Achiever Test-3 Q-81 has the free-radical Cl squeeze in between the benzene and the methyl. Whats that called? I don't recall seeing that before.
Free-Radical Chlorination of Toluene
- Thread starter Moka11
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I dont have the question cuz I dont have achiever, but by reading your post it seems like the radical is substituting at the tertiary position where methyl group is being attached to the benzene to form methylbenzene aka toluene. Remember that a tertiary radical is the most stable of all the ALKYLLIC radicals. The only thing more stable than tertiary alkylic is ALLYLIC. But otherwise 3>2>1>methyl.
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The benzene would lose aromaticity if it chlorinated at that position.It would
most definitely chlorinate at the methyl. The radical intermediate is stabilized by the benzene system.
most definitely chlorinate at the methyl. The radical intermediate is stabilized by the benzene system.
Yea, definitely read it wrong. I usually hate when answers are presented that way.
Best thing you can do is reread each answer carefully. In this case, the dead-giveaway is the CH2 bonded to the Cl. You know a CH2 can't be on the terminal end of anything, so there you go.
Just be aware of your answers. One of the things I picked up thru a lot of practice tests is that some of the answers are not presented the way you're use to seeing. Good catch on your part though
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