Introduction：Basic information about Ethyl benzoylacetate CAS 94-02-0, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Ethyl benzoylacetate Basic information
| Product Name: | Ethyl benzoylacetate |
| Synonyms: | AKOS 92622;AKOS BBS-00004233;3-OXO-3-PHENYLPROPIONIC ACID ETHYL ESTER;LABOTEST-BB LTBB001316;FEMA 2423;ETHYL BENZOYLACETATE;ETHYL BETA-KETO-BETA-PHENYLPROPIONATE;ETHYL 3-OXO-3-PHENYLPROPANOATE |
| 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 |
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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) |
| refractive index | n20/D 1.52(lit.) |
| FEMA | 2423 | ETHYL BENZOYLACETATE |
| Fp | 147 °F |
| storage temp. | Store below +30°C. |
| solubility | alcohol: miscible |
| pka | 9.85±0.23(Predicted) |
| form | Powder |
| 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℃） |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C11H12O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3 |
| InChIKey | GKKZMYDNDDMXSE-UHFFFAOYSA-N |
| SMILES | CCOC(=O)CC(=O)c1ccccc1 |
| 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 | TSCA listed |
| HazardClass | IRRITANT |
| HS Code | 29183000 |
| Storage Class | 10 - Combustible liquids |
| Toxicity | LD50 orally in Rabbit: > 5000 mg/kg |
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 methodalso 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
| Raw materials | Sodium hydroxide-->Ethyl acetate-->Methanol-->Acetic acid-->Sodium-->PETROLEUM ETHER-->Benzene-->Ammonium chloride-->Ethyl acetoacetate-->Benzoyl chloride-->Acetophenone-->Diethyl carbonate-->Sodium oxide-->Ethyl benzoate-->Ethyl 3-oxobutanoate sodium salt-->2-BENZOYLACETOACETIC ACID ETHYL ESTER |
| Preparation Products | RUFLOXACIN-->Ciprofloxacin hydrochloride-->ETHYL 2-HYDRAZINYL-4-PHENYLPYRIMIDINE-5-CARBOXYLATE-->ETHYL 2-CHLORO-4-PHENYLPYRIMIDINE-5-CARBOXYLATE-->3-(4-OXO-6-PHENYL-1,4-DIHYDRO-PYRIMIDIN-2-YLSULFANYL)-PROPIONIC ACID-->2-CHLORO-4-PHENYLPYRIMIDINE-5-CARBONYL CHLORIDE-->5-CHLORO-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBALDEHYDE-->ETHYL 4-PHENYL-1,2,3-THIADIAZOLE-5-CARBOXYLATE-->2-HYDROXY-4-PHENYLPYRIMIDINE-5-CARBOXYLIC ACID-->NORDALBERGIN-->ETHYL 2-HYDROXY-4-PHENYLPYRIMIDINE-5-CARBOXYLATE-->2,4-DIPHENYL-1,3-THIAZOLE-5-CARBALDEHYDE-->Ethyl 2-amino-4-phenyl-5-thiazolecarboxylate-->PHENOXYACETIC ACID-->2'-Benzoylacetanilide-->Benzeneacetic acid, α-(hydroxymethylene)-, ethyl ester, (αZ)--->2-Phenylquinolin-4-ol |
