15042023 Test Ranker’s Batch

ORGANIC CHEMISTRY
(Topic : Carbonyl Compounds)
(for JEE-Mains & Advanced 2023)
Time : 30 : 00 Min. Max. Marks : 60
* Each question + 4 (for correct answer) & - 1 (for wrong answer)
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01. The major product obtained in following reaction is
O

_
+
i)
OH ii) H

O

OH OH COOH

(a) (b)
COOH

O
*(c) OH (d)

COOH COOH

02. What is the major product obtained from the following reaction ?
CN
+
i)
H3O ii) heat

O
COOH COOH CH2 —OH
(a) (b) *(c) (d)
OH O O
O
03. An aldehyde (A) can perform Cannizzaro reaction. (A) on treatment with Brady’s re-

agent gives

(a) Me3 C——CH = N NH Ph (b) Ph CH = N OH

Me
(c) Ph CH2 CH = N NH CO NH2 *(d)
CH = N NH—— NO2
NO2

04. Chloral NaOH

 Product is :

*(a) CH Cl3 + HCOONa (b) CCl3 COONa + CHCl3

(c) CHCl3 + CH3 COONa (d) CH3 Cl + CCl3 COONa

page no # 5
 O
05. Ph—MgBr (1mole) + (CH3)2 CH— C —Cl  [X] Zn—Hg/
 HCl
 [Y]

Identify the structure of [Y] .

(a) Ph— CH— CH2—CH3 *(b) Ph—CH2— CH —CH3
CH3 Me
CH3
(c) Ph— C CH3 (d) CH2—CH2—CH3
CH3 CH3

_
06. O CHO OH
 (A) , (A) is :

CHO CHO

_
O CH2 OH O COO
*(a) +
COO _ CH2 OH COO _ CH2 OH

_
O CH2 OH O COO
(b) +
COO _
CH OH CH2 OH
2 C OO _

O CHO O CHO
(c) (d)
COO _ CH2 OH O
O
O

07. on treatment with Zn—Hg/ conc. HCl gives :

COOH

*(a) (b)
COOH

OH OH

(c) (d)
OH

08. In the given transformation which of the following is the most appropriate reagent “

CH = CHCOCH3 CH = CHCH2 CH3

Reagent
 

HO HO
_
*(a) NH2 NH2 , OH (b) Zn—Hg/ HCl (c) Na, Liq. NH3 (d) Na BH4

page no # 6
09. The intermediate formed in aldol reaction is :
(a) carbocation whose +ve charge is stabilised by resonance .
(b) carbocation whose +ve charge is not stabilised by resonance .
*(c) carbanion whose —ve charge is stabilised by resonance .
(d) carbanion whose —ve charge is not stabilised by resonance .

CH2 Cl

10. aq.
 NaOH
 Product is :
Br CHO

O O

OH OH

OH
Br
HO COONa
*(a) (b)

O O
CH=O
Cl Cl Cl

OH HO CHO
HO HO COONa
(c) + (d)

O O
CH=O CH=O

11. The major product formed in the reaction

+ p— TsOH (trace) / C6H6 , heat

 

*(a) — (b)

O
N _
(c) (d) p—TsO
N
O

page no # 7
 Me
HO N
12. C OH Conc.
 H2SO4
 Product is :
Me

O
*(a) NH——C——

O
(b) NH——C——

O
(c) C——NH——

O
(d) C——NH——

13. A compound (A) undergoes disproportionation in presence of conc. Na OH . (A) on treat-

ment with semicarbazide gives :

O
Me
(a) CH2 = N—— C ——NH NH2 (b)
CH = N NH2
O
(c) Me3 C——CH = N—— C —— NH NH2
O
*(d) ——CH = N——NH—— C ——NH2
Me

+
14. i)
Mg, ether ii) Methyl ethanote, then H3O

(excess)

HO
OH
OH

HO
CH3

15. Excess of p—nitro benzaldehyde on reaction with hydrazine gives a product

Ca Hb Nd Oe containing ‘ f ’ no. of  electrons. The value of a + b + d + e + f is :
*(a) 52 (b) 42 (c) 48 (d) None

page no # 8