CAS 64920-29-2 Ethyl alpha-oxobenzenebutanoate (HCID 562087)

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Basic information

CAS: 64920-29-2
Standard SMILES: CCOC(=O)C(=O)CCc1ccccc1
InChIKey: STPXIOGYOLJXMZ-UHFFFAOYSA-N
Molecular formula: C12H14O3
Average molar mass: 206.24 g/mol
Monoisotopic mass: 206.09429431

Overview

structure in first source

Names & identifiers

Preferred name: Ethyl alpha-oxobenzenebutanoate
IUPAC: ethyl 2-oxo-4-phenylbutanoate
English name: Ethyl 2-oxo-4-phenylbutyrate
Molecular formula: C12H14O3
Molecular weight: 206.24

Names & synonyms

Ethyl 2-oxo-4-phenylbutyrate64920-29-2Ethyl BenzylpyruvateDTXSID10577935YNU9LPT51DTXCID2031582OPBE compoundRefChem:596127Ethyl alpha-oxobenzenebutanoate265-276-9Ethyl 2-oxo-4-phenylbutanoateETHYL-2-OXO-4-PHENYLBUTYRATE

Show more names

KETO ESTEREthyl 2-oxy-butyrate2-oxo-4-phenylhexanoate2 - oxo -4 - ethyl benzeneETHYL-2-OXO-4-PHENYLBUTRATEEthy 2-oxo-4-phenylbutyrateEthyl α-oxobenzenebutanoateEthyl-2-oxo-4-pheny1Butyrate

MFCD00037533ethyl 2-oxo-4-phenyl-butanoate2-oxo-4-phenylbutanoic acid ethyl ester2-Oxo-4-phenylbutyric Acid Ethyl EsterEthyl 2-oxo-4-phenylbutyrate (>90%)2-oxo-4-phenyl butyric acid ethyl esterEthyl 2-oxo-4-phenylbutanoate #AC8658

Database identifiers

CAS: 64920-29-2
PubChem CID: 562087
DTXSID: DTXSID1057793

Properties

Computed structural properties

XLogP: 2.3
Topological polar surface area: 43.4 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 3
Rotatable bonds: 6
Heavy atoms: 15
Formal charge: 0
Complexity: 217

Physicochemical properties

Boiling point: 132 °C/2 · 132 °C/2 mmHg (lit.)
Density: 1.091 g/mL · 1.091 g/mL at 25 °C (lit.)
refractive index: 20 · n20/D 1.504(lit.)
Flash point: 230 °F · >230 °F
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Ethyl Acetate (Slightly)
form: Oil
color: Colourless
BRN: 2725083 · 2725083
InChI: InChI=1S/C12H14O3/c1-2-15-12(14)11(13)9-8-10-6-4-3-5-7-10/h3-7H,2,8-9H2,1H3
InChIKey: STPXIOGYOLJXMZ-UHFFFAOYSA-N
SMILES: C(C1C=CC=CC=1)CC(=O)C(=O)OCC
CAS DataBase Reference: 64920 · 64920-29-2(CAS DataBase Reference)
FDA UNII: 5 YNU9LPT51 · 5YNU9LPT51
UNSPSC Code: 12352100 · 12352100
NACRES

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 80% (4 of 5) of all reports.

Warning

H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 5 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 2 items

Status: Active Update: 19-11-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/18726

Benzenebutanoic acid, .alpha.-oxo-, ethyl ester: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesSkin Irrit. 2 (20%)

Safety data

PPE: Eyeshields, Gloves
wgk: 3
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 23-24/25-36/37-26
Storage Class: 10 - Combustible liquids
Hazard statements: H315-H319
REACH Registrations: Active
Precautionary statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Chemistry & industry

Applications · 2 items

UsesEthyl 2-oxo-4-phenylbutyrate may be used in the synthesis of ethyl (R)-2-hydroxy-4-phenylbutyrate, an important chiral precursor for angiotensin-converting enzyme (ACE) inhibitor.

General DescriptionEthyl 2-oxo-4-phenylbutyrate is an aliphatic α-ketoester. Bioreduction of ethyl 2-oxo-4-phenylbutyrate is reported to yield ethyl (R)-2-hydroxy-4-phenylbutanoate. The effect of ionic liquid on the asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate by Saccharomyces cerevisiae has been reported. Asymmetric reduction of ethyl 2-oxo-4-phenylbutyrate using a bacterial reductase is reported. Enantioselective hydrogenation of ethyl 2-oxo-4-phenylbutyrate using homogeneous Rh-diphosphine and heterogeneous Pt/Al2O3-cinchona catalysts has been reported.