344-07-0

Basic information

• Product Name: Chloropentafluorobenzene
• Synonyms: PENTAFLUOROCHLOROBENZENE;1-Chloro-2,3,4,5,6-pentafluorobenzene;1-chloro-2,3,4,5,6-pentafluoro-benzene;benzene,chloropentafluoro-;chloropentafluoro-benzen;Chloroperfluorobenzene;Chlorpentafluorbenzol;Pentafluorophenyl chloride
• CAS NO: 344-07-0
• Molecular Formula: C₆ClF₅
• Molecular Weight: 202.51
• EINECS: 206-450-6
• Product Categories: Aromatic Hydrocarbons (substituted) & Derivatives;Aryl;C6;Halogenated Hydrocarbons;organofluorine compounds;Aryl Fluorinated Building Blocks;Building Blocks;Chemical Synthesis;Fluorinated Building Blocks;Halogenated Hydrocarbons;Organic Building Blocks;Organic Fluorinated Building Blocks;Other Fluorinated Organic Building Blocks;Halogenated Heterocycles ,Pyrimidines
• Mol File: 344-07-0.mol
• Article Data: 32

Chemical Properties

• Melting Point: -15.66°C
• Boiling Point: 122-123 °C750 mm Hg(lit.)
• Flash Point: 116-118°C
• Appearance: Clear colorless/Liquid
• Density: 1.569
• Refractive Index: n20/D 1.424(lit.)
• Storage Temp.: Refrigerator
• BRN: 1819389
• CAS DataBase Reference: Chloropentafluorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: Chloropentafluorobenzene(344-07-0)
• EPA Substance Registry System: Chloropentafluorobenzene(344-07-0)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 20-36/37/38
• Safety Statements: 23-24/25-26
• WGK Germany: 2
• RTECS: CZ1225500
• TSCA: T
• Hazardous Substances Data: 344-07-0(Hazardous Substances Data)

Usage

Chemical Properties

CLEAR COLOURLESS LIQUID

Uses

Chloropentafluorobenzene has been used in the preparation of:1,2-difluoro-1,2-bis-(pentafluorophenyl)dichlorane via fluorination with elemental fluorine at 128°C5-chloro-1-(difluorochloro)-2,3,4,5,6,6-hexafluoro-1,3-cyclohexadiene via reaction with chlorine trifluoride at ?78°C

General Description

Reaction between chloropentafluorobenzene and strong N-bases in polar aprotic solvents and in the presence of water has been investigated. Chloropentafluorobenzene on reaction with ammonia yields 4-chloro-2,3,5,6-tetrafluoroaniline and 2-chloro-3,4,5,6-tetrafluoroaniline.

Safety Profile

Experimental teratogenic effects reported. Mutation data reported. When heated to decomposition it emits toxic vapors of Fí and Clí.

InChI:InChI=1/C6ClF5/c7-1-2(8)4(10)6(12)5(11)3(1)9

Upstream product

• 121-69-7 N,N-dimethyl-aniline 
• 1800-29-9 decafluoroazoxybenzene 
• 79-38-9 Chlorotrifluoroethylene 
• 118-74-1 hexachlorobenzene 
• 828-73-9 pentafluorophenyl hydrazine 
• 392-56-3 Hexafluorobenzene 
• 428-59-1 Hexafluoropropene oxide 
• 123358-32-7 cis-5,6-dichlorohexafluorocyclohexa-1,3-diene 
• 832-53-1 pentafluorobenzenesulonyl chloride 
• 106-99-0 buta-1,3-diene 
• 2314-97-8 iodotrifluoromethane 
• 771-60-8 2,3,4,5,6-pentafluoroaniline 
• 71-43-2 benzene 
• 179531-49-8 α,α-dichlorodecafluoroisopropylbenzene 

Downstream Products

• 5875-75-2 9-methyl-5,6,7,8-tetrafluoro-1,4-dihydronaphthalen-1,4-imine 
• 80588-40-5 4-chlorononafluorodiphenylamine 
• 121721-39-9 methyl 9-pentafluorophenylfluorene-9-carboxylate 
• 121721-38-8 9-(4-Chloro-2,3,5,6-tetrafluoro-phenyl)-9H-fluorene-9-carboxylic acid methyl ester 
• 121088-12-8 4-chloro-2,3,5,6-tetrafluoro-1-t-butoxybenzene 
• 2560-56-7 1,4-Difluor-tetrakis-phenylmercapto-benzol 
• 13371-17-0 butyltriphenylphosphonium chloride 
• 35171-60-9 1-Pentyltriphenylphosphonium chloride 
• 3851-64-7 2,3,5,6-Tetrafluorobis(phenylsulphonyl)benzene 
• 1835-61-6 1-chloro-2,3,5,6-tetrafluorobenzene 
• 363-72-4 Pentafluorobenzene 
• 769-37-9 1-chloro-2,3,4,5-tetrafluorobenzene 
• 56354-50-8 Bis(4-chloro-2,3,5,6-tetrafluorophenyl)sulfide 
• 56354-52-0 1,4-Bis(4-chloro-2,3,5,6-tetrafluorothiophenoxy)tetrafluorobenzene 

Relevant articles and documents

Dehalogenative aromatization of perchlorofluoroalicyclic compounds C6Cl6F6, C10Cl8F8 and C5Cl4F5N in the vapour phase or in solution

Dehalogenation of perhalogenated cyclohexanes C6Cl6F6, 1-azacyclohexenes C5Cl4F5N and bicyclo[4.4.0]dec-1(6)-enes C10Cl8F8 in the vapour phase over iron fil

The formation of 1,2,3,4-tetrafluoronaphthalene in the co-pyrolysis of pentafluorobenzenesulphonyl chloride or pentafluoronitrobenzene with butadiene

Co-pyrolysis of pentafluorobenzenesulphonyl chloride or pentafluoronitrobenzene with butadiene in a flow system at 500-635°C gave 1,2,3,4-tetrafluoronaphthalene.

PROCESS FOR THE PREPARATION OF ORGANIC HALIDES

The present invention provides a halo-de-carboxylation process for the preparation of organic chlorides, organic bromides and mixtures thereof, from their corresponding carboxylic acids, using a chlorinating agent selected from trichloroisocyanuric acid (TCCA), dichloroisocyanuric acid (DCCA), or combination thereof, and a brominating agent.

Xenon(IV)-carbon bond of [C6F5XeF2]+; Structural characterization and bonding of [C6F5XeF2][BF4], [C6F5XeF2][BF4]·2HF, and [C6F5XeF2][BF4]· n NCCH 3 (n = 1, 2); And the fluorinating properties of [C6F5XeF2][BF4]

The [C6F5XeF2]+ cation is the only example of a XeIV-C bond, which had only been previously characterized as its [BF4]- salt in solution by multi-NMR spectroscopy. The [BF4]- salt and its new CH3CN and HF solvates, [C6F5XeF2][BF4]·1.5CH3CN and [C6F5XeF2][BF4]·2HF, have now been synthesized and fully characterized in the solid state by lowerature, single-crystal X-ray diffraction and Raman spectroscopy. Crystalline [C6F5XeF2][BF4] and [C6F5XeF2][BF4]·1.5CH3CN were obtained from CH3CN/CH2Cl2 solvent mixtures, and [C6F5XeF2][BF4]·2HF was obtained from anhydrous HF (aHF), where [C6F5XeF2][BF4]·1.5CH3CN is comprised of an equimolar mixture of [C6F5XeF2][BF4]·CH3CN and [C6F5XeF2][BF4]·2CH3CN. The crystal structures show that the [C6F5XeF2]+ cation has two short contacts with the F atoms of [BF4]- or with the F or N atoms of the solvent molecules, HF and CH3CN. The lowerature solid-state Raman spectra of [C6F5XeF2][BF4] and C6F5IF2 were assigned with the aid of quantum-chemical calculations. The bonding in [C6F5XeF2]+, C6F5IF2, [C6F5XeF2][BF4], [C6F5XeF2][BF4]·CH3CN, [C6F5XeF2][BF4]·2CH3CN, and [C6F5XeF2][BF4]·2HF was assessed with the aid of natural bond orbital analyses and molecular orbital calculations. The 129Xe, 19F, and 11B NMR spectra of [C6F5XeF2][BF4] in aHF are reported and compared with the 19F NMR spectrum of C6F5IF2, and all previously unreported J(129Xe-19F) and J(19F-19F) couplings were determined. The long-term solution stabilities of [C6F5XeF2][BF4] were investigated by 19F NMR spectroscopy and the oxidative fluorinating properties of [C6F5XeF2][BF4] were demonstrated by studies of its reactivity with K[C6F5BF3], Pn(C6F5)3 (Pn = P, As, or Bi), and C6F5X (X = Br or I).