ChemicalBook--->CAS DataBase List--->19112-35-7

19112-35-7

19112-35-7 Structure

19112-35-7 Structure
IdentificationBack Directory
[Name]

3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
[CAS]

19112-35-7
[Synonyms]

NSC 158136
ETHYL (2-CHLOROBENZOYL)ACETATE
Ethyl (o-chlorobenzoyl)acetate
Ethyl (2-chlorobenzoyl)acetate >=95%
Ethyl 3-(2-Chlorophenyl)-3-oxopropionate
ETHYL 3-(2-CHLORO-PHENYL)-3-OXOPROPANOATE
Benzenepropanoic acid, 2-chloro-β-oxo-, ethyl ester
3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
[Molecular Formula]

C11H11ClO3
[MDL Number]

MFCD03424811
[MOL File]

19112-35-7.mol
[Molecular Weight]

226.66
Chemical PropertiesBack Directory
[Boiling point ]

221-222 °C (lit.)
[density ]

1.206 g/mL at 25 °C (lit.)
[refractive index ]

n20/D 1.540(lit.)
[Fp ]

>230 °F
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

9.85±0.46(Predicted)
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H319-H315
[Precautionary statements ]

P264-P280-P305+P351+P338-P337+P313P-P264-P280-P302+P352-P321-P332+P313-P362
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Reactant for:
  • Cerium ammonium nitrate-mediated oxidative coupling
  • Hydrosilylation reactions
  • Preparation of diaryl-substituted pyrazoles as potent CCR2 receptor antagonists
  • Preparation of potential herbicidal agents
  • Ruthenium-catalyzed asymmetric hydrogenation
[Synthesis]

Ethyl potassium malonate

6148-64-7

2-Chlorobenzoyl chloride

609-65-4

3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER

19112-35-7

GENERAL STEPS: EXPERIMENTAL OPERATION: Potassium monoethyl malonate salt (1.00 g, ~5.47 mmol) was taken in a 25 mL round bottom flask, anhydrous magnesium chloride (0.65 g, ~6.84 mmol) and acetonitrile (6 mL) were added, followed by the dropwise addition of triethylamine (0.55 g). The mixture was stirred at room temperature for 30 minutes. Next, a solution of o-chlorobenzoyl chloride (0.48 g, 2.5 mmol) dissolved in acetonitrile (2 mL) was slowly added dropwise and supplemented with triethylamine (0.06 mL), and stirring was continued at room temperature overnight. Post-treatment: after completion of the reaction, the reaction mixture was diluted with the addition of water (30 mL) and subsequently extracted with ethyl acetate (30 mL, 20 mL, 20 mL). The ethyl acetate layers were combined, washed with saturated brine and dried over anhydrous sodium sulfate. The dried organic phase was concentrated by rotary evaporation and finally purified by column chromatography (eluent: petroleum ether/ethyl acetate=15:1) to afford the target product (2-chlorobenzoyl)ethyl acetate in 91% yield.

[References]

[1] Patent: CN105566340, 2016, A. Location in patent: Paragraph 0010
[2] Patent: CN105663112, 2016, A. Location in patent: Page/Page column 12
Spectrum DetailBack Directory
[Spectrum Detail]

3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(19112-35-7)1HNMR
3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER(19112-35-7)IR
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