685-63-2

Basic information

• Product Name: HEXAFLUORO-1,3-BUTADIENE
• Synonyms: HEXAFLUOROBUTA-1,3-DIENE;HEXAFLUOROBUTADIENE-1,3;HEXAFLUORBUTADIENE-1,3;HEXAFLUORO-1,3-BUTADIENE;1,1,2,3,4,4-Hexafluoro-1,3-butadiene;1,1,2,3,4,4-hexafluoro-3-butadiene;1,1,2,3,4,4-hexafluoro-buta-1,3-diene;1,1,2,3,4,4-hexafluorobuta-1,3-diene
• CAS NO: 685-63-2
• Molecular Formula: C₄F₆
• Molecular Weight: 162.03
• EINECS: 211-681-0
• Mol File: 685-63-2.mol

Chemical Properties

• Melting Point: -132°C
• Boiling Point: 6-7°C
• Appearance: Colorless, odorless liquefied gas
• Density: 1.553
• Vapor Pressure: 954mmHg at 25°C
• Refractive Index: 1.378
• Water Solubility: 230.5mg/L at 20℃
• CAS DataBase Reference: HEXAFLUORO-1,3-BUTADIENE(CAS DataBase Reference)
• NIST Chemistry Reference: HEXAFLUORO-1,3-BUTADIENE(685-63-2)
• EPA Substance Registry System: HEXAFLUORO-1,3-BUTADIENE(685-63-2)

Safety Data

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-23-33
• RIDADR: 3161
• Hazardous Substances Data: 685-63-2(Hazardous Substances Data)

Usage

Flammability and Explosibility

Flammable

InChI:InChI=1/C4F6/c5-1(3(7)8)2(6)4(9)10

Upstream product

• 376-42-1 3,4-dichloro-hexafluoro-adipic acid 
• 375-45-1 perfluoro-1,2,3,4-tetrachlorobutane 
• 375-27-9 1,2-dibromo-3,4-dichloro-1,1,2,3,4,4-hexafluoro-butane 
• 336-08-3 perfluoroadipic acid 
• 359-37-5 Iodotrifluoroethylene 
• 354-61-0 1,2-dichloro-1,2,2-trifluoro-1-iodoethane 
• 661-66-5 2,2-Dichlorotrifluoro-1-iodoethane 
• 102682-87-1 trifluorovinyl copper 
• 598-73-2 1-bromo-1,2,2-trifluoroethene 
• 105417-08-1 trifluoroethenylzinc bromide 
• 697-11-0 hexafluorocyclobut-1-ene 
• 123-91-1 1,4-dioxane 
• 64-17-5 ethanol 
• 375-25-7 2,3-dibromo-1,4-dichloro-1,1,2,3,4,4-hexafluoro-butane 

Downstream Products

• 375-24-6 1,2,3,4-tetrabromo-hexafluoro-butane 
• 360-87-2 1,4-dibromohexafluoro-2-butene 
• 697-11-0 hexafluorocyclobut-1-ene 
• 26579-97-5 2-methoxy-2-butenedioic acid dimethyl ester 
• 4827-67-2 perfluoro-(3,6-dihydro-2-methyl-2H-1,2-oxazine) 
• 1489-53-8 1,2,3-trifluorobenzene 
• 367-23-7 1,2,4-trifluorobenzene 
• 92818-42-3 1,2,2,5,6,6-hexafluorotricyclo<3.3.0.0^6,8>octane 
• 710-75-8 1,1,2-Trifluoro-2-trifluorovinyl-3-vinyl-cyclobutane 
• 100-40-3 4-ethenylcyclohexene 
• 135677-48-4 1,2,3,3,6,6-Hexafluoro-4-vinyl-cyclohexene 
• 135677-49-5 (1Z,5Z)-1,2,3,3,8,8-Hexafluoro-cycloocta-1,5-diene 
• 786-01-6 1-tetrafluoroethylidene-2-phenyl-4,4-difluorocyclobutane 
• 109270-34-0 1-phenyl-4-tetrafluoroethylidene-3,3-difluoro-1-cyclobutene 

Relevant articles and documents

Preparation method of hexafluorobutadiene

The invention relates to a preparation method of hexafluorobutadiene, which comprises the following steps: respectively dehydrating a 3, 4-dichlorohexafluoro-1-butene raw material and an organic solvent, adding the dehydrated 3, 4-dichlorohexafluoro-1-butene raw material and the dehydrated organic solvent into a dechlorination reaction kettle together with zinc powder, carrying out a dechlorination reaction to obtain a dechlorination product, and carrying out rectification and catalytic conversion on the dechlorination product to obtain a hexafluorobutadiene product. Compared with the prior art, the method has the advantages that the by-product is rearranged into hexafluorobutadiene by using a catalyst, and rectification purification is combined, so that the purity of the obtained hexafluorobutadiene product is high, the content of impurities such as hexafluoro-2-butyne and hexafluorocyclobutene in the hexafluorobutadiene product is remarkably reduced, the difficulty of downstream production of high-purity hexafluorobutadiene can be reduced, and the purity requirement on 3, 4-dichlorohexafluoro-1-butene raw material is reduced from 99.95% to 99%, the requirement on the purity of the 3, 4-dichlorohexafluoro-1-butene raw material is reduced, the pressure of upstream production and investment is greatly reduced, and the height of a rectifying tower for producing the 3, 4-dichlorohexafluoro-1-butene can be greatly reduced.

Preparation method of hexafluorobutadiene

The invention relates to a preparation method of hexafluorobutadiene, and belongs to the technical field of fluorine-containing gas preparation. The preparation method comprises the following steps: preparing a polar base solution, activated zinc and 1,2-dichloro2iodo-1,1,2-trifluoroethane, further preparing 1,2,3,4-tetrachlorohexafluorobutane, and finally preparing hexafluorobutadiene. Accordingto the method, activated zinc is used in the preparation process and is matched with a polar base solution serving as a solvent, so that the reaction rate is increased, the yield and selectivity of 1,2,3,4-tetrachlorohexafluorobutane are guaranteed; therefore, the problem that the reaction rate is influenced by using zinc particles which are not activated and have larger particles and adopting a solvent with poorer polarity in the prior art is solved; in addition, a non-polar solvent and activated zinc are added in the preparation of hexafluorobutadiene, so that byproducts generated in the preparation process of hexafluorobutadiene are easier to separate while the yield and selectivity of hexafluorobutadiene are ensured.

METHOD FOR PRODUCING HEXAFLUORO-1,3-BUTADIENE

Provided is a method for producing hexafluoro-1,3-butadiene, and the method can produce hexafluoro-1,3-butadiene at an industrially sufficient level of yield. In a reaction liquid containing a halogenated butane represented by chemical formula, CF2X1—CFX2—CFX3—CF2X4 (X1, X2, X3, and X4 are each independently a halogen atom other than a fluorine atom), zinc, and an organic solvent, a reaction is conducted to eliminate the halogen atoms other than a fluorine atom, X1, X2, X3, and X4, from the halogenated butane, yielding hexafluoro-1,3-butadiene. During the reaction, the concentration of a zinc halide generated by the reaction, in the reaction liquid is not more than the solubility of the zinc halide in the organic solvent.

PRODUCTION METHOD FOR HEXAFLUORO-1,3-BUTADIENE

Provided is a method that is for producing hexafluoro-1,3-butadiene, discharges small amounts of industrial wastes, and is industrially applicable. The method for producing hexafluoro-1,3-butadiene includes a reaction step of reacting a halogenated butane represented by chemical formula, CF2X1-CFX2-CFX3-CF2X4 (X1, X2, X3, and X4 are each independently a halogen atom other than a fluorine atom) in an organic solvent in the presence of zinc to eliminate the halogen atoms, X1, X2, X3, and X4, other than the fluorine atoms to generate hexafluoro-1,3-butadiene, giving a reaction product containing the hexafluoro-1,3-butadiene, and an aftertreatment step of separating the hexafluoro-1,3-butadiene from the reaction product produced in the reaction step, then adding water to a reaction product residue after the separating, and removing the organic solvent, giving an aqueous solution of zinc halide.

Preparation method of hexafluoro-1, 3-butadiene

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of hexafluoro-1, 3-butadiene. The method comprises the following steps: cracking R22 used as a raw material to prepare TFE, preparing TFE and Br2 according to a certain ratio under certain conditions to generate dibromotetrafluoroethane, and reacting dibromotetrafluoroethane with TFE at certain temperature under the conditions of zinc powder and a DMF-toluene combined solvent to prepare the hexafluoro-1, 3-butadiene. After the reaction, a gas phase sample is collected and analyzed by GC chromatography, and the proportion of hexafluoro-1, 3-butadiene accounts for more than 85%. The method has the advantages of simple and accessible raw materials, low price, simple and safe technical preparation process, high product yield and the like.

Study on the pyrolysis characteristics of a series of fluorinated cyclopentenes and implication of their environmental influence

3,3,4,4,5,5-hexafluorocyclopentene (6FE), 1,3,3,4,4,5,5-heptafluorocyclopentene (7FE) and octafluorocyclopentene (8FE) are considered as new generation of potential chlorofluorocarbons substitutes. To investigate the thermostabilities, tubular furnace experiments were designed over temperature range of 500-850℃. The results show that 6FE, 7FE and 8FE are all stable below 650 ℃, thus have good stabilities in common storage and practical use condition. Furthermore, considering the short atmospheric lifetimes (several months), low global warming potentials (GWPs, less than 119) and zero ozone depletion potentials (ODPs), the compounds seem no big influences on the climate change.

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.

Synthesis method of halogenated butene

The invention discloses a synthesis method of halogenated butene. The method comprises: (1) carrying out a fluorination reaction on hexachlorobutadiene and a fluorination reagent, and purifying the obtained reaction product to obtain fluorochlorobutane; and (2) carrying out a dehalogenation reaction on the fluorochlorobutane and a dehalogenation reagent in a first solvent, and purifying the obtained reaction product to obtain the halogenated butene. The method has the advantages of simple process, less three wastes, high yield, low cost and the like.

PRODUCTION METHOD OF PERFLUOROALKADIENE COMPOUND

PROBLEM TO BE SOLVED: To provide a method capable of obtaining a perfluoroalkandiene compound in a high yield while reducing the generation amount of impurities which are difficult to separate. SOLUTION: The production method is a method for producing a perfluoroalkandiene compound represented by the general formula (1): CF2=CF-(CF2)n-4-CF=CF2 (1) [in the formula, n represents an integer of 4 to 20.] and comprises a reaction step of reacting a compound represented by the general formula (2): CF2X1-CFX2-(CF2)n-4-CF2-CF2X3 (2) [in the formula, n is the same as defined above; X1, X2 and X3 are the same or different, X1 and X2 represent a halogen atom, and X3 represents a chlorine atom, a bromine atom or an iodine atom, provided that both X1 and X2 are not fluorine atoms] in the presence of a nitrogen-containing compound and zinc or a zinc alloy in an organic solvent in which the reaction step includes a mixing step of sequentially mixing a solution including zinc or a zinc alloy and an organic solvent, a nitrogen-containing compound and the compound represented by the general formula (2). SELECTED DRAWING: None COPYRIGHT: (C)2021,JPOandINPIT

Direct Transformation of Tetrafluoroethylene to Trifluorovinylzinc via sp2C-F Bond Activation

Trifluorovinylzinc is a common synthetic intermediate for trifluorovinyl derivatives, including α,β,β-trifluorostyrenes and hexafluorobutadiene. Here, we report a novel synthetic approach for the formation of trifluorovinylzinc chloride via a C-F bond activation of tetrafluoroethylene (TFE), which is an industrially cost-effective bulk feedstock with a negligible GWP. The present system provides a practical synthetic route to various trifluorovinyl derivatives with very low energy consumption.