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In: Chemistry

which of the following reagents would be best to accomplish a typical sn2 reaction? A) CH3ONa...

which of the following reagents would be best to accomplish a typical sn2 reaction?

A) CH3ONa

B) H2O

C) NaCN

D) HCN

Solutions

Expert Solution

Solution:

  • Smaller and strong nucleophile favour the SN2 reaction. Moreover aprotic polar solvents favour the SN2 reaction.

CN​​​​​- is certainly smaller than MeO​​​​- . Therefore, one would predict that CN approaches the electrophile easier and therefore does SN2 faster than MeO​​​​- . Thus, CN- is a stronger nucleophile.

Hence, option c) NaCN is correct.

queen_honey_blossom answered 2 years ago
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