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Merck
CN

559288

Sigma-Aldrich

Ethyl (3-chlorobenzoyl)acetate

≥97%

Synonym(s):

3-Chloro-ß-oxobenzenepropanoic acid ethyl ester, Ethyl 3-(3-chlorophenyl)-3-oxopropanoate

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About This Item

Linear Formula:
ClC6H4COCH2CO2C2H5
CAS Number:
Molecular Weight:
226.66
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay

≥97%

refractive index

n20/D 1.5460 (lit.)

bp

257-258 °C (lit.)

density

1.213 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CC(=O)c1cccc(Cl)c1

InChI

1S/C11H11ClO3/c1-2-15-11(14)7-10(13)8-4-3-5-9(12)6-8/h3-6H,2,7H2,1H3

InChI key

WWFYJJHEBDWEJF-UHFFFAOYSA-N

Application

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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