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Topic: Predicting major product  (Read 4355 times)

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Offline a confused chiral girl

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Predicting major product
« on: June 08, 2007, 06:50:17 PM »
Hello!

I am not sure how to reduce the product by using LiAlH4 in the second sequence. This is what I think we would get after steps 1, 2, and 3 of the first sequence. I have shown my work as a attachment in the following message...

these are the choices for the final product: 
A) PhCOOH
 
B)  PhCH2COOH
 
C)  PhCHO
 
D)  PhCH2OH
 


thank you!  ;D
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Offline a confused chiral girl

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Re: Predicting major product
« Reply #1 on: June 08, 2007, 06:57:28 PM »
my predicted product after first 3 steps...
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Offline kremar

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Re: Predicting major product
« Reply #2 on: June 08, 2007, 07:42:15 PM »
benzoic acid is the first product formed.

carboxilic acids are reduced to alcohols by a strong hydride such as LAH. a weaker agent (NaBH4 for instance) wont reduce them.
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Offline a confused chiral girl

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Re: Predicting major product
« Reply #3 on: June 08, 2007, 07:50:34 PM »
then I would pick choice D) PhCH2OH
is that correct?  ;)
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Offline gtaskiran1977

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Re: Predicting major product
« Reply #4 on: June 13, 2007, 11:29:48 AM »
LiAlH4 reduce ester and carboxylic acide
NaBH4 usually use reducing for ketones or aldehits
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