CH3 H3C 'OH CH3 (-)-menthol [a]D = -50.0° Cr2O72- NaBH4 CH3 H3C CH3 (-)-menthone [a] =-29.6° NaBH4 CH3 'OH H3C CH3 (+)-neomenthol [a]D = +20.7°
CH3 H3C 'OH CH3 (-)-menthol [a]D = -50.0° Cr2O72- NaBH4 CH3 H3C CH3 (-)-menthone [a] =-29.6° NaBH4 CH3 'OH H3C CH3 (+)-neomenthol [a]D = +20.7°
Chapter20: Carboxylic Acids And Nitriles
Section20.SE: Something Extra
Problem 52AP
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Please help with curly arrow mechanisms for this reaction
![H3C
CH3
'OH
CH3
(-)-menthol
[a]o = -50.0°
Cr2O,2-
NaBH4
CH3
H3C
CH3
(-)-menthone
[a] =-29.6°
NaBH4
CH3
ОН
H3C
CH3
(+)-neomenthol
[@] = +20.7°](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2Fa26fd506-e077-4f4c-8a89-3f2eaf490003%2F84b3506d-f93d-4f65-8bac-5ef5abf25d46%2Fe1lpezl_processed.png&w=3840&q=75)
Transcribed Image Text:H3C
CH3
'OH
CH3
(-)-menthol
[a]o = -50.0°
Cr2O,2-
NaBH4
CH3
H3C
CH3
(-)-menthone
[a] =-29.6°
NaBH4
CH3
ОН
H3C
CH3
(+)-neomenthol
[@] = +20.7°
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