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111937

Sigma-Aldrich

2,4-Dichlorobenzoyl chloride

98%

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About This Item

Linear Formula:
Cl2C6H3COCl
CAS Number:
89-75-8
Molecular Weight:
209.46
Beilstein:
608324
EC Number:
201-936-4
MDL number:
MFCD00000661
UNSPSC Code:
12352100
eCl@ss:
39050538
PubChem Substance ID:
24847051
NACRES:
NA.22

Assay

98%

refractive index

n20/D 1.592 (lit.)

bp

150 °C/34 mmHg (lit.)

mp

16-18 °C (lit.)

density

1.494 g/mL at 25 °C (lit.)

SMILES string

ClC(=O)c1ccc(Cl)cc1Cl

InChI

1S/C7H3Cl3O/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3H

InChI key

CEOCVKWBUWKBKA-UHFFFAOYSA-N

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Application

2,4-Dichlorobenzoyl chloride was used in the synthesis of biaryls by following the Suzuki coupling. It was used for acylation in the synthesis of potent non-sarcosine-derived Gly T1 inhibitors.
2,4-Dichlorobenzoyl chloride was used in the synthesis of thioesters of 4-chlorobenzoate and 2,4-dichlorobenzoate.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

278.6 °F - closed cup

Flash Point(C)

137 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Zhijian Zhao et al.
Bioorganic & medicinal chemistry letters, 16(23), 5968-5972 (2006-09-22)
This Letter describes the synthesis and SAR, developed through an iterative analog library approach, of potent and selective non-sarcosine-derived GlyT1 inhibitors.
Markus Thor et al.
Bioorganic & medicinal chemistry letters, 12(24), 3565-3567 (2002-11-22)
A series of 5-substituted 2-benzoylaminobenzoic acids has been synthesized and assayed for PPARalpha/gamma activity. Both dual activators and selective PPARgamma agonists have been identified. This class of compounds was shown to activate the PPARgamma receptor through interaction with a novel
V Romanov et al.
Journal of bacteriology, 178(9), 2656-2661 (1996-05-01)
Corynebacterium sepedonicum KZ-4, described earlier as a strain capable of growth on 2,4-dichlorobenzoate (G.M. Zaitsev and Y.N. Karasevich, Mikrobiologiya 54:356-369, 1985), is known to metabolize this substrate via 4-hydroxybenzoate and protocatechuate, and evidence consistent with an initial reductive dechlorination step

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