ChemicalBook Product Catalog Chemical Reagents Organic reagents Acyl halide 2-Fluorobenzoyl chloride

2-Fluorobenzoyl chloride

Product Name2-Fluorobenzoyl chloride
CAS393-52-2
MFC7H4ClFO
MW158.56
EINECS206-887-2
MOL File393-52-2.mol

Chemical Properties

Melting point	4 °C (lit.)
Boiling point	90-92 °C/15 mmHg (lit.)
Density	1.328 g/mL at 25 °C (lit.)
refractive index	n20/D 1.536(lit.)
Flash point	180 °F
storage temp.	Inert atmosphere,Room Temperature
solubility	Chloroform (Slightly)
form	Liquid
Specific Gravity	1.328
color	Clear colorless to faintly colored
Water Solubility	Decomposition
Sensitive	Lachrymatory
BRN	636864
InChI	1S/C7H4ClFO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H
InChIKey	RAAGZOYMEQDCTD-UHFFFAOYSA-N
SMILES	Fc1ccccc1C(Cl)=O
CAS DataBase Reference	393-52-2(CAS DataBase Reference)
NIST Chemistry Reference	Benzoyl chloride, 2-fluoro-(393-52-2)
EPA Substance Registry System	o-Fluorobenzoyl chloride (393-52-2)

Safety Information

Hazard Codes	C
Risk Statements	34-37-36/37-14
Safety Statements	26-36/37/39-45-28A-27
RIDADR	UN 3265 8/PG 2
WGK Germany	3
RTECS	DM6640000
F	10-19-21
Hazard Note	Corrosive/Lachrymatory
TSCA	TSCA listed
HazardClass	8
PackingGroup	II
HS Code	29163900
Storage Class	8A - Combustible corrosive hazardous materials
Hazard Classifications	Skin Corr. 1B
Hazardous Substances Data	393-52-2(Hazardous Substances Data)

MSDS

Provider	Language
o-Fluorobenzoyl chloride	English
SigmaAldrich	English
ACROS	English
ALFA	English

Usage And Synthesis

Chemical Properties

clear colorless to faintly colored liquid

Uses

2-Fluorobenzoyl Chloride (cas# 393-52-2) is a compound useful in organic synthesis.

Uses

2-Fluorobenzoyl chloride has been used in the preparation of 3-(N-Hydroxycarbamimidoyl)-benzoic acid methyl ester. It has been used to develop an hollow-fiber liquid phase microextraction with in situ derivatization method coupled with HPLC-UV for the determination of metformin hydrochloride in biological fluids.

General Description

Colorless liquid.

Air & Water Reactions

Decomposes in water to form HCl with generation of heat

Reactivity Profile

2-Fluorobenzoyl chloride is sensitive to moisture. Incompatible with water, alcohol, bases (including amines) and with oxidizing agents . May react vigorously or explosively if mixed with diisopropyl ether or other ethers in the presence of trace amounts of metal salts [J. Haz. Mat., 1981, 4, 291].

Fire Hazard

2-Fluorobenzoyl chloride is combustible.

Synthesis

445-29-4

393-52-2

Step I Synthesis of 2-fluorobenzoyl chloride (intermediate a): 0.714 mol (100 g) of 2-fluorobenzoic acid was added to 100 mL of toluene, and the mixture was heated to 50 °C before 5.7 mol (414 mL) of sulfoxide chloride was added slowly. The reaction mixture was reacted under reflux conditions for 7 hours. Upon completion of the reaction, the excess sulfoxide chloride was removed by evaporation to give 79 g of 2-fluorobenzoyl chloride in 70% yield.

References

[1] Phosphorus, Sulfur and Silicon and Related Elements, 1996, vol. 113, # 1-4, p. 179 - 207
[2] Journal of Organometallic Chemistry, 2005, vol. 690, # 17, p. 3918 - 3928
[3] Organic and Biomolecular Chemistry, 2009, vol. 7, # 23, p. 4886 - 4894
[4] Patent: EP2799437, 2014, A1. Location in patent: Paragraph 0055
[5] Patent: US2014/364431, 2014, A1. Location in patent: Paragraph 0186

2-Fluorobenzoyl chloride

Chemical Properties

Safety Information

MSDS

Usage And Synthesis

Preparation Products And Raw materials

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