CBSE TEST PAPER-04

CLASS - XII CHEMISTRY (Aldehydes, Ketones and carboxylic acids)

[Answers]
Topic:- Identification Question

Ans1. 2, 4 - DNP
A (C5H10O) Positive

Negative

m
alk. KMnO4

co
A
B (C3H6O2)
z.
Kolbe's
C3H6O2 - Na C
decarboxylation
er
ap

As the compound A gives a positive 2, 4-DNP test but negative Tollen’s test, it is a ketone. Since
on oxidation, it gives an acid B, of molecular formula C3H6O2, it is CH3CH2COCH2CH3 and B is
tP

CH3CH2COOH. As C is obtained by Kolbes decarboxylation of B, C is CH3CH2 CH2 CH3.

Therefore A = Pentan -3 one, CH3 CH2 CO CH2 CH3
s

B = Propanoic acid CH3 CH2 COOH

Te

And C = Butane CH3 CH2 CH2 CH3

The sequence of reactions is

NO2
NO2
CH3 CH2
CH3 - CH2 CO -H2O
H2N - NH NO2
C = N NH NO2
CH3 CH2 CH3 CH2

CH 3 CH 2 CO CH 2 CH 3 
alk .kmNo4
→ CH 3CH 2COOH + CH 3 COOH

CH 3 CH 2 COOK kolbe ' s

decarboxylation
→ CH 3 CH 2 CH 2 CH 3 +CO 2 +KOH +H 2
Ans2.
(O)
A (C5H12O) B (C5H10O)

s
n'
lle
To

t
Iodoform test

s
te
x √

Zn - Hg
B C (C5H12)
HCl
Since B gives a negative Tollen’s test but positive Iodoform test, it is methyl ketone, i.e, CH3CO
CH2 CH2 CH3. Also it is formed by oxidation of A.

m
CH 3 C H CH 2 CH 2 CH 2 CH 3
Therefore A is secondary alcohol i.e, | on reduction B gives pentane

with Zn –Hg/ HCl.

OH
co
z.
Therefore C is CH3 CH2 CH2 CH2 CH3
er

Therefore
ap

A = CH3 CHOH CH2 CH2 CH3

tP

B = CH3 CO CH2 CH2 CH3

C= CH3 CH2 CH2 CH2 CH2 CH3
s
Te

Reactions:-

(O) (H)
CH3 CH CH2 CH2 CH3 CH3 C CH2 CH2 CH3 CH3 CH2 CH2 CH2 CH3
-H2O Zn - Hg/HCl
(B) (C)
OH (A) O

I2/NaOH
CH3 C CH2 CH2 CH3 CHI3 + CH3 - CH2 - CH2 - COONa + Nal + H2O

O
Ans3.
NaOH
A B + C (Sodium salt of acid)
(C7H8O)

NaOH + CaO
(O)

D (aromatic)
A

The molecular formula of (B) and characteristic odour of (A) suggests that (A) is an aromatic
aldehyde, C6H5 CHO and (B) is alcohol, C6H5CH2OH. As (C) is a sodium salt of an acid & gives
hydrocarbon (D) on heating with soda lime, (C) is sodium benzoate and (D) is benzene.

m
Therefore:-

co
CHO

A = b e n z a ld e h y d e , , B = b e n z y la lc o h o l
z.
er

C H 2O H COONa
ap

, C = S o d iu m b e n z o a t e ,
tP

D = benzene T h e r e a c t io n a r e
CHO C H 2O H COONa
s

C on c. N aO H
Te

+
(b ) (C )

NaO H +
(O )
CaO

CHO

(A )
Ans4. A = CH2 COOH , B = CH2 COOH

Cl NH2

Ans5. (A) = C6 H5CH2NH2

N2Cl
(B) =

m
co
(C) = z.
O
Ans6. (A) = CH3CN
er

(B) = CH3COOH
ap

(C) = CH3COCl
tP

Ans7. (A) = (CH3 COO)2 Ca

(B) = CH3 COCH3
s
Te

(C) = CHI3

Ans8. X = CH3 CH CH3

OH

Y = CH3 CH CH3

Cl

Z = CH3-CH = CH2
 Ans9. A = CH3 CHO
B = CH3 COOH
C = CH3 CO CH3

Strong Base
Ans10. 2 A B + c
NaOH

+
573K Cu H

CH2O2

m
A D

co
Since (D) is a carboxylic acid with one carbon only, it is HCOOH. As it is obtained from (C)
z.
acidification, (C) COONa and (A) is HCHO which on treatment with strong base (NaOH) gives
CH3OH & HCOONa (cannizaro’s reaction).
er
ap

NaOH
The reactions are :- 2H CHO CH3OH + H COONa

B c
s tP

+
Cu573K H
Te

HCHO HCOOH