Chemical Forums
Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: OpenIntro on November 09, 2004, 01:55:06 PM
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What would the major products of the following reactions be? And would they proceed by SN1 or SN2?
1-bromo-1-methyl-cyclohexane + H2O/acetone
1-bromo-cyclohexane + I-
CH3
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H==C-CH2CH3 + HS-
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Br
The H== shows that it's pointing to the back....the Br is pointing to the front. I believe this would be (2S)-2-bromo-butane....
I think I have them worked out correctly, but just wanted to make sure....
Thanks!
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How about you show what you have so far and we can comment on anything we see that you did wrong.
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NO reaction is going to happen via SN1/SN2
you have to remember that SN1/SN2 stands for Substitution Neucleophilic
SN1/SN2 = alcohol + hydrogen halide -------> alkyl halide
You are starting with an alkyl halide already, and alkyl halides are usually for Elimination reactions of E1/E2 to form alkenes, but they use weak/strong base and a solvent usually an alcohol ch3ch2oh
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Alkyl halides can undergo SN1 and SN2 reactions too. These types of reactions are not only limited to alcohols!
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I didn't mean they only happen on alcohols, every reaction has an equilibrium and can go both ways
but a substitution will only happen with alkyl halides when you have a strong nucleophile such as OH- present
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Sorry for the late reply....the answers that I got for these reactions are:
1) 1-methylcyclohexanol through SN1....
2) 1-iodocyclohexane through SN2
3) (2R)-butane-2-thiol aka (2R)-sec-butyl mercaptan through SN1
Each of these say the reaction is done in a "suitable solvent"....and the questions come from an SN1/SN2 section, so I would assume that these are the reactions that are supposed to occur....
Anyways, hows it look?