GLYCINE ANHYDRIDE Chemical Properties

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

InChIKey

BXRNXXXXHLBUKK-UHFFFAOYSA-N

CAS DataBase Reference

106-57-0(CAS DataBase Reference)

EPA Substance Registry System

2,5-Piperazinedione (106-57-0)

Safety Information

Safety Statements 

24/25

WGK Germany 

3

RTECS 

TL6325250

TSCA 

Yes

HS Code 

29335990

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

GLYCINE ANHYDRIDE Usage And Synthesis

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.]

GLYCINE ANHYDRIDE(106-57-0)Related Product Information

• (S)-3-Isopropyl-2,5-piperazinedione
• CYCLO(-GLY-SER)
• CYCLO(-GLY-HIS)
• CYCLO(-GLY-TRP)
• cyclo(Gly-Ile)
• cyclo(Gly-Met)
• cyclo(Gly-Lys)
• cyclo(Gly-Arg)
• cyclo(Gly-Thr)
• cyclo(Gly-Asn)
• DL-2-AMINOPROPIONIC ANHYDRIDE
• GLYCINE ANHYDRIDE
• 1,4-DIACETYL-2,5-DIKETOPIPERAZINE
• 1,4-DIMETHYL-2,5-DIKETOPIPERAZINE,Sarcosine diketopiperazine
• VERRUCULOGEN
• AMPICILLIN IMP. C (EP):*) AMPICILLIN DIKETOPIPERAZINE MM(CRM STANDARD)
• Lisinopril R,S,S-Diketopiperazine
• GLYCINE ANHYDRIDE,2,5-DIKETOPIPERAZINE