JEE chemistry

Write the product of addition of HBr to propene in the presence and absence of peroxide (anti-Markovnikov) — JEE Chemistry

NANisha Agarwal · 10 Asked 28d ago 1,422 views 1 answer

Write the product of addition of HBr to propene in the presence and absence of peroxide (anti-Markovnikov).

1 Answer

VAVidaara Admin ✓ Vidaara Team ✓ Accepted · 25d ago ▲ 10

$$CH_3-CH=CH_2 + HBr$$

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.
VivaanJoshi73 · 25d ago
NR
Why do we take the positive value only in the last step?
Nikhil Rao · 24d ago
S
What changes if the medium/conditions were different?
SitaKhadka16 · 22d ago
S
For revision — the key formula used here comes up almost every year.
SophiaMiller84 · 21d ago
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