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249408

Sigma-Aldrich

2,6-Difluorobenzoyl chloride

99%

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About This Item

Linear Formula:
F2C6H3COCl
CAS Number:
Molecular Weight:
176.55
Beilstein:
639438
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

99%

form

liquid

refractive index

n20/D 1.501 (lit.)

bp

72-77 °C/13 mmHg (lit.)

density

1.404 g/mL at 25 °C (lit.)

SMILES string

Fc1cccc(F)c1C(Cl)=O

InChI

1S/C7H3ClF2O/c8-7(11)6-4(9)2-1-3-5(6)10/h1-3H

InChI key

QRHUZEVERIHEPT-UHFFFAOYSA-N

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Application

2,6-Difluorobenzoyl chloride has been used in:
  • the preparation of series of novel 2-aryl substituted 4H-3,1-benzoxazin-4-ones
  • regioselective synthesis of 3,6-disubstituted-2-aminoimidazo[1,2-a]pyridine
  • Friedel-Crafts acylation reaction of toluene, anisol, thioanisol, 4-phenoxyacetophenone and N,N-diacetyl-4-phenoxyaniline

Pictograms

FlameCorrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Eye Dam. 1 - Flam. Liq. 3 - Skin Corr. 1B

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

114.8 °F - closed cup

Flash Point(C)

46 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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P Jakobsen et al.
Bioorganic & medicinal chemistry, 8(8), 2095-2103 (2000-09-26)
The synthesis of a series of novel 2-aryl substituted 4H-3,1-benzoxazin-4-ones and their evaluation as specific inhibitors of the Tissue Factor (TF)/Factor VIIa (FVIIa)-induced pathway of coagulation is reported. Inhibitory activities (IC50 values) in the range 0.17 to > 40 microM
New polymer syntheses, 36. Functionalized aromatic polyethers derived from 4'-substituted 2, 6-difluorobenzophenones.
Kricheldorf HR and Delius U.
Makromol. Chem., 190(6), 1277-1288 (1989)
Regioselective synthesis of 3, 6-disubstituted-2-aminoimidazo [1, 2-a] pyridines.
Jaramillo C, et al.
Tetrahedron Letters, 43(50), 9051-9054 (2002)

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