CHEMISTRY HOUSE

06062024 Test-3 Ranker’s Batch

ORGANIC CHEMISTRY
(Topic : Carbonyl Compounds)
(for JEE-Mains & Advanced 2025)
Time : 30 Min. Max. Marks :60
* Each question + 4 (for correct answer) & - 1 (for wrong answer)
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01. Which of the following is hemiacetal :
OH
(a) (b)
O O O

OH
OH
O O
(c) (d)

02. Butanone on reaction with cyclopentanol gives :

OH OH
(a) (b)
O
HO
OH
O
O
(c) (d)
O
O

OH

03. 2 (A) dil.

 NaOH
 —CH2CH(CH3)CH2CH(OH)CH(R)CHO

The formula weight of ‘R’ is :

(a) 109 (b) 123 (c) 117 (d) None of these
04. An aromatic aldehyde (A) on reaction with a compound (B) in presence of salt(s) gives;
CH COOH
C

The no. of sp2 carbons in (A) is x and the no. of sp3 carbons in (B) is y .
The value of x + 2y is :
(a) 63 (b) 37 (c) 24 (d) 74

page no # 1
05. Succinaldehyde on reduction with NaBH4 gives (A) which on reaction with product of
HOOC COOH

the following reaction heat

 gives :

O O

(a) O (b) O

(c) (d)
O O

O O

06. p-Tolualdehyde undergoes condensation in presence of aq. ethanolic KCN to give (A) .
(A) i)  Product is :
NaBH4 ii) 3—pentanone

O O

(a) (b) O
O

O O
(c) (d)
O O

07. The % change in no. of sp2 hybridised c’s when the compound

OH
is heated with Cu at 573 K :
OH
OH
(a) 12.5 (b) 25 (c) 50 (d) 75

08. A, A is :

(a) (b) (c) (d)

page no # 2
09.

‘X’ is :

(a) (b) (c) (d)

10.

(B) is :

(a) (b) (c) (d)

11. The number of hemiacetal groups in :

O OH OH
O OH
HO OH
O O OMe

(a) zero (b) 1 (c) 2 (d) 3

12. Acetophenone on reaction with chlorine in presence of caustic soda gives :
(a) methyl chloride + sodium benzoate (b) chloroform + sodium propanoate
(c) chloroform + sodium benzoate (d) methyl chloride + sodium propanate
_
13. Rate determining step in Cannizzaro reaction of HCHO with OH is R1 and rate deter-
mining step of nucleophilic substitution of CH3COCl is R2. R1 and R2 are :
_
(a) (i) attack of OH on carbonyl carbon of HCHO to form tetrahedral anionic intermedi
ate (T.I.)
_
(ii) attack of nucleophile Nu on carbonyl carbon of CH3COCl to form tetrahedral
anionic intermediate (T.I.)
_
(b) (i) transfer of H from T.I. to another molecule of HCHO
_
(ii) removal of Cl from T.I.
_
(c) (i) attack of OH on carbonyl carbon of HCHO to form tetrahedral aninoic intermediate
(T.I.)
_
(ii) removal of Cl from T.I.
_
(d) (i) transfer of H from T.I. to another molecule of HCHO
_
(ii) attack of nucleophile Nu on carbonyl carbon of CH3COCl to form tetrahedral
anionic intermediate (T.I.).
page no # 3
Comprehension for Q. No 14 to 15

(A) dil.
 NaOH
 heat


14. (A) + ——MgBr, followed by hydrolysis  Product :

OH

(a) (b)
OH OH
HO

OH

(c) (d)
OH OH
OH

15. (A) + dil. NaOH  Product on treatment with ——MgBr gives :

OMgBr

(a) (b)
OMgBr
OH

OMgBr

OMgBr
OMgBr

(c) (d)
OMgBr
OMgBr

page no # 4