I am trying to find a mechanism for the formation of an azomethine ylid from an amino acid with the general formula R-NH-CH2-CO2H and an aldehyde like formaldehyde or acetaldehyde.
2007-08-09 19:59:28 · 3 answers · asked by gordonliu 2 in Science & Mathematics ➔ Chemistry
The azomethine ylide comes from the lone pair of electrons on the N in the amino acid attacking the carbonyl carbon of the aldehyde to give an alcohol. Then under acidic conditions water is eliminated to give an imine with a positive charge on the nitrogen. The CH2 of the amino acid is then enolized to complete the formation of the azomethine ylide.
R-NH-CH2-COOH + HCHO ------> HOCH2N(R)CH2COOH
-----> H2C=NCH(R)COOH
In the final product, the azomethine ylide, there is a positive charge on the N and a negative charge on the carbon alpha to the COOH. Hope this helps. Good luck.
2007-08-11 15:13:12 · answer #1 · answered by Anonymous · 0⤊ 0⤋
If everything is perfect, why do humans have unnecessary features (such as the tailbone and appendix) in their bodies? Why do men have nipples if they do not need them? Why is there so much hate in the world? Why are wars fought on differences of religion? Why do people suffer with diseases? Why homelessness? Just because you can't explain the intricacies of life does not mean 'something' had to create it. It is scientists that can admit when they are wrong when shown evidence to prove otherwise. Show evidence to a religion and they adapt around it to say it's wrong.
2016-05-18 06:09:16 · answer #2 · answered by ? 3 · 0⤊ 0⤋
The carbonyl group attacks the N lone pair and rearrangement occurs.
2007-08-10 03:06:11 · answer #3 · answered by ag_iitkgp 7 · 0⤊ 0⤋