When 1-methoxy-2-methylpropene is treated with HCI, the major product is 1-chloro-1-methoxy-2-methylpropane. Although this reaction proceeds via an ionic mechanism, the Cl is ultimately positioned at the less substituted carbon. Draw a mechanism that is consistent with this outcome and then explain why the less substituted carbocation intermediate is more stable in this case. HCI 1-Methoxy-2-methylpropene 1-Chloro-1-methoxy-2-methylpropane

When 1-methoxy-2-methylpropene is treated with HCI, the major product is 1-chloro-1-methoxy-2-methylpropane. Although this reaction proceeds via an ionic mechanism, the Cl is ultimately positioned at the less substituted carbon. Draw a mechanism that is consistent with this outcome and then explain why the less substituted carbocation intermediate is more stable in this case. HCI 1-Methoxy-2-methylpropene 1-Chloro-1-methoxy-2-methylpropane

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter17: Alcohols And Phenols

Section17.SE: Something Extra

Problem 35MP: When the alcohol below is treated with POCI3 and pyridine, the expected elimination product is...

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