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Q.

Base strength of : 
(A) H3CCH2- (B) H2C=CH- and  (C) HCC¯is in the order of :

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a

(C)>(B)>(A) 

b

(A)>(B)>(C) 

c

(B)>(A)>(C) 

d

(A)>(C)>(B) 

answer is D.

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Detailed Solution

The amount of s-character in various hybrid orbitals is as follows.
sp=50%,sp2=33% and sp3=25%
Therefore s character of the C — H bond in acetylene (sp) is greater than that of the C—H bond in alkene (sp2 hybridized) which in turn has greater s character of the C —H bond than in alkanes. Thus owing to a high s character of the C — H bond in alkynes, the electrons constituting this bond are more strongly held by the carbon nucleus with the result the hydrogen present on such a carbon atom can be easily removed as proton. The acidic nature of three types of C— H bonds follows the following order  CCH>C=CH>CCH Further, as we know that conjugate base of a strong acid is a weak base, hence the correct order of basicity is HCC-<CH2=CH-<CH3CH2-

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