Hydroboration of 2-mnethyl-2-pentene at 25?C followed by oxidation with alkaline 11202 yields 2-methyl-3-pentanol, but hydroboration at 160?C

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Hydroboration of 2-mnethyl-2-pentene at 25?C followed by oxidation with alkaline 11202 yields 2-methyl-3-pentanol, but hydroboration at 160?C followed by oxidation yields 4-methyl?1?pentanol. Suggest a mechanism.

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Organic Chemistry

ISBN: 9780495112587

7 Edition

Authors: John McMurry

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Question Posted: Feb 28, 2011 04:29 AM

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Hydroboration of 2-mnethyl-2-pentene at 25?C followed by oxidation with alkaline 11202 yields 2-methyl-3-pentanol, but hydroboration at 160?C

Question:

Нас он CHзснсHсH2сH3 1. ВНа, THF 25 °C 2. Hа02, Он CHз 2-Methyl-3-pentanol CH3C=CHCH2CH3 CH3 2-Methyl-2-pentene 1. BH3, THF, 160 "C CHзснсH2сH2CH2он 2. H202, OH 4-Methyl-1-pentanol

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Hydroboration of 2methyl2pentene at 160C is reversible The ini...View the full answer

Organic Chemistry

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