281492

Ethyl benzoylacetate

technical grade, 90%

• Synonym(s): Benzoylacetic acid ethyl ester, Ethyl 3-oxo-3-phenylpropionate
• Linear Formula: C₆H₅COCH₂COOC₂H₅
• CAS Number: 94-02-0
• Molecular Weight: 192.21
• Beilstein: 389944
• EC Number: 202-295-3
• MDL number: MFCD00009196
• UNSPSC Code: 12352100
• PubChem Substance ID: 24856975
• NACRES: NA.22

Properties

• grade: technical grade
• Quality Level: 100
• vapor density: 6.6 (vs air)
• Assay: 90%
• form: liquid
• refractive index: n20/D 1.52 (lit.)
• bp: 265-270 °C (lit.)
• solubility: alcohol: miscible; diethyl ether: miscible; water: insoluble
• density: 1.11 g/mL at 25 °C (lit.)
• SMILES string: CCOC(=O)CC(=O)c1ccccc1
• InChI: 1S/C11H12O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3
• InChI key: GKKZMYDNDDMXSE-UHFFFAOYSA-N

Description

General description

Ethyl benzoylacetate is an ester. It undergoes microbial reduction by bakers′ yeast (Saccharomyces cerevisiae), Beauveria sulfurescens or Geotrichum candidum to afford ethyl (S)-3-hydroxy-3-phenylpropionate. It undergoes Claisen condensation reaction with malononitrile to afford 2-cyano-5-phenyl-3,5-dioxopentanonitrile which on cyclization followed by coupling with diazonium salts yields azo derivatives.

Application

Ethyl benzoylacetate was sed in the preparation of:

• triazipinones
• ethyl 2-fluoro-2-benzolyacetate
• 1,2,4-triazolo[1,5-a]pyrimidine antibiotic essramycin
• benzo[c]furan-4,7-diones
• iodonium ylides

Packaging

Packaged in glass bottles

Safety Information

• Storage Class Code: 10 - Combustible liquids
• WGK: WGK 2
• Flash Point(F): 284.0 °F - closed cup
• Flash Point(C): 140 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves