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Chloropentafluorobenzene is an organic compound with the chemical formula C6ClF5, featuring a benzene ring with one chlorine atom and five fluorine atoms attached to it. It is a versatile intermediate in the synthesis of various fluorinated organic compounds and has unique chemical and physical properties due to the presence of fluorine atoms.

344-07-0

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344-07-0 Usage

Uses

Used in the Chemical Industry:
Chloropentafluorobenzene is used as a key intermediate in the synthesis of various fluorinated organic compounds for different applications.
Used in the Preparation of 1,2-difluoro-1,2-bis-(pentafluorophenyl)dichlorane:
Chloropentafluorobenzene is used as a starting material for the preparation of 1,2-difluoro-1,2-bis-(pentafluorophenyl)dichlorane through a fluorination reaction with elemental fluorine at 128°C. Chloropentafluorobenzene can be further utilized in the production of specialty polymers and materials with unique properties.
Used in the Preparation of 5-chloro-1-(difluorochloro)-2,3,4,5,6,6-hexafluoro-1,3-cyclohexadiene:
Chloropentafluorobenzene is also used in the synthesis of 5-chloro-1-(difluorochloro)-2,3,4,5,6,6-hexafluoro-1,3-cyclohexadiene via a reaction with chlorine trifluoride at -78°C. This intermediate can be employed in the production of various fluorinated compounds with potential applications in pharmaceuticals, agrochemicals, and materials science.

Safety Profile

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

Check Digit Verification of cas no

The CAS Registry Mumber 344-07-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,4 and 4 respectively; the second part has 2 digits, 0 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 344-07:
(5*3)+(4*4)+(3*4)+(2*0)+(1*7)=50
50 % 10 = 0
So 344-07-0 is a valid CAS Registry Number.
InChI:InChI=1/C6ClF5/c7-1-2(8)4(10)6(12)5(11)3(1)9

344-07-0 Well-known Company Product Price

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  • TCI America

  • (P0850)  Chloropentafluorobenzene  >98.0%(GC)

  • 344-07-0

  • 25g

  • 490.00CNY

  • Detail
  • Alfa Aesar

  • (A15384)  Chloropentafluorobenzene, 98+%   

  • 344-07-0

  • 10g

  • 168.0CNY

  • Detail
  • Alfa Aesar

  • (A15384)  Chloropentafluorobenzene, 98+%   

  • 344-07-0

  • 50g

  • 1314.0CNY

  • Detail
  • Alfa Aesar

  • (A15384)  Chloropentafluorobenzene, 98+%   

  • 344-07-0

  • 250g

  • 4303.0CNY

  • Detail

344-07-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 1-chloro-2,3,4,5,6-pentafluorobenzene

1.2 Other means of identification

Product number -
Other names CHLOROPENTAFLUOROBENZENE

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:344-07-0 SDS

344-07-0Relevant articles and documents

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

Bardin, Vadim V.,Trukhin, Dmitrii V.,Adonin, Nicolay Yu.,Starichenko, Vladimir F.

, p. 1431 - 1435 (2004)

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

Formation of NO(A 2Σ+, C 2Πr, D 2Σ+) by the ion-ion neutralization reactions of NO+ with C6F5Cl-, C6F5Br-, and C6F5- at thermal energy

Tsuji, Masaharu,Ishimi, Hiroaki,Nishimura, Yukio,Obase, Hiroshi

, p. 2701 - 2709 (1996)

The ion-ion neutralization reactions of NO+(Χ 1Σ+:υ″ = 0) with C6F5Cl-, C6F5Br-, and C6F5- have been spectroscopically studied in the flowing helium afterglow. The NO(Α 2Σ+ - Χ 2Πr,C 2Πr-Χ 2Πr,D 2Σ+-Χ 2Πr) emission systems are observed in the NO+/C6F5Cl- reaction with the branching ratios of 0.96, 0.017, and 0.028, respectively, while only the NO(Α-Χ) emission system is found in the NO+/C6F5Br- and NO+/C6F5- reactions. The vibrational and rotational distributions of NO(Α, C, D) indicate that only 1%-11% of the excess energy is deposited into vibration and rotation of NO(Α, C, D) for all the reactions. In the NO+/C6F5X- (X=Cl,Br) reactions, a major part of the excess energy is expected to be partitioned into the relative translational energy of the neutral products and the vibrational energy of C6F5X. A comparison of the observed vibrational and rotational distributions with the statistical prior ones indicates that the reaction dynamics is not governed by a simple statistical theory because of the large impact parameter. The excitation mechanism of NO(Α, C, D) in the ion-ion neutralization reactions of NO+ with C6F5X- (X=F,Cl,Br,CF3) and C6F5- is discussed.

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

Platonov,Osina,Maksimov,Kolechkina

, p. 191 - 192 (1999)

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

Unexpected distinction in reactivity of pentafluorobenzenesulfonyl halides toward organolithiums and organomagnesium halides

Bardin, Vadim V.,Maksimov, Alexander M.

, p. 731 - 737 (2017/10/16)

C6F5SO2Cl reacts with organolithiums and organomagnesium halides RM (R = Me, Bu, Ph; M = Li, MgX) to give mainly C6F5H and C6F5Cl. C6F5SO2Br and

PROCESS FOR THE PREPARATION OF ORGANIC HALIDES

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Paragraph 00146, (2017/08/01)

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.

Synthesis of chloropolyfluoroarenes from polyfluoroarenethiols and PCl5

Nikul'shin,Maksimov,Platonov

, p. 200 - 205 (2016/04/19)

Replacement of the thiol group in polyfluoroarenethiols with chlorine was performed by treating with PCl5 as chlorinating agent. By heating in ampules at 200-220°C polyfluoro- and polyfluorochloroarenethiols with PCl5 mono- and dichloropolyfluoroarenes and also 1,2,4-trifluorotrichlorobenzene were synthesized. Dichloropolyfluoroarenes contain chlorine atoms in ortho- and para-positions.

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]

Koppe, Karsten,Haner, Jamie,Mercier, Hlne P. A.,Frohn, Hermann-J.,Schrobilgen, Gary J.

, p. 11640 - 11661 (2015/01/16)

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).

Interaction of the electrophilic bis(pentafluorophenyl)iodonium cation [(C6F5)2I]+ with the ambident pseudohalogenide anions [SCN]- and [CN]-

Hirschberg, Markus E.,Barthen, Peter,Frohn, Hermann-Josef,Bl?ser, Dieter,Tobey, Briac,Jansen, Georg

, p. 28 - 33 (2014/05/20)

The iodonium pseudohalide compounds, [(C6F5) 2I][X] (X = SCN and CN) were synthesized by means of fluoride substitution in [(C6F5)2I][F] with the Lewis acidic reagents (CH3)3Si-NCS and (CH3) 3Si-CN. The isolated iodonium pseudohalides are intrinsically unstable solids. Decomposition resulted in equimolar amounts of C 6F5I and C6F5SCN or C 6F5I and C6F5CN, respectively. In case of [(C6F5)2I][SCN] single crystals could be grown from CH2Cl2. The crystal structure revealed a dimer with an eight membered ring formed by two ambident anions bridging the iodine atoms of two cations by N and S coordination. The favored dimerization of [(C6F5)2I][SCN] and [(C6F 5)2I][CN] in the gas phase is supported by ab initio computations.

A neutral Gold(III)-Boron transmetalation

Hofer, Manuel,Gomez-Bengoa, Enrique,Nevado, Cristina

supporting information, p. 1328 - 1332 (2014/04/17)

The occurrence of direct transmetalation between gold(III) and boron species during gold-catalyzed cross-coupling reactions has recently become the subject of intense discussion. In this work, we investigate the transmetalation reaction between discrete, stable gold(III) complexes and boron reagents. Interestingly, electron-rich arylboronic acids remain unreactive under neutral conditions, whereas electron-deficient species undergo transmetalation in a highly efficient manner.

Thermal versus photochemical reductive elimination of aryl chlorides from NHC-gold complexes

Ghidiu, Michael J.,Pistner, Allen J.,Yap, Glenn P. A.,Lutterman, Daniel A.,Rosenthal, Joel

supporting information, p. 5026 - 5029 (2013/10/08)

Two homologous complexes of the type [(NHC)AuI-Ar], in which the aryl substituent was either phenyl or pentafluorophenyl, were prepared. Treatment of [(IPr)AuIC6F5] with PhICl 2 leads directly to the expected AuIII oxidation addition product [(IPr)AuIII(Cl)2C6F5]. This complex is thermally stable but undergoes photochemical reductive elimination to deliver [(IPr)AuICl] and C6F5Cl. In contrast, the reaction of [(IPr)AuIPh] with PhICl2 does not deliver an isolable AuIII oxidation addition product but rather leads directly to the formation of [(IPr)AuICl] and PhCl, presumably via a [(IPr)AuIII(Cl)2Ph] intermediate. These related reactivity pathways are rationalized on the basis of the electronic structures of the two [(NHC)AuI-Ar] complexes.

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