Carbonyl Compound PDF - ALLEN

ALLEN Carbonyl Compound 1 4. The major produ...

ALLEN Carbonyl Compound 1 4. The major product obtained in the following CARBONYL COMPOUND reaction is : 1. The major product formed in the following reaction is: CO2Et NaOEt/D O CH2 O O O dil.NaOH H3C H+ O OH O (1) CO2Et (1) HC 3 O OH O (2) H3 C (2) (3) H3C O OH EN OH O (3) CO2Et CO2Et O H (4) H3C LL O (4) CO2Et 2. The major product of following reaction is : (1)AlH(i–Bu 2 ) R – C º N ¾¾¾¾¾(2)H 2O ¾ ® ? 5. Which is the most suitable reagent for the following transformation ? (1) RCHO (2) RCOOH (3) RCH2NH2 (4) RCONH2 OH A node06\B0B0-BA\Kota\JEE Main\Jee Main-2020_Subject Topic PDF With Solution\Chemistry\English\OC\Carbonyl compound.p65" 3. The major product of the following recation is: CH3–CH=CH–CH2–CH–CH3 ¾¾® O CH3–CH=CH–CH2CO2H CH3N NaBH 4 (1) alkaline KMnO4 (2) I2/NaOH OH (1) CH3N (3) Tollen's reagent (4) CrO2/CS2 OH (2) CH3N OH (3) CH3N OH (4) CH3N E 2 Carbonyl Compound ALLEN 6. The major product 'X' formed in the following 8. The major product of the following reaction reaction is : is : O O COCH3 CH2–C–OCH3 (i) KMnO4 / KOH, D ¾¾¾ NaBH 4 ®X ¾¾¾¾¾¾ (ii) H2SO4 (dil) ® MeOH CH3 OH COCOOH CH2CH2OH (1) (1) HOOC COOH O O CH2–C–H (2) (2) HOOC COOH OH (3) (3) (4) OH O EN CH2CH2OH CH2–C–OCH3 9. (4) OHC HOOC COCH3 The major product of the following reaction is: O 7. The major poduct of the following reaction is: NaBH4 ¾¾® LL EtOH Cl OH OH ¾¾¾¾® (i) HBr (ii) alc.KOH O (1) (2) OEt Cl O OH (1) (2) (3) (4) A node06\B0B0-BA\Kota\JEE Main\Jee Main-2020_Subject Topic PDF With Solution\Chemistry\English\OC\Carbonyl compound.p65" OH O Cl OH 10. The major product of the following reaction is: CN (3) (4) (i) DIBAL-H O O O + (ii) H3O O CHO CHO (1) (2) O O O CHO CH=NH (3) OH (4) OH OH CHO E  ALLEN Carbonyl Compound 3 11. In the following reactions, products A and B 13. The major product obtained in the following are : reaction is CH3 O O O NaOH ¾¾¾D ® dil NaOH [A] OHC H3C H3C CH3 H CH3 H 3O + H 3C [A] [B] H D (1) (2) O CH3 O O O OH H2C H3C H H CH3 (1) A = ; B= H3C H3C H 3C CH3 CH3 H (3) (4) O CH2 O (2) A = H3C H3C O EN OH CH3 CH3 C H CH3 ; B= H3C O CH3 CH3 O H 14. In the following reaction carbonyl compound + MeOH ‡ˆˆˆ ˆˆˆ HCl O † acetal Rate of the reaction is the highest for : (1) Acetone as substrate and methanol in stoichiometric amount (2) Propanal as substrate and methanol in (3) A = CH3 ; B = CH3 stoichiometric amount. LL HO (3) Acetone as substrate and methanol in excess (4) Propanal as substrate and methanol in O O excess CH3 CH3 15. p-Hydroxybenzophenone upon reaction with (4) A = CH3 ; B = CH3 bromine in carbon tetrachloride gives: HO O Br A 12. In the following reaction (1) node06\B0B0-BA\Kota\JEE Main\Jee Main-2020_Subject Topic PDF With Solution\Chemistry\English\OC\Carbonyl compound.p65" HCl HO Aldehyde + Alcohol ¾¾¾ ® Acetal Br O Aldehyde Alcohol (2) HCHO tBuOH HO O CH 3CHO MeOH Br The best combinations is : (3) HO (1) HCHO and MeOH O (2) HCHO and tBuOH Br (3) CH3CHO and MeOH (4) (4) CH3CHO and tBuOH HO E 4 Carbonyl Compound ALLEN 16. The major product of the following reaction is : 18. Compound A (C 9 H 10 O) shows positive OH iodoform test. Oxidation of A with KMnO4/ CH3CHCH2CH2NH2 ¾¾¾¾¾¾¾ ( ) ethyl formate 1equiv. ® KOH gives acid B(C8H6O4). Anhydride of B triethylamine is used for the preparation of phenolphthalein. OH Compound A is :- (1) CH3CHCH 2CH2NHCHO CH3 CH3 (2) CH3CH=CH–CH2NH 2 O CH3 (1) (2) O H O O CH3 (3) CH3CHCH2CH2NH2 O OH CH3 CH2–C–H (4) CH3–CH –CH=CH 2 (3) (4) O 17. Major products of the following reaction are : CH3 (2) CHO EN (1) CH3OH and HCO2H CH2OH and () + HCHO ¾¾¾¾¾ i 50% NaOH ( ii ) H3O+ ® COOH 19. The major product(s) obtained in the following reaction is/are : OHC Br ¾¾¾¾¾ t (i) KO Bu (ii) O3 /Me 2S ® (1) CHO COOH LL CHO and OHC–CHO (3) CH3OH and (2) OHC OtBu CH2OH (4) HCOOH and (3) OHC CHO (4) OHC CHO A node06\B0B0-BA\Kota\JEE Main\Jee Main-2020_Subject Topic PDF With Solution\Chemistry\English\OC\Carbonyl compound.p65" E  ALLEN Carbonyl Compound 5 SOLUTION 11. Ans. (4) 1. Ans. (1) O O O OH – O Aldehyde reacts at a faster rate than keton C– H C–H + H 2O during aldol and stericall less hindered anion will be a better nucleophile so sefl aldol at O O O CH 3 – C – H will be the major product. H2O HO O– 2. Ans. (1) H H R–CºN ¾¾¾¾ AlH(i- Bu ) ¾ ® R–CH=N– 2 (A) ¾¾¾ H 2O ® R–CH=O D –H2O 3. Ans.(3) O 4. Ans.(4) 5. Ans.(2) 6. Ans.(4) 7. Ans. (1) (B) Cl O EN (1) HBr Cl O Br alc KOH HO O Tauto 12. Ans. (1) O H–C–H + H + OH C+ H H :O rds Me H OH C H H O Me +H H OMe OH 8. Ans. (2) C MeOH + LL CH2–OMe + H H OMe H + O acetal C–CH3 COOH 1 rate µ (1) KMnO4/ OH/D steric crowding of aldehyde (2) H2SO4(dil) t-butanol can show formation of carbocation CH3 COOH in acidic medium. 9. Ans. (4) 13. Ans. (4) A node06\B0B0-BA\Kota\JEE Main\Jee Main-2020_Subject Topic PDF With Solution\Chemistry\English\OC\Carbonyl compound.p65" NaBH4 can not reduce C=C Sol. CH3 but can reduce – C – into OH. CH3 O O NaOH O OH OHC D NaBH4 Intramolecular EtOH aldol condensation O 10. Ans. (3) 14. Ans. (4) CN CHO Å OH H MeOH Et H Å MeOH Et Et OMe (1) DIBAL-H Excess OH C O C C O (2) H /H2O + Sol. H H OMe H OMe H Hemiacetal Acetal O O Acetone as substrate is less rective than DIBAL-H will reduce cyanides & esters to aldehydes. propanal towards neucleophilic addition. E 6 Carbonyl Compound ALLEN 15. Ans. (4) 18. Ans. (1) O O Sol. Sol. Br2 + CCl4 CH3 (i) KMnO4 + KOH CO2H + HO HO C–CH3 (ii) H CO2H Br (B) O ÅM group (C8H 6O4) Pthleic OH is activating and ortho para directing group towards ESR +ve iodoform acid test 16. Ans. (1) O OH C is used for prepareation of ethyl formate (1equiv. ) O Sol. ¾¾¾¾¾¾¾ ® phenolphthalein indicator CH3–CH–CH2–CH2–NH2 triethylamine C OH O O Pthleic anhydride CH3–CH–CH2–CH2–NH–C–H as NH2 is a better nucleophile than OH. 19. Ans. (2) +– 17. Ans. (4) Sol. CHO EN ( i ) 50% NaOH + HCHO ¾¾¾¾¾ ( ii ) H3OÅ ® This is cross cannizaro reaction so more reactive carbonyl compound is oxidized and less reactive is reduced so answer is Sol. Br kOtB4 CHO–CH 2–CH2–CHO + OHC–CHO ¾¾¾¾ O 3 / Me 2S Re ductive ® CH2OH + HCO2H LL A node06\B0B0-BA\Kota\JEE Main\Jee Main-2020_Subject Topic PDF With Solution\Chemistry\English\OC\Carbonyl compound.p65" E