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Safety Information

559148

Sigma-Aldrich

Ethyl (2-methylbenzoyl)acetate

97%

Synonym(s):

Ethyl 2-(2-methylbenzoyl)acetate, Ethyl 3-(2-methylphenyl)-3-oxopropanoate, Ethyl 3-oxo-3-(o-tolyl)propanoate, Ethyl o-methylbenzoylacetate, Ethyl o-toluoylacetate

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About This Item

Linear Formula:
CH3C6H4COCH2CO2CH2CH3
CAS Number:
Molecular Weight:
206.24
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

refractive index

n20/D 1.5255 (lit.)

bp

256-257 °C (lit.)

density

1.069 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CC(=O)c1ccccc1C

InChI

1S/C12H14O3/c1-3-15-12(14)8-11(13)10-7-5-4-6-9(10)2/h4-7H,3,8H2,1-2H3

InChI key

UNULPFKXRJPSCO-UHFFFAOYSA-N

General description

Ethyl (2-methylbenzoyl)acetate is a β-keto ester. It undergoes Co/Mn mediated oxidative coupling reaction with various indole derivatives.[1]

Application

Reactant for:
  • Preparation of highly substituted furans by tandem condensation-cyclization reactions using bismuth triflate catalyst
  • Co/Mn-mediated oxidative cross-coupling
  • Enantioselective ruthenium-catalyzed hydrogenation
  • Preparation of cambinol analogs for sirtuin inhibition with antitumor action

Storage Class Code

12 - Non 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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

559148-VAR:
559148-BULK:
559148-5G:
559148-1G:


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Co/Mn-mediated oxidative cross-coupling of indoles with ?-keto esters via dioxygen activation: an efficient access to ketonization-olefination of indoles.
Wu W, et al.
Chemical Communications (Cambridge, England), 47(34), 9660-9662 (2011)

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