393-52-2

Basic information

• Product Name: 2-Fluorobenzoyl chloride
• Synonyms: 2-Fluorbenzoylchlorid;2-Fluorobenzoyl chlo;2-Fluorobenzoyl chloride, 97% 100ML;2-Fluorobenzoyl chloride, 97% 25ML;2-Fluorobenzenecarbonyl Chloride;NSC 88304;2-Fluorobenzoyl;Orthofluorine benzoyl chloride
• CAS NO: 393-52-2
• Molecular Formula: C₇H₄ClFO
• Molecular Weight: 158.56
• EINECS: 206-887-2
• Product Categories: Aromatics;Miscellaneous Reagents;Acid Halides;Aryl Fluorinated Building Blocks;Building Blocks;C7;Carbonyl Compounds;Chemical Synthesis;Fluorinated Building Blocks;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Fluorobenzene;Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 393-52-2.mol
• Article Data: 114

Chemical Properties

• Melting Point: 4 °C(lit.)
• Boiling Point: 90-92 °C15 mm Hg(lit.)
• Flash Point: 180 °F
• Appearance: Clear colorless to faintly colored/Liquid
• Density: 1.328 g/mL at 25 °C(lit.)
• Vapor Pressure: 8.22E-06mmHg at 25°C
• Refractive Index: n20/D 1.536(lit.)
• Storage Temp.: Refrigerator, Under Inert Atmosphere
• Solubility: Chloroform (Slightly)
• Water Solubility: Decomposition
• Sensitive: Lachrymatory
• BRN: 636864
• CAS DataBase Reference: 2-Fluorobenzoyl chloride(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Fluorobenzoyl chloride(393-52-2)
• EPA Substance Registry System: 2-Fluorobenzoyl chloride(393-52-2)

Safety Data

• Hazard Codes: C
• 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
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 393-52-2(Hazardous Substances Data)

Usage

Description

2-Fluorobenzoyl chloride, with the chemical formula C7H4ClFO and CAS number 393-52-2, is an organic compound that serves as a valuable intermediate in various chemical reactions and organic synthesis processes. It is characterized by the presence of a fluorine atom attached to a benzoyl chloride moiety, which imparts unique reactivity and properties to the molecule.

Uses

Used in Organic Synthesis:
2-Fluorobenzoyl chloride is used as a synthetic intermediate for the preparation of various organic compounds. Its unique reactivity, due to the presence of the fluorine atom, makes it a versatile building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in the Preparation of 3-(N-Hydroxycarbamimidoyl)-benzoic Acid Methyl Ester:
2-Fluorobenzoyl chloride is utilized in the synthesis of 3-(N-Hydroxycarbamimidoyl)-benzoic acid methyl ester, a compound that may have potential applications in medicinal chemistry and drug development.
Used in Hollow-Fiber Liquid Phase Microextraction with In Situ Derivatization Method:
2-Fluorobenzoyl chloride has been employed in the development of a hollow-fiber liquid phase microextraction with in situ derivatization method coupled with HPLC-UV. This technique is used for the determination of metformin hydrochloride in biological fluids, providing a sensitive and efficient analytical approach for the detection and quantification of this important pharmaceutical compound.

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.

InChI:InChI:1S/C7H4ClFO/c8-7(10)5-3-1-2-4-6(5)9/h1-4H

Upstream product

• 445-29-4 o-fluoro-benzoic acid 
• 724-37-8 2-fluoro-N-(phenylmethyl)benzamide 
• 320-11-6 1-(tert-butyl)-2-fluorobenzene 
• 69038-73-9 2-flourobenzoic acid tert-butyl 
• 3416-93-1 2-(4,5-Dihydro-1,3-oxazol-2-yl)aniline 
• 10026-13-8 phosphorus pentachloride 
• 108-95-2 phenol 
• 79-37-8 oxalyl dichloride 

Downstream Products

• 126921-79-7 2,6-dichloro-3-(2-fluorobenzoylamino)-pyridine 
• 147394-58-9 (2-Fluoro-phenyl)-(2-methyl-2,3-dihydro-benzofuran-5-yl)-methanone 
• 100468-25-5 2-Fluoro-N-(3-[1,2,4]triazol-1-yl-propyl)-benzamide 
• 79091-17-1 N?(1,3?benzothiazol?2?yl)?2?fluorobenzamide 
• 111596-00-0 4-(2-Fluoro-benzoyl)-2,5-dimethyl-1H-pyrrole-3-carboxylic acid methyl ester 
• 101019-01-6 Chroman-6-yl-(2-fluoro-phenyl)-methanone 
• 78460-73-8 N-(2-benzoxazolyl)-2-fluorobenzamide 
• 93669-26-2 2-Fluoro-N-(3-imidazol-1-yl-propyl)-benzamide 
• 126921-76-4 3-(2-fluorobenzoylamino)-2-chloropyridine 
• 103608-17-9 (2-fluorophenyl)(2-methyl-1H-indol-3-yl)methanone 
• 115512-65-7 (2-Fluoro-phenyl)-(2-hydroxymethyl-piperidin-1-yl)-methanone 
• 51234-77-6 2-[2-(2-fluoro-phenyl)-benzooxazol-5-yl]-propionic acid 
• 61151-92-6 2-(2-Fluoro-benzoylamino)-3-oxo-butyric acid ethyl ester 
• 69422-21-5 N-{3-[(3,4-Dimethoxy-phenyl)-methyl-amino]-2-hydroxy-propyl}-2-fluoro-benzamide 

Relevant articles and documents

The smart 2-(2-fluorobenzoyl)-n-(2-methoxyphenyl)hydrazinecarbothioamide functionalized as Ni(II) sensor in micromolar concentration level and its application in live cell imaging

In recent years, fluorescent probes for the detection of environmentally and biologically important metal cations have received extensive attention for designing and development of fluorescent chemosensors. Herein, we report the photophysical results of 2

Imidazo[4,5-c]pyridine derivative and application thereof

The invention relates to a novel imidazo[4,5-c]pyridine derivative represented by a general formula I, and pharmaceutically acceptable salts, solvates or prodrugs of the novel imidazo[4,5-c]pyridine derivative, wherein the substituent R and R' are defined as in the specification. The invention also relates to an effect of the compound represented by the general formula I in inhibiting an NS5B RNA-dependent RNA polymerase (NS5B polymerase for short) which is necessary in a replication process of hepatitis c virus, also relates to an application of the compound, and pharmaceutically acceptable salts, hydrates or prodrugs of the compound in preparation of medicines for treating viral diseases, and especially relates to an application in preparation of medicines for treating and/or preventinghepatitis c.

Optimization of a 1,3,4-oxadiazole series for inhibition of Ca2+/calmodulin-stimulated activity of adenylyl cyclases 1 and 8 for the treatment of chronic pain

Adenylyl cyclases type 1 (AC1) and 8 (AC8) are group 1 transmembrane adenylyl cyclases (AC) that are stimulated by Ca2+/calmodulin. Studies have shown that mice depleted of AC1 have attenuated inflammatory pain response, while AC1/AC8 double-knockout mice display both attenuated pain response and opioid dependence. Thus, AC1 has emerged as a promising new target for treating chronic pain and opioid abuse. We discovered that the 1,3,4-oxadiazole scaffold inhibits Ca2+/calmodulin-stimulated cyclic adenosine 3‘,5‘-monophosphate (cAMP) production in cells stably expressing either AC1 or AC8. We then carried out structure-activity relationship studies, in which we designed and synthesized 65 analogs, to modulate potency and selectivity versus each AC isoform in cells. Furthermore, molecular docking of the analogs into an AC1 homology model suggests the molecules may bind at the ATP binding site. Finally, a prioritized analog was tested in a mouse model of inflammatory pain and exhibited modest analgesic properties. In summary, our data indicate the 1,3,4-oxadiazoles represent a novel scaffold for the cellular inhibition of Ca2+/calmodulin-stimulated AC1- and AC8 cAMP and warrant further exploration as potential lead compounds for the treatment of chronic inflammatory pain.