Ethyl benzoylacetate Basic information |
Product Name: | Ethyl benzoylacetate |
Synonyms: | AKOS 92622;AKOS BBS-00004233;3-OXO-3-PHENYLPROPIONIC ACID ETHYL ESTER;LABOTEST-BB LTBB001316;ETHYL BENZOYLACETATE;ETHYL BETA-KETO-BETA-PHENYLPROPIONATE;Ethyl 3-phenyl-3-oxopropanoate;ETHYL 3-PHENYL-3-OXOPROPIONATE |
CAS: | 94-02-0 |
MF: | C11H12O3 |
MW: | 192.21 |
EINECS: | 202-295-3 |
Product Categories: | Pyridines;Pharmaceutical Intermediates;1 |
Mol File: | 94-02-0.mol |
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.) |
Fp | 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 |
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 |
Provider | Language |
---|---|
Ethyl 3-phenyl-3-oxopropanoate | English |
SigmaAldrich | English |
ACROS | English |
ALFA | English |
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 (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. |
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 Preparation Products And Raw materials |