kraskadva

...
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Apr 28, 2011
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Ummm, correct me if I'm wrong, but aren't there 6 beta-hydrogens?
And C doesn't have a leaving group, so it wouldn't undergo any of the reactions.
 

exacto

5+ Year Member
Jul 22, 2014
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Yeah this is simple, if you cant see the answer right off the bat do elimination...

you can eliminate C first because it has no leaving group... you can eliminate B as well because -OH is a horrible leaving group... you then only have two options A or D. A is a primary halogen which will go under SN2 pretty well so that is eliminated. Then the answer has to be D which is a tertiary halogen which loves SN1 and doesn't like SN2 due to the tertiary carbo cation being more stable.