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In radical chlorination of alkanes, non-equivalent hydrogens react with chlorine

ID: 706515 • Letter: I

Question

In radical chlorination of alkanes, non-equivalent hydrogens react with chlorine atoms at different rates. At 35 °C, primary, secondary, and tertiary C-H bonds react at relative rates of 1 : 3.9: 5.2 respectively. These are conditions of kinetic control where product ratios are determined by relative rates of formation. For example, if A is formed twice as fast as B, the A:B product ratio will be 2. Consider chlorination of the alkane below at 35 °C or 1. Specify the most reactive C-H bond(s), a-c. Two non-equivalent C-H bonds of comparable reactivity should be separated by commas, i.e. a,c 2. Specify the site of chlorination in the major monochloro substitution product, a-c Two products that form in comparable quantities should be separated by commas, i.e. a,c

Explanation / Answer

1. B, since it has tertiary C-H hydrogen and forms tertiary radical

2. Site C forms more amount of monochlorinated product

A. 4 constitutional isomers

B. 3 constitutional isomers

A. 3

B. 4

A. 3

B. 3

A. 4

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