• USA Home
  • 281492 - Ethyl benzoylacetate

EMAIL THIS PAGE TO A FRIEND
281492 Sigma-Aldrich

Ethyl benzoylacetate

technical grade, 90%

Synonym: Benzoylacetic acid ethyl ester, Ethyl 3-oxo-3-phenylpropionate

  • CAS Number 94-02-0

  • Linear Formula C6H5COCH2COOC2H5

  • Molecular Weight 192.21

  •  Beilstein/REAXYS Number 389944

  •  EC Number 202-295-3

  •  MDL number MFCD00009196

  •  PubChem Substance ID 24856975

  •  NACRES NA.22

Purchase

Properties

Related Categories Building Blocks, C10 to C11, Carbonyl Compounds, Chemical Synthesis, Esters,
Quality Level   100
grade   technical grade
vapor density   6.6 (vs air)
assay   90%
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

5, 100, 500 mL in glass bottle

Packaged in glass bottles

Safety & Documentation

Safety Information

RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 2
RTECS 
AF4878000
Flash Point(F) 
284.0 °F - closed cup
Flash Point(C) 
140 °C - closed cup
Protocols & Articles
Peer-Reviewed Papers
15

References

Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?