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Question

The amount of energy required to break a bond is same as the amount of energy released when the same bond is formed. In gaseous state, the energy required for homolytic cleavage of a bond is called Bond Dissociation Energy (BDE) or Bond Strength. BDE is affected by s-character of the bond and the stability of the radicals formed. Shorter bonds are typically stronger bonds. BDEs for some bonds are given below:

Correct match of the C–H bonds (shown in bold) in Column J with their BDE in Column K is

Column J
Molecule
Column K
BDE (kcal mol1)
(P) HCH(CH3)2 (i) 132
(Q) HCH2Ph (ii) 110
(R) HCH=CH2 (iii) 95
(S) HCCH (iv) 88

A
P-iii, Q - iv, R - ii, S - I
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B
P - i, Q - ii, R - iii, S - iv
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C
P - iii, Q - ii, R - i, S - iv
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D
P - ii, Q - i, R - iv, S - iii
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Solution

The correct option is A P-iii, Q - iv, R - ii, S - I
As percentage of S character increases bond dissociation energy(BDE) increases. Each sp hybridized orbital has an equal amount of s and p character – 50% s and 50% p character and Each of the sp2 hybrid orbitals formed has a 33.33% ‘s’ character and 66.66%‘p’ character. Option P and Q can form most stable form by loosing H so the BDE is less. Thus option (a) is correct.


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