7466. 2,5-Piperazinedione
Nomenclature
CAS number: 106-57-0
Glycine anhydride; cycloglycylglycine; α,γ-diacipiperazine; glycylglycine lactam; diglycolyldiamide; 2,5-diketopiperazine; 2,5-dioxopiperazine. C4H6N2O2; mol wt 114.10.
C 42.11%, H 5.30%, N 24.55%, O 28.04%.
Description and references
Can exist in 5 enol forms: Richardson et al., J. Am. Chem. Soc. 51, 3074 (1929). Prepn from glycine ethyl ester hydrochloride: Fischer, Ber. 39, 2930 (1906).
Properties
Platelets from water, needles by sublimation. Dec 311-312° (begins to sublime at 260° and sinters at 305°). Sparingly sol in water; sol in HCl (d 1.19) from which it can be precipitated by the addition of alcohol. Acts as a weak base. Hydrolyzed to glycylglycine by acids and alkalies.Derivative
Hydrochloride.C4H6N2O2.HCl; mol wt 150.56.
C 31.91%, H 4.69%, N 18.61%, O 21.25%, Cl 23.55%.