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Merck
CN

559148

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:
51725-82-7
Molecular Weight:
206.24
NACRES:
NA.22
PubChem Substance ID:
24879799
UNSPSC Code:
12352100
MDL number:
MFCD03424817

Key Documents

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Product Name

Ethyl (2-methylbenzoyl)acetate, 97%

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

SMILES string

CCOC(=O)CC(=O)c1ccccc1C

InChI key

UNULPFKXRJPSCO-UHFFFAOYSA-N

assay

97%

refractive index

n20/D 1.5255 (lit.)

bp

256-257 °C (lit.)

density

1.069 g/mL at 25 °C (lit.)

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

General description

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

Storage Class

12 - Non Combustible Liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
60197PJV
60197PJ
01113DE
10022CA

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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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