Misplaced Pages

Glycine methyl ester hydrochloride

Article snapshot taken from Wikipedia with creative commons attribution-sharealike license. Give it a read and then ask your questions in the chat. We can research this topic together.
Glycine methyl ester hydrochloride
Names
IUPAC name Methyl glycinate hydrochloride
Systematic IUPAC name Methyl 2-aminoacetate hydrochloride
Identifiers
CAS Number
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.024.672 Edit this at Wikidata
EC Number
  • 227-139-1
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C3H7NO2.ClH/c1-6-3(5)2-4;/h2,4H2,1H3;1HKey: COQRGFWWJBEXRC-UHFFFAOYSA-N
SMILES
  • COC(=O)CN.Cl
Properties
Chemical formula C3H8ClNO2
Molar mass 125.55 g·mol
Appearance white solid
Melting point 175–176 °C (347–349 °F; 448–449 K)
Hazards
GHS labelling:
Pictograms GHS07: Exclamation mark
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 , 100 kPa). Infobox references
Chemical compound

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

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.

Upon treatment with base, the salt converts to glycine methyl ester.

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

References

  1. "Glycine methyl ester hydrochloride". pubchem.ncbi.nlm.nih.gov. Retrieved 24 January 2022.
  2. Li, Jiabo; Sha, Yaowu (2008). "A Convenient Synthesis of Amino Acid Methyl Esters". Molecules. 13 (5): 1111–1119. doi:10.3390/molecules13051111. PMC 6245331. PMID 18560331.
  3. White, James D.; Kranemann, Christian L.; Kuntiyong, Punlop (2002). "4-Methoxycarbonyl-2-methyl-1,3-oxazole". Org. Synth. 79: 244. doi:10.15227/orgsyn.079.0244.
  4. ^ Myers, Andrew G.; Gleason, James L. (1999). "Asymmetric Synthesis of α-Amino Acids by the Alkylation of Pseudoephedrine Glycinamide: L-Allylglycine and N-BOC-l-Allylglycine". Organic Syntheses. 76: 57. doi:10.15227/orgsyn.076.0057.
Categories: