In an experiment, triphenylmethanol is prepared using the Grignard reaction. Reaction of bromobenzene with magnesium in ether produces phenylmagnesium bromide. This Grignard reagent then reacts with methyl benzoate to produce the corresponding alkoxide. Reaction of the alkoxide with aqueous acid then produces the alcohol.  Give a plausible, three dimensional structure for the complex RMgBr-2(C2H5)2O. How do you think the ether molecules are bonded to the Grignard reagent?

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
Chapter4: Acids And Bases
Section: Chapter Questions
Problem 4.18P: If the G for a reaction is 4.5 kcal/mol at 298 K, what is the Keq for this reaction? What is the...
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In an experiment, triphenylmethanol is prepared using the Grignard reaction. Reaction of bromobenzene with magnesium in ether produces phenylmagnesium bromide. This Grignard reagent then reacts with methyl benzoate to produce the corresponding alkoxide. Reaction of the alkoxide with aqueous acid then produces the alcohol. 

Give a plausible, three dimensional structure for the complex RMgBr-2(C2H5)2O. How do you think the ether molecules are bonded to the Grignard reagent?

.CO2CH3
MgBr
MgBr
„Br
Mg
Et20
Reaction of the alkoxide with aqueous acid then produces the alcohol:
O MgBr
C-
Transcribed Image Text:.CO2CH3 MgBr MgBr „Br Mg Et20 Reaction of the alkoxide with aqueous acid then produces the alcohol: O MgBr C-
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