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1

AIPMT 2007

MCQ (Single Correct Answer)
Which of the following represents the correct order of the acidity in the given compounds ?
A
FCH2COOH > CH3COOH > BrCH2COOH > ClCH2COOH
B
BrCH2COOH > ClCH2COOH > FCH2COOH > CH3COOH
C
FCH2COOH > ClCH2COOH > BrCH2COOH > CH3COOH
D
CH3COOH > BrCH2COOH > ClCH2COOH > FCH2COOH

Explanation

Acidity decreases as the –I effect of the group decreases, F is the most electronegative atom and hence it has highest –I effect among the halogens.

FCH2COOH > ClCH2COOH > BrCH2COOH > CH3COOH
2

AIPMT 2007

MCQ (Single Correct Answer)
Consider the following compounds

The correct decreasing order of their reactivity towards hydrolysis is
A
(i) > (ii) > (iii) > (iv)
B
(iv) > (ii) > (i) > (iii)
C
(ii) > (iv) > (i) > (iii)
D
(ii) > (iv) > (iii) > (i)

Explanation

The ease of hydrolysis depends upon the magnitude of the +ve charge on the carbonyl group. Electron-withdrawing groups increase the magnitude of positive charge and electron donating groups decrease the magnitude of positive charge. Hence, the decreasing order of reactivity towards hydrolysis is

(ii) > (iv) > (i) > (iii)
3

AIPMT 2007

MCQ (Single Correct Answer)
The product formed in Aldol condensation is
A
a beta-hydroxy aldehyde or a beta-hydroxy ketone
B
an alpha-hydroxy aldehyde or ketone
C
an alpha, beta unsaturated ester
D
a beta-hydroxy acid.

Explanation

The aldehydes or ketones containing $$\alpha $$-H atom in presence of dilute alkali undergo self condensation reaction to form $$\beta $$-hydroxyaldehyde or $$\beta $$-hydroxyketone. This reaction is known as Aldol condensation.
4

AIPMT 2007

MCQ (Single Correct Answer)
Reduction of aldehydes and ketones into hydrocarbons using zinc amalgam and conc. HCl is called
A
Cope reduction
B
Dow reduction
C
Wolf-Kishner reduction
D
Clemmensen reduction

Explanation

Clemmensen reduction : Aldehydes and ketones are reduced to the corresponding alkanes by means of amalgamated Zinc and HCl.

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