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559091

Sigma-Aldrich

Ethyl (2-chlorobenzoyl)acetate

≥95%

Synonym(s):

Ethyl (o-chlorobenzoyl)acetate, Ethyl 3-(2-chlorophenyl)-3-oxopropanoate, NSC 158136

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About This Item

Linear Formula:
ClC6H4COCH2CO2C2H5
CAS Number:
19112-35-7
Molecular Weight:
226.66
MDL number:
MFCD03424811
UNSPSC Code:
12352100
PubChem Substance ID:
24879794
NACRES:
NA.22

Quality Level

100

Assay

≥95%

refractive index

n20/D 1.540 (lit.)

bp

221-222 °C (lit.)

density

1.206 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CC(=O)c1ccccc1Cl

InChI

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

InChI key

DLFBNTUSDQSFOF-UHFFFAOYSA-N

Application

Ethyl (2-chlorobenzoyl)acetate may be used to synthesize ketosplitomicin derivative and ethyl 6-(2-chlorophenyl)-2,2-dimethyl-4-oxo-2,3-dihydro-4Hpyran-5-carboxylate.
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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Characterization of sirtuin inhibitors in nematodes expressing a muscular dystrophy protein reveals muscle cell and behavioral protection by specific sirtinol analogues.
Pasco MY, et al.
Journal of Medicinal Chemistry, 53(3), 1407-1411 (2009)
Simple access to 5-carboalkoxy-2, 3-dihydro-4H-pyran-4-ones via domino acylative electrocyclization: the first three step total synthesis of the dihydronaphthopyran-4-one class of natural products.
Ilangovan A and Sakthivel P.
Royal Society of Chemistry Advances, 4(98), 55150-55161 (2014)

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