Monoethyl oxalate

HCID 74701

Notes Reactions

Substructure search Find similar structures

Basic information

CAS: 617-37-8
Standard SMILES: CCOC(=O)C(=O)O
InChIKey: JRMAQQQTXDJDNC-UHFFFAOYSA-N
Molecular formula: C4H6O4
Average molar mass: 118.09 g/mol
Monoisotopic mass: 118.02660867

Names & identifiers

Preferred name: Monoethyl oxalate
IUPAC: 2-ethoxy-2-oxoacetic acid
English name: Oxalic acid 1-ethyl ester
Molecular formula: C4H6O4
Molecular weight: 118.09

Names & synonyms

617-37-8Monoethyl oxalateRefChem:10898282-ethoxy-2-oxoacetic acidOxalic Acid Ethyl Esteroxalic acid 1-ethyl esterEthyl hydrogen oxalateOxalic acid monoethyl esterMFCD00785870Ethanedioic acid 1-ethyl esterOxalsaureathylesteroxalic acid monoethylester

Show more names

xalic acid 1-ethyl ester(ethoxycarbonyl)formic acidOxalic acid Monoethyl ester 98%Oxalic acid hydrogen ethyl esterEthanedioic acid, Monoethyl ester

2-ethoxy-2-oxoaceticacidEthoxy(oxo)acetic acid #CS-W018770SY257067C75898Ethoxy(oxo)acetic acidJVC79HNA2M2-ethoxy-2-oxo-acetic acid

Database identifiers

CAS: 617-37-8
PubChem CID: 74701
DTXSID: DTXSID00275731
UNII: JVC79HNA2M
EC Number: 624-672-5
Nikkaji: J21.757C

Properties

Computed structural properties

XLogP: 0.4
Topological polar surface area: 63.6 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 3
Heavy atoms: 8
Formal charge: 0
Complexity: 107

Physicochemical properties

Melting point: 195 °C · 195 °C (decomp)
Boiling point: 204.7 · 204.7±23.0 °C(Predicted)
Density: 1.274 · 1.274±0.06 g/cm3(Predicted)
refractive index: 20 · n20/D1.424
storage temp.: -20 °C · Sealed in dry,Store in freezer, under -20°C
solubility: soluble in DMSO, Ethyl Acetate
pka: 1.53 · 1.53±0.54(Predicted)
form: Oil
color: Light Brown
InChI: 1S/C4H6O4/c1-2-8-4(7)3(5)6/h2H2,1H3,(H,5,6)
InChIKey: JRMAQQQTXDJDNC-UHFFFAOYSA-N
SMILES: CCOC(=O)C(O)=O
UNSPSC Code: 12352100 · 12352100
Symbol(GHS): 8 · GHS08
Signal word: Danger
Hazard statements: 319 · H319-H334
Precautionary statements: 261 · P261-P305+P351+P338-P342+P311
PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
Hazard Codes: Xi
Risk Statements: 36 · 36-43
Safety Statements: 26 · 26-36/37
WGK Germany: 3 · WGK 3
Storage Class: 12 · 12 - Non Combustible Liquids
Hazard Classifications: 2 Resp · Eye Irrit. 2Resp. Sens. 1

Safety & regulation

GHS classification

GHS Classification · 5 items

Danger

H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]；H334 (100%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]

P233, P260, P264+P265, P271, P280, P284, P304+P340, P305+P351+P338, P337+P317, P342+P316, P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Hazard Classes and CategoriesEye Irrit. 2 (100%)；Resp. Sens. 1 (100%)

Safety data

PPE: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk: WGK 3
risk_code: 36-43
Signal word: Danger
Symbol(GHS): GHS08
hazard_code: Xi
safety_code: 26-36/37
Storage Class: 12 - Non Combustible Liquids
Hazard statements: H319-H334
Hazard Classifications: Eye Irrit. 2Resp. Sens. 1
Precautionary statements: P261-P305+P351+P338-P342+P311

Chemistry & industry

Applications · 1 item

UsesOxalic Acid Ethyl Ester is a useful synthetic intermediate. It is used to synthesize 2-substituted 3-aryl-4(3H)-quinazolinones with anticonvulsant activities. It is also used to prepare nonbenzamidine tetrazole derivatives as factor Xa inhibitors.