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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: LuckyDude35 on September 08, 2004, 01:12:44 PM

Title: One more equation question for SN
Post by: LuckyDude35 on September 08, 2004, 01:12:44 PM

Got one more question, I have here: 1-methylcyclopentanol + NaI in acetone (at 25 degrees C). Would this be substitution again with the I taking the place of the OH? SN1?

Title: Re:One more equation question for SN
Post by: LuckyDude35 on September 08, 2004, 01:33:16 PM

Any help would be greatly appreciated!!!

Title: Re:One more equation question for SN
Post by: movies on September 08, 2004, 02:07:57 PM

Everything about the system favors SN2 except the fact that it's a tertiary alcohol.  I'm not sure, but I think there would be no reaction.  There's nothing to make the OH a good leaving group either, so SN1 isn't going to happen.  It's possible that you could get a little bit of E2, but not much.