ChemicalBook > CAS DataBase List > Ethyl (3-chlorobenzoyl)acetate

Ethyl (3-chlorobenzoyl)acetate

Product Name
Ethyl (3-chlorobenzoyl)acetate
CAS No.
33167-21-4
Chemical Name
Ethyl (3-chlorobenzoyl)acetate
Synonyms
ETHYL (3-CHLOROBENZOYL)ACETATE;Ethyl 2-(3-chlorobenzoyl)acetate;Ethyl (3-chlorobenzoyl)acetate >=97%;Ethyl 3-chloro-β-oxobenzenepropanoate;2-[(3-chlorophenyl)-oxomethyl]butanoate;Ethyl (3-chlorobenzoyl)acetate;ETHYL 3-(3-CHLOROPHENYL)-3-OXOPROPANOATE;3-Chloro--oxobenzenepropanoic acid ethyl ester;3-(3-chlorophenyl)-3-oxopropanoic acid ethyl ester;Benzenepropanoic acid, 3-chloro-β-oxo-, ethyl ester
CBNumber
CB1359370
Molecular Formula
C11H11ClO3
Formula Weight
226.66
MOL File
33167-21-4.mol
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Ethyl (3-chlorobenzoyl)acetate Property

Boiling point:
257-258 °C (lit.)
Density 
1.213 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.5460(lit.)
Flash point:
>230 °F
storage temp. 
Sealed in dry,Room Temperature
pka
9.91±0.46(Predicted)
Appearance
Colorless to light yellow Liquid
InChI
InChI=1S/C11H11ClO3/c1-2-15-11(14)7-10(13)8-4-3-5-9(12)6-8/h3-6H,2,7H2,1H3
InChIKey
WWFYJJHEBDWEJF-UHFFFAOYSA-N
SMILES
C1(=CC=CC(Cl)=C1)C(=O)CC(=O)OCC
CAS DataBase Reference
33167-21-4(CAS DataBase Reference)
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Safety

WGK Germany 
3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
559288
Product name
Ethyl (3-chlorobenzoyl)acetate
Purity
≥97%
Packaging
1g
Price
$140
Updated
2023/06/20
Sigma-Aldrich
Product number
559288
Product name
Ethyl (3-chlorobenzoyl)acetate
Purity
≥97%
Packaging
5g
Price
$513
Updated
2023/06/20
TRC
Product number
E678620
Product name
Ethyl (3-chlorobenzoyl)acetate
Packaging
1g
Price
$100
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
HCH0011839
Product name
3-(3-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER
Purity
95.00%
Packaging
1G
Price
$239.4
Updated
2021/12/16
AK Scientific
Product number
3801AB
Product name
Ethyl (3-chlorobenzoyl)acetate
Packaging
5g
Price
$195
Updated
2021/12/16
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Ethyl (3-chlorobenzoyl)acetate Chemical Properties,Usage,Production

Uses

Reagent / reactant involved in:• ;Oxidative cross-coupling via dioxygen activation with indoles1• ;Chlorination and hydrosilylation for synthesis of α-hydroxy β-amino acid derivatives2• ;Precursor for substrates for chiral Lewis base-catalyzed stereoselective reduction with trichlorosilane and water3• ;Intramolecular cyclization for synthesis of dihydrofurans4• ;Rate acceleration of Michael reactions5• ;Cerium ammonium nitrate-mediated oxidative coupling6

Uses

Reagent / reactant involved in:

  • Oxidative cross-coupling via dioxygen activation with indoles
  • Chlorination and hydrosilylation for synthesis of α-hydroxy β-amino acid derivatives
  • Precursor for substrates for chiral Lewis base-catalyzed stereoselective reduction with trichlorosilane and water
  • Intramolecular cyclization for synthesis of dihydrofurans
  • Rate acceleration of Michael reactions
  • Cerium ammonium nitrate-mediated oxidative coupling

Synthesis

141.6 g of diethyl carbonate was dissolved in 1000 mL of a 1:1 ethanol-tetrahydrofuran (THF) solution, and 12.4 g of catalyst 1 Amberlite IRA-400 was added while stirring. The mixture was then heated up to 45 °C. In a separate container, 154.5 g of m-chloroacetophenone was dissolved in 1000 mL of the above-mentioned ethanol-THF mixed solvent. The addition of m-chloroacetophenone was completed within 1 hour, and stirring was continued for 6 hours. The mixture was then filtered. The filtrate was combined and the majority of the solvent was evaporated. 1500 mL of water was added to the remaining solution while stirring. The solution was then subjected to CH2Cl2 extraction, followed by washing with saturated saline until the solution reached a neutral pH. The resulting solution was dried with anhydrous MgSO4, filtered, and the solvent was evaporated. Finally, the resulting residue was distilled under reduced pressure to obtain a colorless oily liquid known as Ethyl (3-chlorobenzoyl)acetate.

Ethyl (3-chlorobenzoyl)acetate Preparation Products And Raw materials

Raw materials

Preparation Products

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33167-21-4, Ethyl (3-chlorobenzoyl)acetateRelated Search:

Ethyl (3-chlorobenzoyl)acetate 3-(4-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER,ETHYL 3-(4-CHLOROPHENYL)-3-OXOPROPANOATE ethyl 3-(2,5-dichlorophenyl)-3-oxopropanoate 2,4,5-TRICHLORO-BETA-OXO-BENZENEPROPANOIC ACID ETHYL ESTER 7,8-DICHLORO-4-HYDROXY-QUINOLINE-3-CARBOXYLIC ACID ETHYL ESTER 3-(3,4-DICHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER Ethyl 3-(3,5-dichlorophenyl)-3-oxopropanoate ETHYL 3-OXO-3-(2,3,4-TRICHLOROPHENYL)PROPANOATE ETHYL (3-CHLORO-5-FLUOROBENZOYL)ACETATE 3-(2-CHLORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER AKOS MSC-0295 AKOS 90068 RARECHEM AL BI 0740 SALOR-INT L136042-1EA RARECHEM AL BI 0440 RARECHEM AL BI 0586 RARECHEM AL BI 0716 3-(3-CHLORO-PHENYL)-2-CYANO-3-OXO-PROPIONIC ACID ETHYL ESTER

  • ETHYL 3-(3-CHLOROPHENYL)-3-OXOPROPANOATE
  • ETHYL (3-CHLOROBENZOYL)ACETATE
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  • Ethyl 2-(3-chlorobenzoyl)acetate
  • 2-[(3-chlorophenyl)-oxomethyl]butanoate
  • 3-Chloro--oxobenzenepropanoic acid ethyl ester
  • Ethyl (3-chlorobenzoyl)acetate >=97%
  • 3-(3-chlorophenyl)-3-keto-propionic acid ethyl ester
  • 3-(3-chlorophenyl)-3-oxopropanoic acid ethyl ester
  • Benzenepropanoic acid, 3-chloro-β-oxo-, ethyl ester
  • Ethyl (3-<WBR>chlorobenzoyl)<WBR>acetate
  • Ethyl 3-chloro-β-oxobenzenepropanoate
  • Benzenepropanoic acid, 3-?chloro-?β-?oxo-?, ethyl ester
  • 33167-21-4
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