(a) Write the mechanism of Eq. 11.8a and account for the regioselectivity of the reaction. (b) Explain...

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(a) Write the mechanism of Eq. 11.8a and account for the regioselectivity of the reaction.

(b) Explain what would happen in an attempt to synthesize the ether product of Eq. 11.8b by a Williamson ether synthesis. 1-hexene + Hg(OAc) + (CH3)CHOH (solvent) AcOHg OCH(CH3)2 1-acetoxymercuri-2- isopropoxyhexane + H-OAC (11.8a)

AcOHg OCH(CH3)2 + NaBH4 H. OCH(CH3)2 2-isopropoxyhexane (91% yield) + Hg+borates (11.8b)

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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Question Posted: Dec 03, 2023 05:24 AM

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(a) Write the mechanism of Eq. 11.8a and account for the regioselectivity of the reaction. (b) Explain...

Question:

1-hexene + Hg(OAc)₂ + (CH3)₂CHOH (solvent) AcOHg OCH(CH3)2 1-acetoxymercuri-2- isopropoxyhexane + H-OAC (11.8a)

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Let R CHCHCHCH3 The mechanism is essentially identical to that shown in Eq 521...View the full answer

Organic Chemistry

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