[sloper]

1) When 3-methyl-1-butene reacts with HBr,two alkyl halides are formed:2-bromo-3-methylbutane and 2-bromo-2-methylbutane.Propose a mechanism that explains the formation of these products

I know the mechanism to get 2-bromo-3-methylbutane by Markovnikov's rule, but how do I get the other product?

And from the picture, what it means to prepare a compound?
And what is the solution to question 6?


It will help alot, thanks.

[orgopete]

I think the comment at 6d) gives a clue. I presume this must have been discussed in class or in your book.

[camptzak]

as for the first question, look up "hydride s#*$"

[sloper]

looking for hydride (catalytic hydrogenation) did help, can you tip with what to search for question 6?
thanks!

[Dan]

looking for hydride (catalytic hydrogenation) did help, can you tip with what to search for question 6?
thanks!

I think you misinterpreted camptzak's post - he meant "hydride shift", but seems to have made an unfortunate typo that was censored by the swearing filter....

[kriggy]

I know the mechanism to get 2-bromo-3-methylbutane by Markovnikov's rule, but how do I get the other product?

Looked into my notes and it gives simlar example as you have:
+HBr -> electrophilic addition : or radical addition so I guess it could go with both radical or electrophilic mechanism and you will probably get a mixture of both unless you set up condtions which favors one or another

[discodermolide]

I think the comment at 6d) gives a clue. I presume this must have been discussed in class or in your book.

As was said in the quote the clue is in the comment.