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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

Quality Level

100

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)

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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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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