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
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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