Ph Ph + ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 1
2 . P : Q : P : Q : P : Q : P : Q : 4. The compound = is treated with sufficient D in presence of D. Which of the following is not likely to be present at all when equilibrium is reached? D D D D D 5. P Q + S4 Q R The product R is : a Br Ph A B 6. The product B is Ph Br Ph Br Ph Br ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE #
3 SETI-II (Multiple hoice Questions) This section contains 06 multiple choice questions. Each question has 4 choices,, and for its answer, out which E R MRE is/are correct. (+4, - ) 7. In this conversion reagent (X) could be 4, S ; Raney X Red P/I i, 8. The products of the following reaction are, (i) ad (ii) D ; is Zn g ;con l D D D 9. Which one of the following compound will not show enolisation? 10. Me Et Et 1) I / Q R ) The compounds of the above reaction sequence is/are ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE #
4 11. Which of the following responds to iodoform test with a/i? 5 Ph 1. A crotanaldehyde. The correct statement is/are / I Aldol II Step - I is nucleophilic addition Step-I is nucleophilic substitution, Step-II is elimination by E 1 Mechanism Step - II is elimination by E 1B Mechanism SETI III (Paragraph Type) This section contains multiple choice questions relating to 1 paragraph. Each question has four choices,, and out of which LY E is correct. (+, -1) A B a laq l 4 PARAGRAP FR QUE. S. 1 & Which of the following are optically active. A & B B & & A A,B & 14. is ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 4
5 PARAGRAP FR QUE. S 15 & 16 Aldehydes and Ketones reacts with to form Aldoximes and Ketoximes respectively. onfiguration of these can be determined bu Beckmined by Beckmann rearrangement as that group migartes which is anti w.r.t. R R' + R R' + R' = R R' = R It is interisting to note that the migration of group is completely Retentive and no loss of optical activity is seen. Me = + R' R 15. Br 16. Ph = dil. S 4 (+) dextrorotatory Following is true about product It is also (+) laevorotatory Both (+) ( ) forms are obtained in equal amount It is having 'S' configuration for chiral carbon It is having R configuration for chiral carbon. ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 5
6 PARAGRAP FR QUE. S 17 & 18 arbonyl compounds react with sodium bisulphite to form a white crystalline ppt of sodium sulphite addition product. The reaction is a nucleophilic addition on carbon-oxygen double bond. as S a white crystalline solid The nucleophile in the reaction being bulky, sterically hindered ketones do not respond to this reaction. The bisulphite addition product is unstable to mineral acid and it gets revert back to original carbonyl compound upon treatment with mineral acid. 17. The nucleophile in the reaction between carbonyl compound and sodium bisulphite is S a S S S 18. Which of the following compounds will not react with as? Ph SETI IV (Integer Answer Type) This section contains 08 questions. The answer to each of the questions is a single digit integer, ranging from 0 to 9. The correct digit below the question number in the RS is be bubbled. (+4, 0) 19. ow many of the following will give faster rate of cyanohydrins formation than benzaldehyde? (i) p-methoxy benzaldehyde (ii) p-cyano benzaldehyde (iii) p-nitrobenzaldehyde (iv) p-methylbenzaldehyde (v) acetaldehyde (vi) acetophenone (vii) benzophenone (viii) p-chlorobenzaldehyde 0. Ph Ph aet Et 1Mole A Six membered ring ow many oxygen atoms are present in? 1. In the following compound which numbered carbon atom enters into intramolecular aldol condensation to give major product x is ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 6
7 . + product. umber of isomeric hydrazone products in above reaction is/are. compounds A & B can be differentiated by how many of the following reagents? Brady s Reagent ; Fehlings Solution ; insberg Reagent ; al (aq) ; ai ; as ; Tollen s Reagent 4. ow many of the following compounds would give a positive Tollen s test? (I) (II) (III) (IV) (V), (VI) (VII) (VIII) (IX) (X) () 5. The number of compounds give positive Fehling test (1) () () Ph (4) (5) - (6) (7) Ph (8) 6. ow many of the following compounds can give iodoform Test? (1) () () (4) (5) Ph (6) -- - (7) Et (8) ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 7
8 SETI - V (Matrix Match Type) This section 1 Question. Each question has four statements Given in olumn - I and four statements in olumn II. Any given statement in olumn I can have correct matching with one or more statement (s) given in column II. (+8, 0) 7. Match the Following: olumn I (ompound) olumn II (Reaction / test shown by the compound) (P) Tollen s Test (Q) Fehling s Test (R) Intramolecular annizzaro s reaction (S) Intramolecular aldol condensaiton (T) aloform Test 8. Match the following olumn I olumn II (p) Aldol condensation (q) Perkins reaction (r) Swern oxidation (s) ross laisen condensation ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 8
9 9. Match the Following: olumn I olumn II (p) Formation of six member ring take place (q) Final product is ketone (r) Final product formed will give positive tollen's test (s) Final product will react with, 4 DP 0. Match the Following: olumn I olumn II (p) Final product formed give positive tollen test 1 Product 1 5a, Et Product Ph (q) Final product give test with, 4 DP (r) Final product react with a and liberated gas 1 K Product (s) Final product react with a and liberated gas ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 9
10 ADERI / BRIVALI / DADAR / EMBUR / TAE / MULUD/ ERUL / PWAI TPI: (ASWER KEY) (ABD) (ABD) 10. (AD) 11. (AD) 1. (AD) (4) 0. (5) 1. (). (). (4) 4. (8) 5. () 6. (6) 7. (A PQST; B PR; P; D PQ) 8. (A R; B P; Q; D S) 9. (A-PQS; B-P; -PQS; D-PQS) 0. (A-PQS; B-RS; -Q; D-RS) ETERS: MUMBAI / DELI / AKLA / KLKATA / LUKW / ASIK / GA / PUE # 10
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