Can you show the mechanism (arrows) of the last "decomposition" step with water, ROH, and heat? Bendo attackH-exo attackyields borneol-HHNaH-HisoborneolOHAOH--Btransition state HHNaHdecomposeROH, water, heatKH☆BHO-BNaH✪NaHrepeat with 3 morecamphor molecules

The given reaction is an example of a reduction of carbonyl compounds by reducing agent such as…

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Can you show the mechanism (arrows) of the last "decomposition" step with water, ROH, and heat?

Introduction to General, Organic and Biochemistry

11th Edition

ISBN:9781285869759

Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Publisher:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres

Chapter5: Gases, Liquids, And Solids

Section: Chapter Questions

Problem 5.101P

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Question

Can you show the mechanism (arrows) of the last "decomposition" step with water, ROH, and heat?

B
endo attack
H-
exo attack
yields borneol
-H
H
Na
H
-
H
isoborneol
OH
A
O
H--B
transition state H
H
Na
H
decompose
ROH, water, heat
K
H
☆
B
H
O-B
Na
H
✪
Na
H
repeat with 3 more
camphor molecules

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