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689963

Sigma-Aldrich

Ethyl benzoylacetate

Arxada quality, ≥98% (GC)

Synonym(s):

Benzoylacetic acid ethyl ester, Ethyl 3-oxo-3-phenylpropionate

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About This Item

Linear Formula:
C6H5COCH2COOC2H5
CAS Number:
94-02-0
Molecular Weight:
192.21
Beilstein:
389944
EC Number:
202-295-3
MDL number:
MFCD00009196
UNSPSC Code:
12352100
PubChem Substance ID:
329761302
NACRES:
NA.22

vapor density

6.6 (vs air)

Quality Level

100

Assay

≥98% (GC)

form

liquid

quality

Arxada quality

manufacturer/tradename

Arxada AG

refractive index

n20/D 1.52 (lit.)

bp

265-270 °C (lit.)

density

1.11 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)CC(=O)c1ccccc1

InChI

1S/C11H12O3/c1-2-14-11(13)8-10(12)9-6-4-3-5-7-9/h3-7H,2,8H2,1H3

InChI key

GKKZMYDNDDMXSE-UHFFFAOYSA-N

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Application

Ethyl benzoylacetate is a general reagent used in the synthesis of substituted pyrroles, oxazoles, indoles, imidazo[1, 2-a] pyridines and a variety of other aromatic compounds.

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

284.0 °F - closed cup

Flash Point(C)

140 °C - closed cup

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.

FSL

Flammable liquids
Type 3 petroleums
Hazardous rank III
Water insoluble liquid

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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Ethyl acetoacetate Arxada quality, ≥99.0% (GC)

Sigma-Aldrich

688983

Ethyl acetoacetate

Facile access to polysubstituted indoles via a cascade Cu-catalyzed arylation? condensation process.
Chen Y, et al.
The Journal of Organic Chemistry, 72(24), 9329-9334 (2007)
Facile synthesis of polysubstituted oxazoles via a copper-catalyzed tandem oxidative cyclization.
Wan C, et al.
Organic Letters, 12(10), 2338-2341 (2010)
Rhenium-and manganese-catalyzed synthesis of aromatic compounds from 1, 3-dicarbonyl compounds and alkynes.
Kuninobu Y, et al.
The Journal of Organic Chemistry, 75(2), 334-341 (2009)
TBAI-catalyzed oxidative coupling of aminopyridines with β-keto esters and 1, 3-diones?synthesis of imidazo [1, 2-a] pyridines.
Ma L, et al.
Chemical Communications (Cambridge, England), 47(40), 11333-11335 (2011)
Expedient synthesis of highly substituted pyrroles via tandem rearrangement of α-diazo oxime ethers.
Jiang Y, et al.
Journal of the American Chemical Society, 134(9), 4104-4107 (2012)

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