Hydrocarbons - Result Question 55

####57. Base strength of :

[2008] (A) H3CCH2 (B) H2C=CH and (C) HCC

is in the order of :

(a) (B) > (A) > (C)

(b) ( C )> (B) > (A)

(c) (A) > (C) > (B)

(d) (A) > (B) > (C)

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Solution:

  1. (d) The amount of s-character in various hybrid orbitals is as follows.

sp=50 and sp3=25

Therefore s-character of the CH bond in acetylene (sp) is greater than that of the CH bond in alkene ( sp2 hybridized) which in turn has greater s-character of the CH bond in alkanes. Thus, owing to a high s-character of the CH 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 CH bonds follows the following order

CH>=CH>CH

Further, as we know that conjugate base of a strong acid is a weak base, hence the correct order of basicity is

HCC()<CH2=C()H<CH2()CH3



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