SECTION - I SUBJECTIVE QUESTIONS LEVEL - I 1. Give the IUPAC name for the amine. CH3 | CH3 — N —C — CH2CH3 | | 2. Write the aci-form of nitromethane. CH3 C2H5 3. Draw Newman projections for the anti and gauche conformations of indicated stability of the conformers. (a) 1-bromo-2-chloroethane (b) 3-hydroxypropanoic acid 4. Classify the following as nucleophiles and electrophiles : (i) H3O+ (ii) NH3 (iii) AlCl3 (iv) ROH (iv) BF3 (v) CN– (vi) SO3 (vii) R—O—R 5. Arrange given compounds in order of decreasing acidity : (a) CH3 – NO2 (b) NO2 – CH2 – NO2 (c) CH3 – CH2 – NO2 (d) NO2 CH NO2 | NO2 6. Give IUPAC names of the following compounds : (a) (b) CH C CH CH CHO || | | O OH Cl HOOC CH2 CH CH2 COOH | CH3 7. Arrange the following in decreasing order of their stability : (a) CH3 C C6 H5 CH2 CH3 CH2 CH3 CH 3 2 I II III IV 8. How many isomers are possible for C3H6O. 9. C – C single bond length in propene appears to be less than C – C single bond length in propane. Why ? 10. How many Aromatic isomers are possible for CH2CH3 LEVEL - II 1. Explain why alkyl groups act as electron donors when attached to a p-system. 2. Convert the following formula for alanine to a Fischer projection : NH2 C H3C H3C COOH 3. Draw all possible stereoisomers of 2, 3-dichlorobutane. Indicate enantiomeric and diastereomeric pairs. 4. Do the following structures represent identical molecules or a pair of enantiomers? CH3 (a) C HO H OH and C C H CH3 C2H5 CH2Br 2 5 H H (b) C H and C OH HO CH3 CH3 CH2Br 5. Acid amides are amphoteric in nature. Explain. 6. Addition of HBr to 1-bromopropene on the presence of benzoyl peroxide gives 1-bromopropane as the main product. Justify. 7. Arrange basicity of the given compounds in decreasing order : (a) CH3 – CH2 – NH2 (b) CH2 = CH – NH2 (c) CH C – NH2 8. Decreasing order of stability of given carbocations is as : (a) (b) CH CH CH (c) C H CH C H (d) CH CH CH 6 5 6 5 3 3 9. Identify the pairs of enantiomers and diastereomers amongst the following compounds CH3 CH3 CH3 H (a) OH CH3 H OH CH3 (b) H CH3 OH H OH (c) 10. How many optical isomers are possible for H H H H LEVEL - III 1. Arrange the following in increasing order of acidic strength COOH OCH3 COOH OCH3 COOH OCH3 COOH 2. How many optically active isomers are possible for glucose and fructose. 3. Arrange the carbocations in increasing order of stability when the following compounds are treated with aqueous KOH. CH2Cl CH2Cl OCH3 CH2Cl CH3 CH2Cl NO2 4. Arrange the following in increasing order of melting point. CH3COOH HCOOH CH3CH2COOH CH3CH2CH2COOH 5. How many aromatic isomers are possible for C7H8O and total isomers for C4H6 6. An optically pure compound X gain an [] 25 = + 29.0°. A mixture of X and its enantiomer Y gain [] 25 = 10.0°. What is the ratio of X and Y
SECTION - I SUBJECTIVE QUESTIONS LEVEL - I 1. Give the IUPAC name for the amine. CH3 | CH3 — N —C — CH2CH3 | | 2. Write the aci-form of nitromethane. CH3 C2H5 3. Draw Newman projections for the anti and gauche conformations of indicated stability of the conformers. (a) 1-bromo-2-chloroethane (b) 3-hydroxypropanoic acid 4. Classify the following as nucleophiles and electrophiles : (i) H3O+ (ii) NH3 (iii) AlCl3 (iv) ROH (iv) BF3 (v) CN– (vi) SO3 (vii) R—O—R 5. Arrange given compounds in order of decreasing acidity : (a) CH3 – NO2 (b) NO2 – CH2 – NO2 (c) CH3 – CH2 – NO2 (d) NO2 CH NO2 | NO2 6. Give IUPAC names of the following compounds : (a) (b) CH C CH CH CHO || | | O OH Cl HOOC CH2 CH CH2 COOH | CH3 7. Arrange the following in decreasing order of their stability : (a) CH3 C C6 H5 CH2 CH3 CH2 CH3 CH 3 2 I II III IV 8. How many isomers are possible for C3H6O. 9. C – C single bond length in propene appears to be less than C – C single bond length in propane. Why ? 10. How many Aromatic isomers are possible for CH2CH3 LEVEL - II 1. Explain why alkyl groups act as electron donors when attached to a p-system. 2. Convert the following formula for alanine to a Fischer projection : NH2 C H3C H3C COOH 3. Draw all possible stereoisomers of 2, 3-dichlorobutane. Indicate enantiomeric and diastereomeric pairs. 4. Do the following structures represent identical molecules or a pair of enantiomers? CH3 (a) C HO H OH and C C H CH3 C2H5 CH2Br 2 5 H H (b) C H and C OH HO CH3 CH3 CH2Br 5. Acid amides are amphoteric in nature. Explain. 6. Addition of HBr to 1-bromopropene on the presence of benzoyl peroxide gives 1-bromopropane as the main product. Justify. 7. Arrange basicity of the given compounds in decreasing order : (a) CH3 – CH2 – NH2 (b) CH2 = CH – NH2 (c) CH C – NH2 8. Decreasing order of stability of given carbocations is as : (a) (b) CH CH CH (c) C H CH C H (d) CH CH CH 6 5 6 5 3 3 9. Identify the pairs of enantiomers and diastereomers amongst the following compounds CH3 CH3 CH3 H (a) OH CH3 H OH CH3 (b) H CH3 OH H OH (c) 10. How many optical isomers are possible for H H H H LEVEL - III 1. Arrange the following in increasing order of acidic strength COOH OCH3 COOH OCH3 COOH OCH3 COOH 2. How many optically active isomers are possible for glucose and fructose. 3. Arrange the carbocations in increasing order of stability when the following compounds are treated with aqueous KOH. CH2Cl CH2Cl OCH3 CH2Cl CH3 CH2Cl NO2 4. Arrange the following in increasing order of melting point. CH3COOH HCOOH CH3CH2COOH CH3CH2CH2COOH 5. How many aromatic isomers are possible for C7H8O and total isomers for C4H6 6. An optically pure compound X gain an [] 25 = + 29.0°. A mixture of X and its enantiomer Y gain [] 25 = 10.0°. What is the ratio of X and Y