Chemistry Homework Solutions
#42327
Sn1 reactions
In contrast to SN2 reactions, SN1 reactions show little nucleophile selectivity; that is, when more than one nucleophile is present in the reaction medium, SN1 reactions show only a slight tendency to discriminate between weak and strong nucleophiles, whereas SN2 reactions show a marked tendency to discriminate.
a. Provide an explanation for this behavior.
b. Show how your answer to a. accounts for the fact that CH3CH2CH2CH2Cl reacts with 0.01M NaCN in ethanol to yield primarily CH3CH2CH2CH2CN, whereas under the same conditions (CH3)3CCl reacts to yield primarily (CH3)3COCH2CH3.
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