What the hell happens when a grignard reacts with a carboxylic acid??????????

I wanna know what happens when a Grignard reacts with a carboxylic acid. does it just take the O of the OH bond? or does it attack the compound like it attacks aldehydes and keetons?

3 Answers

1
Debosmit Majumder ·

it attacks the compound like it does in case of aldehydes and after that the OH-grp leaves compound forming a ketone(except in a case of formic acid where it forms an aldehyde)....then another grignard reagent attacks....in a similar way....after that when we add water to it,an alcohol is obtained(which is of 3rd degree,except in formic acid:HCOOH)....

i hope u`ve understood....

1
Razek Zaman ·

No Debosmit, you're totally wrong !!!!

The reaction is similar to acid-base neutralization :

R-COOH + R'MgX → R'H + Mg(RCOO)X

The alkyl group in Grignard Reagent has a partial -ve charge, so it takes the acidic hydrogen present in carboxylic acid, thus forming an alkane !! :)

1
Debosmit Majumder ·

i`m sorry....yes i`m totally wrong....it`ll be an acid-base rctn....what i`ve written is in the case of an ester....i dont know what i was thinking....thnx @Razek

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