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The number of members that recommended this message. 0 recommendations  Message 1 of 4 in Discussion 
  (Original Message)Sent: 2/1/2005 5:40 AM
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From: MSN Nickname·Steve·Sent: 2/1/2005 6:46 AM
                              1) ?
CH3CH2CH2MgBr     CH3CH2CH2CH2CH2OH
                              2) ?
 
Double check if the carbon chain is supposed to be lengthened by one carbon instead of two.  In two steps, we can make a primary alcohol from the reaction of a Grignard reagent with formaldehyde:
 
                            1) HCHO
CH3CH2CH2MgBr     CH3CH2CH2CH2OH
                            2) H3O+
 
 
I'm assuming the synthesis is intended to be accomplished with standard reactions of aldehydes, ketones, or esters with Grignard reagents.
 
 
Steve

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Sent: 2/1/2005 7:35 AM
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From: MSN Nickname·Steve·Sent: 2/1/2005 3:03 PM
If we start with CH3CH2CH2CH2MgBr with four carbons, the reaction with formaldehyde would work.  If not, we need to lengthen the chain by two carbons, reacting the Grignard reagent with acetaldehyde, for instance.  But this would give a secondary alcohol rather than a primary alcohol, requiring more steps to get to the primary alcohol product.
 
Steve

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