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

ID: 603368 • Letter: I

Question

In radical chlorination of alkanes, non-equivalent hydrogens react with chlorine atoms at different rates. At 35oC, 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 35oC.


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)a,b 2)a,b

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