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HomeProduct name listGLYCINE ANHYDRIDE

GLYCINE ANHYDRIDE

Synonym(s):2,5-Piperazinedione;Glycinanhydride, 2,5-Diketopiperazine

  • CAS NO.:106-57-0
  • Empirical Formula: C4H6N2O2
  • Molecular Weight: 114.1
  • MDL number: MFCD00006009
  • EINECS: 203-411-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-06 18:38:04
GLYCINE ANHYDRIDE Structural

What is GLYCINE ANHYDRIDE?

Chemical properties

white to slightly yellow crystalline powder

The Uses of GLYCINE ANHYDRIDE

2,5-Piperazinedione, can be used as an intermediate in the preparation of various pharmaceutical and biologically active compounds. It can be used in the synthesis of dipeptide isosteres by cross-metathesis.

Definition

ChEBI: A cyclic peptide that is piperazine in which the hydrogens at positions 2 and 5 are replaced by oxo groups.

Synthesis Reference(s)

Journal of the American Chemical Society, 87, p. 4646, 1965 DOI: 10.1021/ja00948a047

Purification Methods

Recrystallise glycine anhydride from H2O (plates) and it can be sublimed (slowly) at 260o or at 140-170o/0.5mm. The dihydrochloride has m 129-130o and is prepared by dissolving it in conc HCl and adding EtOH to crystallisation point; dry it in a vacuum. The bis-1-naphthylurethane has m 232o(dec), and the diperchlorate has m 117o (hygroscopic). [MS: Johnstone J Chem Soc, Perkin Trans 1 1297 1975, NMR: Blaha & Samek Collect Czech Chem Commun 32 3780 1967, Sauborn J Phys Chem 36 179 1932, Corey J Am Chem Soc 60 1599 1938, Beilstein 24 IV 1070.]

Properties of GLYCINE ANHYDRIDE

Melting point: >300 °C (lit.)
Boiling point: 213.59°C (rough estimate)
Density  1.3565 (rough estimate)
refractive index  1.4487 (estimate)
storage temp.  Store below +30°C.
solubility  142g/l
pka 12.88±0.20(Predicted)
form  Crystalline Powder
color  White to slightly yellow
Water Solubility  Soluble in water (142mg/L).
Merck  14,7466
BRN  112112
CAS DataBase Reference 106-57-0(CAS DataBase Reference)
EPA Substance Registry System 2,5-Piperazinedione (106-57-0)

Safety information for GLYCINE ANHYDRIDE

Computed Descriptors for GLYCINE ANHYDRIDE

InChIKey BXRNXXXXHLBUKK-UHFFFAOYSA-N

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