Ethyl benzoylacetate

CAS94-02-0

MFC11H12O3

MW192.21

EINECS202-295-3

Chemical Properties

Melting point	<0 °C
Boiling point	265-270 °C (lit.)
Density	1.11 g/mL at 25 °C (lit.)
vapor density	6.6 (vs air)
vapor pressure	1 hPa (108 °C)
FEMA	2423 \| ETHYL BENZOYLACETATE
refractive index	n20/D 1.52(lit.)
Flash point	147 °F
storage temp.	Store below +30°C.
solubility	alcohol: miscible
pka	9.85±0.23(Predicted)
form	Powder
color	Brown
Water Solubility	INSOLUBLE
Sensitive	Light Sensitive
JECFA Number	834
Merck	14,3767
BRN	389944
InChIKey	GKKZMYDNDDMXSE-UHFFFAOYSA-N
CAS DataBase Reference	94-02-0(CAS DataBase Reference)
NIST Chemistry Reference	Ethyl benzoylacetate(94-02-0)
EPA Substance Registry System	Benzenepropanoic acid, .beta.-oxo-, ethyl ester (94-02-0)

Safety Information

MSDS

Chemical Properties

Brownish liquid
Chemical Properties

Ethyl benzoylacetate has a brandy-like odor and sweet, woody, cherry, phenolic-like flavor.
Uses

Ethyl benzoylacetate (Best) is used as intermediate for different organic synthesis. Product Data Sheet
Uses

Ethyl benzoylacetate (Benzoylacetic acid ethyl ester) was used to prepare ethyl 2-fluoro-2-benzolyacetate. It was also used to synthesize iodonium ylides.
Uses

Ethyl benzoylacetate (Best) is used as an intermediate for different organic synthesis Product Data Sheet
Preparation

By condensation of ethyl benzoate with ethyl acetate (via Claisen condensation) using sodium ethoxide; another method also known.
Taste threshold values

Taste characteristics at 10 ppm: sweet, cherry, fruity, berry-like with woody, jamy notes.
Synthesis Reference(s)

Journal of Medicinal Chemistry, 28, p. 1864, 1985 DOI: 10.1021/jm00150a018
Journal of Heterocyclic Chemistry, 32, p. 723, 1995 DOI: 10.1002/jhet.5570320303
The Journal of Organic Chemistry, 38, p. 2731, 1973 DOI: 10.1021/jo00955a040
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.