CAS 922-68-9 Acetic acid, 2-oxo-, methyl ester (HCID 70205)

Names & identifiers

Preferred name: Acetic acid, 2-oxo-, methyl ester
IUPAC: methyl 2-oxoacetate
English name: Methyl 2-oxoacetate
Molecular formula: C3H4O3
Molecular weight: 88.06

Names & synonyms

Methyl glyoxylateMethyl oxoacetateGlyoxylic acid, methyl esterGlyoxylic acid methyl esterAcetic acid, 2-oxo-, methyl esterEINECS 213-084-0DTXSID1052614RefChem:316524DTXCID5031187213-084-0KFKXSMSQHIOMSO-UHFFFAOYSA-Nmethyl 2-oxoacetate

Show more names

GAMEmethyl 2-oxoethanoateoxo-aceticacimethylester

922-68-9Acetic acid, oxo-, methyl esterMethyl oxoethanoateOxoacetic Acid Methyl EsterMFCD000440082-Oxo-acetic Acid Methyl Estermethyl glyoxalateMethyl oxoacetate #

Database identifiers

CAS: 922-68-9
PubChem CID: 70205
DTXSID: DTXSID1052614
UNII: A4JUE6B29X
EC Number: 213-084-0
Nikkaji: J298.481D

Properties

Computed structural properties

XLogP: 0
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 2
Heavy atoms: 6
Formal charge: 0
Complexity: 66.4

Physicochemical properties

Melting point: 40 · 40-42°C
Boiling point: 102.98 °C · 102.98°C (rough estimate)
Density: 1.2076 · 1.2076 (rough estimate)
refractive index: 1.372 · 1.3720 (estimate)
solubility: 2 O; · sol H2O; sol most organic solvents, e.g. ether, CH2Cl2, THF, acetone, etc.
InChI: InChI=1S/C3H4O3/c1-6-3(5)2-4/h2H,1H3
InChIKey: KFKXSMSQHIOMSO-UHFFFAOYSA-N
SMILES: C(OC)(=O)C=O
CAS DataBase Reference: 922 · 922-68-9(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
NIST Chemistry Reference: Methyl glyoxylate(922-68-9)
EPA Substance Registry System: Acetic acid, oxo-, methyl ester (922-68-9)
Symbol(GHS): 7 · GHS07,GHS02
Signal word: Warning
Hazard statements: 315 · H315-H226-H335-H319
Precautionary statements: 264 · P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
Risk Statements: 36 · 36/37/38
Safety Statements: 26 · 26-36/37/39
TSCA: TSCA listed

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 50% (2 of 4) of reports.

Warning

H226 (50%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesFlam. Liq. 3 (50%)

Safety data

tsca: TSCA listed
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07,GHS02
safety_code: 26-36/37/39
Hazard statements: H315-H226-H335-H319
Precautionary statements: P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362

Chemistry & industry

Uses & manufacturing

General Manufacturing InformationAcetic acid, 2-oxo-, methyl ester: INACTIVE

Applications

UsesMethyl Glyoxylate is a useful compound for preparation of pyridine and quinoline derivatives.

General DescriptionMethyl Glyoxylate is a two-carbon synthon utilized in electrocyclic processes (Diels-Alder reaction, ene reactions), various condensations (Mannich, aldol, Wittig, Prins, acyloin), carbinolamine formation, and Friedel-Crafts reactions.

Preparation methods · 1 item

PreparationPreparative Methods of Methyl 2-oxoacetate: efficient methods include oxidative cleavage of tartrate diesters, ozonolysis of maleate/fumarate derivatives, exchange reaction between appropriate dialkoxyacetate and glyoxylic acid, and NaOAc-catalyzed elimination of nitrite ion from nitrate esters.[1]