1
MCQ (Single Correct Answer)

AIPMT 2010 Prelims

Among the given compounds, the most susceptible to nucleophilic attack at the carbonyl group is
A
CH3COOCH3
B
CH3CONH2
C
CH3COOCOCH3
D
CH3COCl

Explanation

CH3COCl is most susceptible to nucleophilic attack. The susceptibility of a substrate towards nucleophilic attack depends on how good a leaving group is attached to it. Cl is a weak base and therefore a good leaving group.
2
MCQ (Single Correct Answer)

AIPMT 2010 Prelims

Which of the following reactions will not result in the formation of carbon-carbon bonds?
A
Reimer-Tiemann reaction
B
Cannizzaro reaction
C
Wurtz reaction
D
Friedel-Crafts acylation

Explanation


Here you can see no new C–C bond is formed in Cannizzaro reaction.
3
MCQ (Single Correct Answer)

AIPMT 2010 Prelims

Acetamide is treated with the following reagents separately. Which one of these would yield methyl amine?
A
NaOH/Br2
B
Sodalime
C
Hot conc.H2SO4
D
PCl5

Explanation

Among the given reagents only NaOH/ Br2 converts -CONH2 group to -NH2 group. This is known as Hofmann bromamide reaction.

CH3-CONH2 + NaOH +Br2

   $$ \to $$ CH3NH2 + NaBr + Na2CO3 + H2O
4
MCQ (Single Correct Answer)

AIPMT 2009

Propionic acid with Br2/P yields a dibromo product. Its structure would be
A
B
CH2(Br) $$-$$ CH2 $$-$$ COBr
C
D
CH2(Br) $$-$$ CH(Br) $$-$$ COOH

Explanation

This is Hell–Volhard–Zelinsky reaction.
In this reaction, acids containing $$\alpha $$-H react with Br2 /red P giving product in which the $$\alpha $$-hydrogens are substituted by Br.

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