ASTER PUBLIC SCHOOL, (GNW)

CLASS: XII, ASSIGNMENT: 1

CH: ALDEHYDE KETONE AND CARBOXYLIC

1.Write the IUPAC name of the following:

a) CH3-CH2-CHO
b) CH3-CH(OH)-CH2-CO-CH3
c) (CH3)2-CH-CHO
d) CH3-CH2-CH=CH-CHO
e) CH3-CO-CH=C(CH3)2
f) CH3-CH2-CO-Ph
g) CH3-CH(OH)-CH2-COOH
h) CH3-CH(OH)-CH2-COOH
2. Draw the structure of following:
a) 3-Methylpentanal
b) P-Methylbenzaldehyde
c) 3-Methylbutanal
d) 4-Chloropentan-2-one
e) 4-Methylpent-3-en-2-one
f) 3-Oxopentanal
g) 1-Phenylpropane-1-one
h) 3-Methylbutanal
i) P-Nitropropiophenone.
j) Semicarbazone of CH3CHO
3. Convert the following:
a) Ethanol to acetone
b) Propene to propanol
c) Ethyl chloride to ethanal
d) Propanone to propane
e) Benzoyl chloride to Benzaldehyde
f) Ethanal to but-2-enal
g) Ethanal to 3-Hydroxybutanal
h) Benzaldehyde to benzophenone
i) Ethyl cyanide to ethanoic acid
j) Butanol to butanoic acid
k) Benzoic acid to m-bromobenzoic acid
l) Ethyne to ethanal
m) Acetic acid to methane
4. Give sample test to distinguish between the following pair of compounds:
a) Pentanone and pentan-3-one
b) Ethanal and propanal
c) Benzaldehyde and acetophenone
d) Propan-2-one and pentane-3-one
e) Phenol and benzoic acid
f) Benzoic acid and ethyl benzoate
5. Rearrange the following compounds in the increasing order of their indicated property:
a) Ethanal, propanal, propanone and butanone. (N.A.R)
b) Acetaldehyde, acetone, methyl tert-butyl ketone (reactivity towards HCN)
c) Benzoic acid, 3,4-dinitrobenzoic acid, 4-methoxybenzoic acid (acidic Strength)
d) 2-Bromobutanoic acid, 3-Bromobutanoic acid and 2-methhlpropanoic acid (acidic strength)
 e) CH3COCH3, C6H5COCH3, CH3CHO (reactivity towards nucleophilic addition reaction)
f) Cl-CH2-COOH, F-CH2-COOH, CH3-COOH (acidic character)
g) C6H5-CO-CH3, CH3-CHO CH3-CO-CH3 (N.A.R)
6. Write the equation involved in the following reactions:
a) Wolff kishner reduction
b) Etard reaction
c) Clemmensen reduction
d) Stephen reaction
e) Benzoyl chloride to Benzaldehyde
f) Ethanal to but-2-enal
7. Give a possible explanation for each one of the following:
a) There are two -NH2 groups in semicarbazide. However, only one such group is involved in the
formation of semicarbazones.
b) Cyclohexanone forms cyanohydrins in good yield but 2,2,6-trimethyl cyclohexanone does not.
c) Although phenoxide ion has more number of resonating structures than carboxylate ion,
carboxylic acid is a stronger acid than phenol.
d) Aromatic carboxylic acids do not undergo friedel- Crafts reaction.
e) PKa value of 4-nitrobenzoic acid is lower than that of benzoic acid.
f) Chloroacetic acid is a stronger than acetic acid.
g) pH of reaction should be carefully controlled while preparing ammonia derivatives of carbonyl
compounds.
8. A ketone A (C4H8O) which undergo haloform reaction give compound B on reduction. B on heating
with sulphuric acid give compound C which forms mono-ozonide D. D on hydrolysis with zinc dust give
only E. Identify A, B, C, D and E. Write the reaction involved.
9. Although phenoxide ion has more number of resonating structures than carboxylate ion, carboxylic
acid is a stronger acid than phenol. Give two reasons.
10. An organic compound A (C8H16O2) was hydrolysed with dilute sulphuric acid to give a carboxylic
acid B and an alcohol C. Oxidation of C with chromic acid also produced B. On dehydration C gives but-
1-ene. Write the equations for the reactions involved.
10. An aromatic organic compound ‘A’ with molecular formula C8H8O to give positive DNP and
iodoform tests. It neither reduce tollens reagent nor does it decolorise bromine water. Write the structure
of A.
11. A, B and C are three non-cyclic functional isomers of a carbonyl compound with molecular formula
C4H8O. Isomers A and C give positive tollens test whereas isomer B does not give tollens test, but gives
positive iodoform test. Isomers A and B on reduction with Zn(Hg)/conc. HCl give the same product D.
a) Write the structure of A, B, C and D.
b) Out of A, B and C isomers, which one is least reactive towards addition of HCN?
12. A and B are two functional isomers of compound C3H6O. On heating with NaOH and I2, isomer B
forms yellow precipitate of iodoform whereas isomer A does not form any precipitate. Write the formula
of A and B.