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111996

Sigma-Aldrich

Diethyl phenylmalonate

98%

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About This Item

Linear Formula:
C6H5CH(COOC2H5)2
CAS Number:
Molecular Weight:
236.26
Beilstein:
614465
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39024637
PubChem Substance ID:
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.491 (lit.)

bp

170-172 °C/14 mmHg (lit.)

mp

16 °C (lit.)

density

1.095 g/mL at 25 °C (lit.)

functional group

ester
phenyl

SMILES string

CCOC(=O)C(C(=O)OCC)c1ccccc1

InChI

1S/C13H16O4/c1-3-16-12(14)11(13(15)17-4-2)10-8-6-5-7-9-10/h5-9,11H,3-4H2,1-2H3

InChI key

FGYDHYCFHBSNPE-UHFFFAOYSA-N

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General description

Diethyl phenylmalonate was partially hydrolysed to the corresponding chiral monoester by various immobilized preparations of lipase from Thermomyces lanuginosa.

Application

Diethyl phenylmalonate was used in the synthesis of felbamate-d4 (2-phenyl-1,3-propanediol-l,l,3,3-d4 dicarbamate) using lithium aluminum deuteride.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Partial and enantioselective hydrolysis of diethyl phenylmalonate by immobilized preparations of lipase from Thermomyces lanuginose.
Enz. Microbiol. Technol., 40(5), 1280-1285 (2007)
Mitali Kundu et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 183, 332-338 (2017-05-02)
The aim of this present work is to make soluble DEPM in aqueous medium through the formation inclusion complex into the hydrophobic hollow space of β-cyclodextrin (β-Cyd) which will provide a novel approach for designing drug delivery system in aqueous
Synthesis of deuterium?labeled felbamate from diethyl phenylmalonate.
Choi YM, et al.
Journal of Labelled Compounds & Radiopharmaceuticals, 23(7), 785-789 (1986)

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