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student
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 Posted: Fri Apr 06, 2007 8:22 pm Post subject: Question 36 |
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For #36
First, isn't Sn2 and Sn1 equally likely to occur on secondary structure (I've never read anywhere that Sn2 is always favorable for primary AND secondary alkyl halides), and second, couldn't an Sn1 reaction also be likely to yield Compound A as well? |
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admin
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| Posted: Fri Apr 06, 2007 9:38 pm Post subject: Question 36 |
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If you understand this whole passage, the questions and everything below, then you know more that you need for the new MCAT!
Regarding your Q36 question: secondary structures can be more favorable in either direction (ie towards SN1 or SN2) depending on: (a) the effect of surrounding groups/substituents to either stabilize or destabilize the carbocation and (b) the presence of a weak or strong base.
Actually a weak base favors SN1 and a strong base SN2.
A reference for your interest: http://www.as.wvu.edu/~mbabb/231-SvsE.PDF
Compound A can not occur by SN1. The idea of nucleophilic (N) substitution (S) is that the substituent at the carbon nucleus is replaced (= subtituted) by a different subtitituent (NOT a double bond).
Last edited by admin on Thu Jul 23, 2009 8:03 am; edited 1 time in total |
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admin
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| Posted: Thu Jul 30, 2009 3:17 pm Post subject: |
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