InterviewSolution
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InterviewSolution
| 1. |
2,2-Dimethyloxirane can be cleaved by acid (H^(+)). Write its mechanism. |
Answer» Solution :In the acidic medium, the oxygen atom of the oxirane ring gets protonated. The PRESENCE of positive charge on the oxygen atom weakens the C-O bond more on the SIDE of `C_(2)` since the partial positive charge CREATED on `C_(2)` will be stabilized by the +I-effect of the two `CH_(3)` GROUPS in the transition state (T.S.). Consequently, the attac of the nucleophile, i.e., `H_(2)O` PREFERENTIALLY occurs on `C_(2)` yielding 2-methylpropan-1,2-diol. 
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