375-42-8

Usage

Composition

Carbon, hydrogen, bromine, and chlorine atoms

Type of compound

Halogenated organic compound

Uses

a. Fire extinguishing agent
b. Propellant in aerosol products

Reactivity

Highly reactive

Volatility

Highly volatile

Environmental impact

a. Ozone-depleting substance
b. Greenhouse gas

Health hazards

Potential environmental and health hazards

Regulation

Production and use restricted and regulated in many countries

Alternatives

Use has been phased out in favor of more environmentally friendly alternatives

InChI:InChI=1/C4Br2Cl2F6/c5-3(11,12)1(7,9)2(8,10)4(6,13)14

Upstream product

• 354-54-1 1-chloro-1-iodo-2-bromo-1,2,2-trifluoroethane 
• 354-51-8 1,2-dibromo-1-chloro-1,2,2-trifluoroethane 
• 79-38-9 Chlorotrifluoroethylene 

Downstream Products

• 685-63-2 hexafluoro-1,3-butadiene 
• 107932-13-8 2,3-dichloro-1,1,2,3,4,4-hexafluorobutane 
• 85131-86-8 1,6-Dibromo-2,3,5-trichloro-1,1,2,3,4,4,5,6,6-nonafluorohexane 

Relevant academic research and scientific papers

Preparation method of hexafluoro-1,3-butadiene and intermediate thereof

The invention discloses a preparation method of hexafluoro-1,3-butadiene and an intermediate thereof, wherein the preparation method of hexafluoro-1,3-butadiene comprises the steps: A1, carrying out areaction on 1,2-dibromo-1-chloro-1,2,2-trifluoroethane with trifluorohaloethylene in a polar aprotic solvent under the action of an initiator, and rectifying and purifying a reaction solution to obtain 1,4-dibromo-2-chloro-3-halo-1,1,2,3,4,4-hexafluorobutane, wherein the structural formula of trifluorohaloethylene is CF2=CFX, X is Cl, Br or I, and the initiator is selected from at least one of azodiisobutyronitrile, di-tert-butyl peroxide, dibenzoyl peroxide, dicumyl peroxide, tert-butyl hydroperoxide, potassium persulfate and ammonium persulfate; and A2, carrying out dehalogenation reactionon 1,4-dibromo-2-chloro-3-halo-1,1,2,3,4,4-hexafluorobutane and zinc powder to obtain hexafluoro-1,3-butadiene. The preparation method has the advantages of simple process, mild reaction conditions, suitability for industrial production and the like.

ADDITION OF 1,2-DIBROMO-1-CHLOROTRIFLUOROETHANE TO CHLOROTRIFLUOROETHYLENE INDUCED BY UV-RADIATION. SYNTHESIS OF PERFLUORO-1,3-BUTADIENE AND PERFLUORO-1,3,5-HEXATRIENE

Photochemically initiated reaction of 1,2-dibromo-1-chlorotrifluoroethane (II) with chlorotrifluoroethylene (I) gave 38percent 1,4-dibromo-2,3-dichlorohexafluorobutane (III) and 19percent 1,6-dibromo-2,3,5-trichlorononafluorohexane (IV) in addition to the higher telomers.Dehalogenations of III and IV yielded perfluoro-1,3-butadiene (VI) and perfluoro-1,3,5-hexatriene (VIII) with 3-chlorononafluoro-1,5-hexadiene (VII), respectively.Photochemical reduction of butane III with 2-propanol resulted in a preferential reduction of C-Br bonds, and from 2,3-dichloro-1,1,2,3,4,4-hexafluorobutane (IX) thus formed, esters of difluoroacetic acid were prepared by dehalogenation of IX and subsequent oxidation and esterification of the product.The photochemical reduction of hexane IV gave a mixture of 79percent trichlorononafluorohexane XII and 21percent dichlorononafluorohexane XIII.The mechanism of formation of the unusual products of the title addition reaction is discussed.