gamma Posted September 1, 2008 Report Share Posted September 1, 2008 i'm having a mindblock about the orgo passage VII Q.137 and 139; can someone please help? Link to comment Share on other sites More sharing options...
takashi Posted September 1, 2008 Report Share Posted September 1, 2008 I dont fully remember this reaction but this is what I recall. On the acetoacetic ester, there is a carbon inbetween the two carbonyls. This carbon has two hydrogens on it. Because it is between two carbonyls, the two hydrogens are relatively acidic and is removed by the NaOEt base. This acetoester ion then attacks the R-X like a Sn2 type of reaction. Then somehow, i dont remember how, but one of the esters is removed. Then you get your product. Link to comment Share on other sites More sharing options...
HBP Posted September 2, 2008 Report Share Posted September 2, 2008 haven't done the question, but esters are probably removed by decarboxlation, heat and h30+ i believe. Link to comment Share on other sites More sharing options...
gamma Posted September 2, 2008 Author Report Share Posted September 2, 2008 why is heat necessary?? i see it soo often Link to comment Share on other sites More sharing options...
HBP Posted September 2, 2008 Report Share Posted September 2, 2008 why is heat necessary?? i see it soo often heat usually increases rate of rxn. if you think about an ester, it's usually stable at room temp, heat is required to make it react. Link to comment Share on other sites More sharing options...
Recommended Posts
Archived
This topic is now archived and is closed to further replies.