General Organic ChemistryMedium
Question
Which of the following C-H bonds has lowest bond dissociation energy?
Options
A.3° C-H bond 2° C-H bond 1° C-H bond All have same bond dissociation energy
B.
C.
D.
Solution
Sol. Key concept: Compare ordinary alkyl radicals formed by C–H homolysis.
For comparable saturated alkanes, a tertiary carbon radical is generally more stabilised by adjacent alkyl groups and hyperconjugation than a secondary or primary radical. Less energy is therefore required to break the tertiary C–H bond.
The usual bond-dissociation-energy order is primary > secondary > tertiary, so the lowest value is for the 3° C–H bond: option (a). This comparison assumes ordinary alkyl sites; allylic, benzylic and other special environments require separate treatment.
Create a free account to view solution
View Solution FreeMore General Organic Chemistry Questions
Among the following, the compound that can be most redily sulphonated is :...Arrange pH of the given compounds in decreasing order: (1) Phenol (2) Ethyl alcohol (3) Formic acid (4) Benzoic acid...The cyclic cations having the same number of hyperconjugation are :A. B. C. D. Choose the correct answer from the option...Arrange Decreasing order of basicityCI− RCOO− OH− RO− NH I II III IV V...Y g of a nonvolatile organic substance of molecular mass m is dissolved in 250 g benzene. Molal elevation constant of be...