Gingi85
Probably a bot.
Joined: 08 Nov 2007
Posts: 1
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 Posted: Thu Nov 08, 2007 7:01 pm Post subject: Double addition to Alkynes |
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In the addition of hydrochloric acid to 2-butyne produces (E)-2-chloro-2-butene.
In the second addition, two products could be produced:
1) 2,2-dichlorobutane
or
2) 2,3-dichlorobutane
According to my organic chemistry book, only the first will be produced. I don't understand this being how in either process a the intermediate state involves a secondary carbocation. Why should one be more stable than the other?
(Apparently, this has something to do with resonance).
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