348-51-6

Basic information

• Product Name: 2-Chlorofluorobenzene
• Synonyms: 1-chloro-2-fluoro-benzen;1-Fluoro-2-chlorobenzene;o-Chorofluorobenzene;o-Fluorochlorobenzene;O-CHLOROFLUOROBENZENE;1-CHLORO-2-FLUOROBENZENE;2-FLUOROCHLOROBENZENE;2-CHLOROFLUOROBENZENE
• CAS NO: 348-51-6
• Molecular Formula: C₆H₄ClF
• Molecular Weight: 130.55
• EINECS: 206-476-8
• Product Categories: Other fluorin-contained compounds;Aromatic Hydrocarbons (substituted) & Derivatives;Fluorobenzene;Chlorine Compounds;Fluorine Compounds;500 Series Drinking Water Methods;Alpha Sort;C;CAlphabetic;CHChemical Class;FluoroEPA;Halogenated;Method 502;Volatiles/ Semivolatiles;Aryl;C6;Halogenated Hydrocarbons;alkyl Fluorine| alkyl chloride
• Mol File: 348-51-6.mol
• Article Data: 50

Chemical Properties

• Melting Point: −43-−42 °C(lit.)
• Boiling Point: 137-138 °C(lit.)
• Flash Point: 88 °F
• Appearance: Clear colourless to light yellow liquid
• Density: 1.244 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.791mmHg at 25°C
• Refractive Index: n20/D 1.501(lit.)
• Storage Temp.: Flammables area
• Water Solubility: 501.9mg/L(25 oC)
• BRN: 1855301
• CAS DataBase Reference: 2-Chlorofluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chlorofluorobenzene(348-51-6)
• EPA Substance Registry System: 2-Chlorofluorobenzene(348-51-6)

Safety Data

• Hazard Codes: Xi,F,T
• Statements: 10-36/38-36/37/38-39/23/24/25-23/24/25-11
• Safety Statements: 16-26-36/37-37/39-45-7
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• TSCA: Yes
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 348-51-6(Hazardous Substances Data)

Usage

Chemical Properties

Clear colourless to light yellow liquid

Uses

1-Chloro-2-fluorobenzene was used in the 9F NMR analysis of conversion of 3,4-fluoro- and 3-chloro-4-fluoroaniline by Rhodococcus sp. strain. It was used in microwave-assisted traceless rapid synthesis of benzimidazolones on Ameba resin.

InChI:InChI=1/C6H4FI/c7-5-3-1-2-4-6(5)8/h1-4H

Upstream product

• 367-21-5 3-chloro-4-fluorophenylamine 
• 1072-85-1 o-fluorobromobenzene 
• 462-06-6 fluorobenzene 
• 697-14-3 2-chloro-2,3,3-trifluoro-1-vinylcyclobutane 
• 108-90-7 chlorobenzene 
• 95-51-2 o-chloroaniline 
• 95-50-1 1,2-dichloro-benzene 
• 76-05-1 trifluoroacetic acid 
• 71-43-2 benzene 
• 1956-97-4 2-chlorobenzenediazonium tetrafluoroborate 
• 7782-50-5 chlorine 
• 7705-08-0 iron(III) chloride 
• 56-23-5 tetrachloromethane 
• 7790-99-0 Iodine monochloride 

Downstream Products

• 372-19-0 meta-fluoroaniline 
• 348-54-9 2-Fluoroaniline 
• 350-30-1 3-chloro-4-fluoronitrobenzene 
• 350-31-2 1-chloro-2-fluoro-4-nitrobenzene 
• 91-16-7 1,2-dimethoxybenzene 
• 766-51-8 2-Chloroanisole 
• 2132-80-1 4,4'-Dimethoxybiphenyl 
• 388-82-9 2,2'-difluorobiphenyl 
• 72093-47-1 4-methoxy-2'-fluorobiphenyl 
• 4877-93-4 2,2'-Dimethoxybiphenyl 
• 80254-65-5 2-fluoro-2'-methoxy-1,1'-biphenyl 
• 1806-29-7 2,2'-dihydroxybiphenyl 
• 439-80-5 2'-fluoro-[1,1'-biphenyl]-2-ol 
• 78850-78-9 1-fluoro-2-(m-tolyloxy)benzene 

Relevant articles and documents

AROMATIC FLUORINE CHEMISTRY. PART 2. PREPARATION OF CHLOROFLUOROBENZENES VIA FLUORINATION OF DICHLOROBENZENES WITH KF

The 1,2-, 1,3-, and 1,4-chlorofluorobenzenes have been prepared via KF exchange on the corresponding dichlorobenzenes.

Deaminative fluorination of anilines using potassium hydrogen fluoride and silicon tetrafluoride

It has been found that the combination of potassium hydrogen fluoride and silicon tetrafluoride works as an efficient fluorinating agent for the deaminative fluorination of anilines. A one-pot diazotization of anilines followed by fluoro-dediazoniation proceeds with this combination of the reagents and t-butyl nitrite to afford fluoroarenes.

Lewis Acid Mediated Fluorinations of Aromatic Substrates

Direct fluorination of aromatic substrates, PhZ (Z=Cl, CHO, CH(OCH2)2, NO2, CO2CH2CH3, OH, NHCH3, OCH3, CH3) in the presence and absence of BCl3 or AlCl3, has been investigated.For PhCl and PhOH, inclusion of boron trichloride increased the percent conversion and the amount of para product.However, AlCl3 caused an increase in the ortho regioselectivity in the reaction with chlorobenzene.For PhCHO, inclusion of a Lewis acid decreased the percent conversion.In the presence of BCl3, the ethylene glycol acetal of PhCHO gave only ortho and para fluorinated derivatives with improved conversion.PhCO2CH2CH3 was unaffected by the inclusion of Lewis acid while the percentage conversion of PhNO2 increased only slightly.Fluorination of PhNHCH3, PhOCH3, or PhCH3 gave complex reaction mixtures. p-Nitroanisole gave rise to only 2-fluoro-4-nitroanisole in the presence or absence of either Lewis acid.

Two-step regioselective synthesis of 1,2-difluorobenzenes from chlorotrifluoroethylene and buta-l,3-dienes

The gas-phase copyrolysis of chlorotrifluoroethylene with buta-1,3-diene, penta-1,3-diene, or isoprene in a flow reactor at 440–480°C gave 4-chloro-4,5,5-trifluorocyclohex-1-enes. The latter treated with aqueous KOH under condition of phase-transfer catalysis were selectively converted into 1,2-difluorobenzene, 2,3-difluorotoluene, or 3,4-difluorotoluene.

DIRECT PALLADIUM-CATALYZED AROMATIC FLUORINATION

Provided herein are palladium complexes comprising a ligand of Formula (Α') and a ligand of Formula (B), wherein R1-R18 are as defined herein. The palladium complexes are useful in methods of fluorinating aryl and heteroaryl substrates. Further provided are compositions and kits comprising the palladium complexes.