403-43-0

Basic information

• Product Name: 4-Fluorobenzoyl chloride
• Synonyms: 4-fluoro-benzoylchlorid;Benzoyl chloride, p-fluoro-;para-Fluorobenzoyl chloride;p-Fluorobenzoic acid chloride;P-FLUOROBENZOYL CHLORIDE;FLUOROBENZOYL(4-) CHLORIDE;LABOTEST-BB LTBB000747;4-Fluorobenozylchloride
• CAS NO: 403-43-0
• Molecular Formula: C₇H₄ClFO
• Molecular Weight: 158.56
• EINECS: 206-961-4
• Product Categories: Benzene derivatives;Fluorobenzene;Acid Halides;Carbonyl Compounds;Organic Building Blocks;Carbonyl Compounds
• Mol File: 403-43-0.mol
• Article Data: 144

Chemical Properties

• Melting Point: 10-12 °C(lit.)
• Boiling Point: 82 °C20 mm Hg(lit.)
• Flash Point: 180 °F
• Appearance: Clear colorless to light yellow/Liquid
• Density: 1.342 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.000277mmHg at 25°C
• Refractive Index: n20/D 1.532(lit.)
• Storage Temp.: 2-8°C
• Water Solubility: Reacts with water.
• Sensitive: Lachrymatory
• BRN: 386215
• CAS DataBase Reference: 4-Fluorobenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluorobenzoyl chloride(403-43-0)
• EPA Substance Registry System: 4-Fluorobenzoyl chloride(403-43-0)

Safety Data

• Hazard Codes: C
• Statements: 34-36/37-14
• Safety Statements: 26-36/37/39-45-28A-27
• RIDADR: UN 3265 8/PG 2
• WGK Germany: 3
• F: 10-19
• TSCA: T
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 403-43-0(Hazardous Substances Data)

Usage

Chemical Properties

clear colourless to light yellow liquid

Uses

It is used in the synthesis of polyphenylene ether and thioether ketones and also in the synthesis fluorinated poly(aryl ether ketone)s containing 1,4-naphthalene moieties. It is also used as a raw material in engineering of plastics.

General Description

4-Fluorobenzoyl chloride undergoes Friedel-Crafts acylation reaction with 2,6-dimethylnaphthalene to give 1,5-bis(4-fluorobenzoyl)-2,6-dimethylnaphthalene.

InChI:InChI=1/C6H4FNO2/c7-5-2-1-4(3-8-5)6(9)10/h1-3H,(H,9,10)

Upstream product

• 456-22-4 4-Fluorobenzoic acid 
• 93342-79-1 1-(4-Fluoro-benzoyl)-3-methyl-3H-imidazol-1-ium; chloride 
• 352-32-9 p-fluorotoluene 
• 352-34-1 4-fluoro-1-iodobenzene 
• 122-04-3 4-nitro-benzoyl chloride 
• 100-20-9 terephthaloyl chloride 
• 707-74-4 (trichloromethyl)mesitylene 
• 13656-36-5 3,5-dichloro-2,4,6-trifluorobenzoic acid 
• 24167-56-4 N,N-dimethyl-4-fluorobenzamide 
• 403-33-8 methyl 4-flurobenzoate 
• 402-42-6 4-fluoro-1-trichloromethylbenzene 
• 316142-60-6 N-(4-cyanophenyl)-4-fluorobenzamide 
• 141-75-3 butyryl chloride 
• 14432-12-3 4-Amino-2-chloropyridine 

Downstream Products

• 2561-29-7 6-(4-fluoro-benzoylamino)-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 579-49-7 2-(4-fluorobenzoyl)thiophene 
• 4146-56-9 4-fluoro-benzoic acid-(2-piperidino-ethyl ester) 
• 325-97-3 4-fluoro-N-(pyridine-2-yl)benzamide 
• 325-98-4 4-fluoro-N-(pyrimidin-2-yl)benzamide 
• 1893-23-8 4-fluoro-benzoic acid-(1-phenyl-2-pyrrolidino-ethyl ester); hydrochloride 
• 345-92-6 4,4'-Difluorobenzophenone 
• 2069-41-2 (4-bromophenyl)-(4-fluorophenyl)methanone 
• 451-28-5 rac-2-(4-fluorobenzamido)propanoic acid 
• 532-90-1 4-fluoro-benzoic acid-(3-diethylamino-propyl ester) 
• 399-12-2 4-fluoro-benzoic acid-(2-dipropylamino-ethyl ester) 
• 399-14-4 4-fluoro-benzoic acid-(3-dipropylamino-propyl ester) 
• 451-60-5 4-fluoro-benzoic acid-(2-dibutylamino-ethyl ester) 
• 451-67-2 4-fluoro-benzoic acid-(3-dibutylamino-propyl ester) 

Relevant articles and documents

Branched-arm macromolecule liquid crystals-containing fluorine and isosorbide-structure and properties

A new series of cholesteric fluorated branched-arm liquid crystals (CHFBALCs) compound (MFA1-MFA4), with isosorbide as chiral core, was synthesized. Four precursors of branched-arm FA1-FA4 were obtained firstly

Synthesis and Characterization of Two Chiral Pyrrolyl α-Nitronyl Nitroxide Radicals and Determination of their Cytotoxicity and Radioprotective Properties in C6 Cells and Mice under Ionizing Radiation

In this study, two chiral nitronyl nitroxyl radicals, L1 and D1, were synthesized and evaluated for their potential radioprotective properties in vitro and in vivo. We synthesized the new stable nitronyl nitroxide radicals, L1 and D1, according to Ullman'

Photo-on-Demand Synthesis of Vilsmeier Reagents with Chloroform and Their Applications to One-Pot Organic Syntheses

The Vilsmeier reagent (VR), first reported a century ago, is a versatile reagent in a variety of organic reactions. It is used extensively in formylation reactions. However, the synthesis of VR generally requires highly toxic and corrosive reagents such as POCl3, SOCl2, or COCl2. In this study, we found that VR is readily obtained from a CHCl3 solution containing N,N-dimethylformamide or N,N-dimethylacetamide upon photo-irradiation under O2 bubbling. The corresponding Vilsmeier reagents were obtained in high yields with the generation of gaseous HCl and CO2 as byproducts to allow their isolations as crystalline solid products amenable to analysis by X-ray crystallography. With the advantage of using CHCl3, which bifunctionally serves as a reactant and a solvent, this photo-on-demand VR synthesis is available for one-pot syntheses of aldehydes, acid chlorides, formates, ketones, esters, and amides.

One-step Conversion of Amides and Esters to Acid Chlorides with PCl3

A general and efficient iodine-promoted chlorination of amides and esters with phosphorus trichloride is described. For the first time. Various inactivated amides including secondary and tertiary amides were directly converted to the corresponding acid chlorides in one-step. The substrate scope of methyl esters including aromatic and aliphatic esters was also explored under this system. This method is simple, scalable and wide in scope, which provides an approach to preparation of these acid chlorides.