Question about Antimarkovnikov rule

[ramona_k]

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If you have an alkene like CH2CH2(Isopropyl) + HCl in presensence of H2O2 shouldn't it follow the anti markov. rule? in other words shouldn't it add to the least subsitituted side of alkene?

 

[dat_student]

If you have an alkene like CH2CH2(Isopropyl) + HCl in presensence of H2O2 shouldn't it follow the anti markov. rule? in other words shouldn't it add to the least subsitituted side of alkene?

CH2CH2 is not isopropyl. In fact, in this case, markovnikov or anti-markov addition makes no sense because there is no difference between the the two carbons.

P.S. I am going to a hospital now. If anything is still ambiguous send me a pm and I'll answer your question(s) after I return from the hospital.

 

[ramona_k]

CH2CH2 is not isopropyl. In fact, in this case, markovnikov or anti-markov addition makes no sense because there is no difference between the the two carbons.

P.S. I am going to a hospital now. If anything is still ambiguous send me a pm and I'll answer your question(s) after I return from the hospital.

no the molecule is Ch2Ch2 attached to isopropyl on the right side. sorry about the confusion.

 

[mikester2]

If you have an alkene like CH2CH2(Isopropyl) + HCl in presensence of H2O2 shouldn't it follow the anti markov. rule? in other words shouldn't it add to the least subsitituted side of alkene?

You are correct. It would go on the least substituted side. Your source is wrong.

 

[isd121]

It can't be Ch2Ch2-isopropyl !!!
do you mean CH2=CH-isopropyl

In the presence of H2O2, hydrogen (from HCl) will attach to the more substituted carbon of the double bond.

CH2Cl-CH2-isopropyl

🙂

no the molecule is Ch2Ch2 attached to isopropyl on the right side. sorry about the confusion.

 

[ramona_k]

You are correct. It would go on the least substituted side. Your source is wrong.

yup, That's what I thought. I'm just amazed at how some of these test prep. software are full of error even though they claim to be "error free".