Ethyl benzoylacetate 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

form 

Powder

pka

9.85±0.23(Predicted)

color 

Brown

Odor

at 100.00 %. fruity cherry naphthyl hawthorn cumin phenolic almond spicy woody maraschino cherry

Odor Type

fruity

Water Solubility 

INSOLUBLE

Sensitive 

Light Sensitive

Merck 

14,3767

JECFA Number

834

BRN 

389944

Dielectric constant

12.8（20℃）

InChIKey

GKKZMYDNDDMXSE-UHFFFAOYSA-N

LogP

1.87

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

Safety Statements 

24/25

WGK Germany 

2

RTECS 

AF4878000

Autoignition Temperature

375 °C DIN 51794

TSCA 

Yes

HazardClass 

IRRITANT

HS Code 

29183000

Toxicity

LD50 orally in Rabbit: > 5000 mg/kg

MSDS

• Language:English Provider:Ethyl 3-phenyl-3-oxopropanoate
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

Ethyl benzoylacetate Usage And Synthesis

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 (Best) is used as an 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.

Preparation

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

Definition

ChEBI: Ethyl 3-oxo-3-phenylpropanoate is an aromatic ketone.

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.

Ethyl benzoylacetate(94-02-0)Related Product Information

• Ethyl acetate
• PHENOXYACETIC ACID
• Ethylparaben
• Ethylbenzene
• Ethyl formate
• Ethanol
• CHLOROETHANE
• Ethyl benzoate
• Phenylhydrazine
• Dibenzoylmethane
• Benzoyl peroxide
• Ethyl benzoylformate
• Ethyl malonyl chloride
• Ethyl isobutyrylacetate
• Ethyl butyrylacetate
• Ethyl acrylate
• PHENYL VALERATE
• Ethyl cellulose