Tertiary alcohols with two identical alkyl groups attached to the alcohol carbon can be made either from an ester and two moles of a Grignard reagent, or from a ketone and one mole of a Grignard reagent. Use retrosynthetic analysis to suggest one path of each type to synthesize 1,1-diphenylethanol. (Člick and drag Ester Grignard route 1 Н,о" OH or Ketone Grignard route 2 1,1-diphenylethanol 2 CH3MGB. -MgBr MgBr "ОСН, CH;CH,MgBr 2 CH;CH,MgBr CH;MgBr "ОСНЗ OCH3

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter10: Alcohols
Section: Chapter Questions
Problem 10.52P: Alcohols are important for organic synthesis, especially in situations involving alkenes. The...
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Tertiary alcohols with two identical alkyl groups attached to the alcohol carbon can be made either from an
ester and two moles of a Grignard reagent, or from a ketone and one mole of a Grignard reagent. Use
retrosynthetic analysis to suggest one path of each type to synthesize 1,1-diphenylethanol. (Člick and drag
Ester
Grignard
route 1
Н,о"
OH
or
Ketone
Grignard
route 2
1,1-diphenylethanol
2 CH3MGB.
-MgBr
MgBr
"ОСН,
CH;CH,MgBr
2 CH;CH,MgBr
CH;MgBr
"ОСНЗ
OCH3
Transcribed Image Text:Tertiary alcohols with two identical alkyl groups attached to the alcohol carbon can be made either from an ester and two moles of a Grignard reagent, or from a ketone and one mole of a Grignard reagent. Use retrosynthetic analysis to suggest one path of each type to synthesize 1,1-diphenylethanol. (Člick and drag Ester Grignard route 1 Н,о" OH or Ketone Grignard route 2 1,1-diphenylethanol 2 CH3MGB. -MgBr MgBr "ОСН, CH;CH,MgBr 2 CH;CH,MgBr CH;MgBr "ОСНЗ OCH3
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