Glycine methyl ester hydrochloride

Glycine methyl ester hydrochloride is the organic compound with the formula [CH₃O₂CCH₂NH₃]Cl. A white, water-soluble solid, it is the hydrochloride of the methyl ester of the amino acid glycine.

Glycine methyl ester hydrochloride

Names
IUPAC name Methyl glycinate hydrochloride
Systematic IUPAC name Methyl 2-aminoacetate hydrochloride
Identifiers
CAS Number	5680-79-5 Y
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL544458
ChemSpider	109430
ECHA InfoCard	100.024.672
EC Number	227-139-1
PubChem CID	122755
UNII	R9RMX6E8BD
CompTox Dashboard (EPA)	DTXSID20205358
InChI InChI=1S/C3H7NO2.ClH/c1-6-3(5)2-4;/h2,4H2,1H3;1H Key: COQRGFWWJBEXRC-UHFFFAOYSA-N
SMILES COC(=O)CN.Cl
Properties
Chemical formula	C3H8ClNO2
Molar mass	125.55 g·mol−1
Appearance	white solid
Melting point	175–176 °C (347–349 °F; 448–449 K)
Hazards
GHS labelling:[1]
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335
Precautionary statements	P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Synthesis and reactions

Glycine methyl ester hydrochloride can be prepared by treatment of glycine with 2 equivalents of trimethylsilyl chloride, followed by the addition of methanol.^[2][3]

Upon treatment with base, the salt converts to glycine methyl ester.^[4]

Glycine methyl ester (and other esters of glycine) are not shelf-stable, tending to polymerize when stored at room temperature^[4] or convert to diketopiperazine. The hydrochloride is shelf-stable.