| Identification | More | [Name]
GLYCINE ANHYDRIDE | [CAS]
106-57-0 | [Synonyms]
2,5-DIKETOPIPERAZINE
2,5-DIOXOPIPERAZINE
2,5-PIPERAZINEDIONE
A-G-DIACIPIPERAZINE
AMINOACETIC ACID ANHYDRIDE
CYCLOGLYCYLGLYCINE
CYCLO(-GLY-GLY)
DIGLYCOLYLDIAMIDE
GLYCINANHYDRIDE
GLYCINE ANHYDRIDE
GLYCOCOLL ANHYDRIDE
GLYCYLGLYCINE LACTAM
PIPERAZINE-2,5-DIONE
2,5-Dioxopiperazin
2,5-Dioxopiperazine lactam
2,5-Piperazindion
alpha,gamma-Diacipiperazine
Cyclic(glycylglycyl)
Cyclo(glycylglycyl)
Cyclodiglycine | [EINECS(EC#)]
203-411-5 | [Molecular Formula]
C4H6N2O2 | [MDL Number]
MFCD00006009 | [Molecular Weight]
114.1 | [MOL File]
106-57-0.mol |
| Chemical Properties | Back Directory | [Appearance]
white to slightly yellow crystalline powder | [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 | [form ]
Crystalline Powder | [pka]
12.88±0.20(Predicted) | [color ]
White to slightly yellow | [Water Solubility ]
Soluble in water (142mg/L). | [Merck ]
14,7466 | [BRN ]
112112 | [InChI]
1S/C4H6N2O2/c7-3-1-5-4(8)2-6-3/h1-2H2,(H,5,8)(H,6,7) | [InChIKey]
BXRNXXXXHLBUKK-UHFFFAOYSA-N | [SMILES]
N1CC(=O)NCC1=O | [CAS DataBase Reference]
106-57-0(CAS DataBase Reference) | [EPA Substance Registry System]
2,5-Piperazinedione (106-57-0) |
| Hazard Information | Back Directory | [Chemical Properties]
white to slightly yellow crystalline powder | [Uses]
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.] |
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