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Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition
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Nucleophilic acyl substitution of carboxylic acid derivatives
JEE Main level
Single correct option
Difficulty 2 of 3
o1192
Match Column I with Column II. Column I: (P)
CH
X
3
COCl
+ ethanol, pyridine; (Q)
CH
X
3
COOC
X
2
H
X
5
+ aq. NaOH, heat; (R)
CH
X
3
CONH
X
2
+ aq. NaOH, heat; (S)
CH
X
3
COOH
+ ethanol, cat.
H
X
2
SO
X
4
. Column II: (1) ethyl acetate + water; (2) sodium acetate + ethanol; (3) sodium acetate + ammonia; (4) ethyl acetate + pyridinium chloride.
A
P-4, Q-2, R-3, S-1
B
P-1, Q-2, R-3, S-4
C
P-4, Q-3, R-2, S-1
D
P-2, Q-4, R-1, S-3
Answer: A
P: acylation of ethanol, HCl taken up by pyridine, so (4). Q: saponification, so (2). R: amide hydrolysis giving the salt and
NH
X
3
, so (3). S: Fischer esterification gives ester and water, so (1).
Practice Organic Reaction Mechanisms I: Nucleophiles and Carbonyl Addition
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