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12990

Sigma-Aldrich

Ethyl benzoylacetate

technical, ≥95% (HPLC)

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Synonym(s):
Benzoylacetic acid ethyl ester, Ethyl 3-oxo-3-phenylpropionate
Linear Formula:
C6H5COCH2COOC2H5
CAS Number:
Molecular Weight:
192.21
Beilstein/REAXYS Number:
389944
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor density

6.6 (vs air)

grade

technical

assay

≥95% (HPLC)

form

liquid

refractive index

n20/D 1.52 (lit.)
n20/D 1.520-1.540

bp

265-270 °C (lit.)

solubility

H2O: insoluble
alcohol: miscible
diethyl ether: miscible

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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1 of 4

This Item
6899636900828.01808
vibrant-m

12990

Ethyl benzoylacetate

vibrant-m

689963

Ethyl benzoylacetate

vibrant-m

690082

Ethyl benzoylacetate

vibrant-m

8.01808

Ethyl benzoylacetate

solubility

H2O: insoluble, diethyl ether: miscible, alcohol: miscible

solubility

-

solubility

-

solubility

-

assay

≥95% (HPLC)

assay

≥98% (GC)

assay

≥91.0% (GC)

assay

≥95.0% (acidimetric)

bp

265-270 °C (lit.)

bp

265-270 °C (lit.)

bp

265-270 °C (lit.)

bp

-

form

liquid

form

liquid

form

liquid

form

liquid

density

1.11 g/mL at 25 °C (lit.)

density

1.11 g/mL at 25 °C (lit.)

density

1.11 g/mL at 25 °C (lit.)

density

1.114 g/cm3 at 20 °C

Application

Ethyl benzoylacetate (Benzoylacetic acid ethyl ester) was used to prepare ethyl 2-fluoro-2-benzolyacetate. It was also used to synthesize iodonium ylides.

Storage Class

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

284.0 °F - closed cup

flash_point_c

140 °C - closed cup

ppe

Eyeshields, Gloves


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Tsugio Kitamura et al.
Organic letters, 13(9), 2392-2394 (2011-04-09)
A simple, practical, and convenient fluorination of 1,3-dicarbonyl compounds was achieved by direct use of aqueous hydrofluoric acid and iodosylbenzene (PhIO). The reaction of ethyl benzoylacetate with the reagent system of aqueous HF and PhIO in CH(2)Cl(2) gave ethyl 2-fluoro-2-benzolyacetate
Keisuke Gondo et al.
Molecules (Basel, Switzerland), 17(6), 6625-6632 (2012-06-26)
Reaction of dibenzoylmethane with (diacetoxyiodo)benzene in the presence of KOH in MeCN quantitatively gave the corresponding iodonium ylide, which was treated with a HF reagent to afford the corresponding 2-fluorinated dibenzoylmethane in 14-50% yields. The similar reaction of the iodonium

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