Ethyl oxoacetate
Basic information
- CAS
924-44-7- Standard SMILES
CCOC(=O)C=O- InChIKey
DBPFRRFGLYGEJI-UHFFFAOYSA-N- Molecular formula
- C4H6O3
- Average molar mass
- 102.09 g/mol
- Monoisotopic mass
- 102.03169405
Overview
Ethyl glyoxylate is the ethyl ester of glyoxylic acid. It is an ethyl ester and a glyoxylate ester.
Names & identifiers
- Preferred name
- Ethyl oxoacetate
- IUPAC
- ethyl 2-oxoacetate
- English name
- Ethyl glyoxalate
- Molecular formula
- C4H6O3
- Molecular weight
- 102.09
Names & synonyms
Ethyl glyoxylate924-44-7ethyl 2-oxoacetateEthyl oxoacetateAcetic acid, oxo-, ethyl esterIXX9MQ1J1Ioxoacetic acid ethyl esterAcetic acid, 2-oxo-, ethyl esterGlyoxylic acid, ethyl ester2-oxoacetic acid, ethyl esterEINECS 213-105-3NSC 49206
Show more names
Ethyl glyoxylate, 50% solution in toluene2-Oxoacetic acid ethyl esterEthyl acetaldehydeethyl 2-oxoethanoate
NSC-49206DTXSID6061282CHEBI:53275RefChem:596357DTXCID7048794213-105-3Ethyl glyoxalateGlyoxylic acid ethyl ester
Database identifiers
- CAS
924-44-7- PubChem CID
- 70211
- DTXSID
DTXSID6061282- ChEBI
CHEBI:53275- UNII
- IXX9MQ1J1I
- EC Number
- 213-105-3
- Nikkaji
- J298.483K
Properties
Computed structural properties
- XLogP
- 0.4
- Topological polar surface area
- 43.4 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 3
- Heavy atoms
- 7
- Formal charge
- 0
- Complexity
- 77
Physicochemical properties
- Boiling point
- 110 °C · 110°C
- Density
- 1.03 g/mL · 1.03 g/mL at 20 °C
- refractive index
- 1.475 · 1.4750
- Flash point
- 7 °C · 7°C
- storage temp.
- Refrigerator
- solubility
- Chloroform, Ethyl Acetate
- form
- Oil
- color
- Clear Colorless
- Water Solubility
- Immiscible with water.
- Sensitive
- Air Sensitive
- BRN
- 1209486 · 1209486
- InChI
- InChI=1S/C4H6O3/c1-2-7-4(6)3-5/h3H,2H2,1H3
- InChIKey
- DBPFRRFGLYGEJI-UHFFFAOYSA-N
- SMILES
- C(OCC)(=O)C=O
- CAS DataBase Reference
- 924 · 924-44-7(CAS DataBase Reference)
- FDA UNII
- 9 MQ1J1I · IXX9MQ1J1I
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H225 (75%): Highly Flammable liquid and vapor [Danger Flammable liquids]
P210, P233, P240, P241, P242, P243, P260, P261, P264, P271, P272, P280, P301+P316, P302+P352, P303+P361+P353, P304+P340, P319, P321, P331, P332+P317, P333+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 12 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 22-06-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/18142
Hazard Classes and CategoriesFlam. Liq. 2 (75%)
Safety data
- wgk
- 3
- tsca
- TSCA listed
- ridadr
- UN 1294 3/PG 2
- hs_code
- 29183000
- risk_code
- 11-38-43-48/20-63-65-67
- Signal word
- Danger
- Symbol(GHS)
- GHS02,GHS07,GHS08
- hazard_code
- F,Xn
- safety_code
- 36/37-62-16
- hazard_class
- 3
- packing_group
- II
- Hazard statements
- H225-H315-H317-H361d
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationAcetic acid, 2-oxo-, ethyl ester: ACTIVE
Applications
UsesEthyl glyoxylate is widely used as an intermediate in the synthesis of pharmaceuticals (high reactivity of aldehyde function). It is used in the synthesis of a biodegradable polymer, poly(ethyl glyoxylate). It is actively involved in the Friedel-Crafts alkylation reactions with thiophenes to give the corresponding secondary alcohols.
Upstream & downstream products
Downstream products
Related reactions
339 records
Compound notes
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