Rank the bond dissociation energies of the bonds indicated with the arrows. (from smallest to largest).
A
1<2<3
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B
3<2<1
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C
2<3<1
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D
3<1<2
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Solution
The correct option is D3<1<2 The dissociation of C−H bond will result into a carbon radical. Primary carbon radical is the least stable whereas tertiary one is the most stable as tertiary carbon radical has stabilizing +I effect of 2−methyl groups.
Hence, dissociation of a primary carbon-hydrogen bond will be difficult, requiring the most energy. In case of tertiary carbon, this energy required will be least.
Therefore, order of bond dissociation energy is- 3<1<2 i.e., tertiary<secondary<primary.