evangela7 Posted December 22, 2011 Share Posted December 22, 2011 I do not understand why I am getting this problem wrong on my homework. Rank the compounds in the following group in order of decreasing rate of solvolysis in aqueous acetone. a) 2-methyl-4-chloro-butane b) 2-methyl-3-chloro-butane c) 2-methyl-2-chloro-butane I know acetone is polar aprotic so it favors Sn2 reactions. Therefore, wouldn't it be in the following order: primary > secondary > tertiary or a>b>c? Please correct me if I'm wrong... Link to comment Share on other sites More sharing options...
hypervalent_iodine Posted December 22, 2011 Share Posted December 22, 2011 Looks good to me. Although it should be noted that the tertiary alkyl halide won't undergo SN2. Link to comment Share on other sites More sharing options...
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