josephcousin6010 josephcousin6010

26-11-2019
Chemistry

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1-chloro-3-methyl-2-pentene undergoes hydrolysis in warm water to give a mixture of 3-methyl-2-penten-1-ol and 3-methyl-1-penten-3-ol. Draw the structure of the intermediate's resonance contributor leading to the formation of 3-methyl-2-penten-1-ol.

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jescaherga jescaherga

26-11-2019

Answer:

See the figure

Explanation:

As the first step, the Cl leaves the molecule and the double bond is moved to obtain a tertiary carbocation (the most stable one). Then the molecule of water attacks the primary carbon of the double bond, therefore the double bond moves again to the initial place. Finally, a hydronium ion is produced to remove the positive charge of the oxygen.

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