Reaction MechanismhardNUMERICAL

How many of the following hydrogen halides exhibit the peroxide effect (anti-Markovnikov free radicaReaction Mechanism Chemistry Question

Question

How many of the following hydrogen halides exhibit the peroxide effect (anti-Markovnikov free radical addition) when reacted with unsymmetrical alkenes? List: $HF$, $HCl$, $HBr$, $HI$.

Answer: 1

💡 Solution & Explanation

The peroxide effect requires both steps of the free radical chain propagation to be exothermic. This condition is exclusively met by $HBr$. The $H-F$ and $H-Cl$ bonds are too strong for the carbon radical to abstract a hydrogen atom exothermically. The iodine free radical ($I^\cdot$) from $HI$ is too stable and sluggish to exothermically attack the alkene double bond, preferring to dimerize into $I_2$. Thus, only 1 hydrogen halide ($HBr$) shows the effect.

💬
Still have doubts about this question?
Send it to our AI chemistry tutor on WhatsApp — gets answered in minutes
Ask on WhatsApp →

Practice 22,000+ questions like this

AI-adaptive practice, video lectures, and full JEE Advanced Chemistry content — all in one place.

JEE Advanced · JEE Mains · NEET · IChO · AP Chemistry