What are the products when glycine, β-alanine, γ-aminobutyric acid are heated?

1 Answer
Mar 26, 2017

Here's what I get.


An important principle is that if two atoms are in a 1,5- or a 1,6-relationship to each other and can react, they will almost certainly do so.

This is because

  • the two groups can easily come close to each other during normal bond rotations within the molecule and
  • the new 5- or 6-membered ring is almost strain-free

Glycine (α-aminoacetic acid)

Thus, when glycine is heated to about 260 °C, it condenses to form the stable 6-membered ring structure of piperazine-2,5-dione.


β-alanine (β-aminopropionic acid)

β-Alanine cannot easily form a 5- or 6-membered ring.

Instead, it loses a molecule of ammonia when heated to 200 °C and forms a stable α,β-unsaturated carboxylic acid.


γ-Aminobutyric acid

γ-Aminobutyric acid is easily dehydrated to form a stable 5-membered lactam.

#"γ-aminobutyric acid"color(white)(mmmmmml)"pyrrolidin-2-one"#