Oxymercuration demercuration reaction help.

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In the oxymercuration-demercuration reaction, the hydroxyl group (-OH) attaches to the second carbon instead of the first due to the mechanism involving a cyclic transition state rather than carbocation formation. The reaction is an electrophilic addition that occurs around the planar sp2 alkene, where steric hindrance is not a significant factor. Although a carbocation could lead to rearrangements like a methyl shift, this reaction avoids that pathway. The attachment of -OH to the second carbon is a result of the reaction's specific mechanism. Understanding these principles clarifies why the -OH group does not attach to the first carbon.
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Homework Statement



See attachment there is reaction.why --OH attach to 2nd carbon. why not it attach first carbon(from left).

Homework Equations



steric hindrance

The Attempt at a Solution



there seems greater steric hindrance in right carbon(2nd from left) than left one.
 

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vkash said:

Homework Statement



See attachment there is reaction.why --OH attach to 2nd carbon. why not it attach first carbon(from left).

Homework Equations



steric hindrance

The Attempt at a Solution



there seems greater steric hindrance in right carbon(2nd from left) than left one.

Sterics is not really a factor with this type of a reaction, it is electrophillic addtion, which takes place around the planar sp2 alkene. If a carbocation were formed, a methyl shift would most likely result in the OH moving to the 3 degree carbon, however, the mercuration reaction proceeds via a ring transition state, no carbocation is formed.
 

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