Write the product of addition of HBr to propene in the presence and absence of peroxide (anti-Markovnikov) — JEE Chemistry
Write the product of addition of HBr to propene in the presence and absence of peroxide (anti-Markovnikov).
1 Answer
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$$CH_3-CH=CH_2 + HBr$$
Without peroxide (ionic, Markovnikov):
The H adds to C1 (more H), forming 2° carbocation on C2:
$$\rightarrow CH_3-CHBr-CH_3 \quad 2-bromopropane$$
With peroxide (free radical, anti-Markovnikov):
Br• adds to C1 (less substituted, forms more stable 2° radical on C2... wait — radical adds to terminal carbon):
$$\rightarrow CH_3-CH_2-CH_2Br \quad 1-bromopropane$$
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Discussion (4)
V
Is there a faster shortcut for this in the actual exam? Time is tight.
NR
Why do we take the positive value only in the last step?
S
What changes if the medium/conditions were different?
S
For revision — the key formula used here comes up almost every year.