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258911

Sigma-Aldrich

Ethyl benzoylformate

95%

Synonym(s):

Ethyl phenylglyoxylate

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About This Item

Linear Formula:
C6H5COCO2C2H5
CAS Number:
1603-79-8
Molecular Weight:
178.18
EC Number:
216-504-0
MDL number:
MFCD00009120
UNSPSC Code:
12352100
PubChem Substance ID:
24855669
NACRES:
NA.22

Assay

95%

form

liquid

refractive index

n20/D 1.516 (lit.)

bp

138-139 °C/18 mmHg (lit.)

density

1.122 g/mL at 25 °C (lit.)

SMILES string

CCOC(=O)C(=O)c1ccccc1

InChI

1S/C10H10O3/c1-2-13-10(12)9(11)8-6-4-3-5-7-8/h3-7H,2H2,1H3

InChI key

QKLCQKPAECHXCQ-UHFFFAOYSA-N

General description

Enantioselective hydrogenation of ethyl benzoylformate on Pt/Al2O3 modified with dihydrocinchonidine has been studied.

Application

Ethyl benzoylformate has been used in preparation of 1,5-dihydro-5-deazaflavin derivatives possessing a chiral substituent at N(3) position.

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)

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Preparation of chiral 5-deazaflavin derivatives and their asymmetric reduction of ethyl benzoylformate.
Tanaka K, et al.
Tetrahedron Letters, 25(16), 1741-1742 (1984)
98% Enantioselectivity in the asymmetric synthesis of a useful chiral building block by heterogeneous method: Enantioselective hydrogenation of ethyl-benzoylformate over cinchona modified Pt/Al2 O3 catalysts in the acetic acid.
Sutyinszki M, et al.
Catalysis Communications, 3(3), 125-127 (2002)

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