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Which of the following compounds possesses the C-H bond with the lowest bond dissociation energy?
Options
(a) Toluene
(b) Benzene
(c) n-Pentane
(d) 2,2-Dimethylpropane
Correct Answer:
Toluene
Explanation:
Structure of Toluene:
Toluene (C₆H₅CH₃) = 85 kcal/mol
Benzene (C₆H₆) = 110 kcal/mol
n-Pentane (CH₃CH₂CH₂CH₃ ) = 98 kcal/mol
2, 2-Dimathylpropane 
= 92 kcal/mol
Toluene has the lowest C – H bond dissociation energy compare to other three.
Toluene is a Tertiary free radical. Bond Dissociation Energy of C-H bonds decreases as we go from methyl to primary to secondary to tertiary. They are easier to break since homolytic bond cleavage results in a more stable radical.
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Topics: Chemical Bonding and Molecular Structure
(86)
Subject: Chemistry
(2512)
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Important MCQs Based on Medical Entrance Examinations To Improve Your NEET Score
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Why the other three options are not correct explain the reason for wrong options
Updated the explanation section with the answer.