2,5-Piperazinedione
Structural Formula Vector Image
Title: 2,5-Piperazinedione
CAS Registry Number: 106-57-0
Additional Names: Glycine anhydride; cycloglycylglycine; a,g-diacipiperazine; glycylglycine lactam; diglycolyldiamide; 2,5-diketopiperazine; 2,5-dioxopiperazine
Molecular Formula: C4H6N2O2
Molecular Weight: 114.10
Percent Composition: C 42.11%, H 5.30%, N 24.55%, O 28.04%
Literature 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 Type: Hydrochloride
Molecular Formula: C4H6N2O2.HCl
Molecular Weight: 150.56
Percent Composition: C 31.91%, H 4.69%, N 18.61%, O 21.25%, Cl 23.55%
Properties: Crystals, mp 129-130°.
Melting point: mp 129-130°

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