360-89-4

Basic information

• Product Name: OCTAFLUORO-2-BUTENE
• Synonyms: (2E)-1,1,1,2,3,4,4,4-Octafluoro-2-butene;1,1,1,2,3,4,4,4-octafluoro-2-buten;2-Butene, 1,1,1,2,3,4,4,4-octafluoro-;2-Butene, octafluoro-;FC-1318;NA 2422;octafluoro-2-buten;Octafluorobutene-2
• CAS NO: 360-89-4
• Molecular Formula: C₄F₈
• Molecular Weight: 200.03
• EINECS: 206-640-9
• Mol File: 360-89-4.mol

Chemical Properties

• Melting Point: -136°C
• Boiling Point: 1,2°C
• Flash Point: °C
• Appearance: /
• Density: 1.5297
• Vapor Pressure: 1360mmHg at 25°C
• Refractive Index: 1.2480 (estimate)
• CAS DataBase Reference: OCTAFLUORO-2-BUTENE(CAS DataBase Reference)
• NIST Chemistry Reference: OCTAFLUORO-2-BUTENE(360-89-4)
• EPA Substance Registry System: OCTAFLUORO-2-BUTENE(360-89-4)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 23-38
• RIDADR: 2422
• TSCA: T
• HazardClass: 2.2
• Hazardous Substances Data: 360-89-4(Hazardous Substances Data)

Usage

Uses

Used in Chemical Industry:
OCTAFLUORO-2-BUTENE is used as a chemical intermediate for the synthesis of other chemicals. Its unique properties make it a valuable component in the creation of a range of products within the chemical industry.
Used in Fluoropolymer Production:
OCTAFLUORO-2-BUTENE is used as a monomer in the production of fluoropolymers. These polymers are known for their exceptional chemical resistance, thermal stability, and non-stick properties, making them ideal for applications in the aerospace, automotive, and electronics industries.
Used in Refrigerant Industry:
OCTAFLUORO-2-BUTENE is also utilized in the refrigerant industry as a component in the development of new, environmentally friendly refrigerants. These refrigerants are designed to have a lower global warming potential and reduced ozone depletion potential compared to traditional refrigerants.
Used in Fire Suppression Systems:
Due to its nonflammable nature, OCTAFLUORO-2-BUTENE can be used in the development of fire suppression systems. These systems are crucial in protecting valuable equipment and infrastructure from the devastating effects of fires.
Used in Medical Imaging:
OCTAFLUORO-2-BUTENE can be used in the production of contrast agents for medical imaging, such as computed tomography (CT) scans. These agents help to enhance the visibility of internal structures within the body, allowing for more accurate diagnoses and treatment planning.

Reactivity Profile

OCTAFLUORO-2-BUTENE may be incompatible with strong oxidizing and reducing agents. Also may be incompatible with many amines, nitrides, azo/diazo compounds, alkali metals, and epoxides.

Health Hazard

Vapors may cause dizziness or asphyxiation without warning. Vapors from liquefied gas are initially heavier than air and spread along ground. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating, corrosive and/or toxic gases.

Fire Hazard

Some may burn but none ignite readily. Containers may explode when heated. Ruptured cylinders may rocket.

Safety Profile

Mildly toxic by inhalation.Mutation data reported. When heated to decomposition itemits toxic fumes of Fí.

InChI:InChI=1/C4F8/c5-1(3(7,8)9)2(6)4(10,11)12

Upstream product

• 355-20-4 2,3-dichloro-1,1,1,2,3,4,4,4-octa-fluorobutane 
• 93830-84-3 perfluoro-3,4-dimethyl-3,4-epoxyhexane 
• 1516-64-9 (E)-perfluoro-2-butene 
• 116-15-4 perfluoropropylene 
• 423-39-2 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane 
• 79-38-9 Chlorotrifluoroethylene 
• 7440-44-0 pyrographite 
• 87-68-3 Hexachlorobutadiene 
• 63011-82-5 {1,2-difluoro-1,2-bis(trifluoromethyl)-1,2-ethanediyl}bis(pentafluorosulfur(VI)) 
• 31702-89-3 1-nitrosotetrafluoroethanesulfonyl fluoride 
• 7726-95-6 bromine 
• 116-14-3 polytetrafluoroethylene 
• 354-64-3 Pentafluoroethyl iodide 
• 354-89-2 (pentafluoro ethyl) trifluoro silane 

Downstream Products

• 5300-26-5 β-Fluor-α,β-bis(trifluormethyl)styrol 
• 5300-27-6 β-Fluor-α,β-bis(trifluormethyl)styrol 
• 353-50-4 Carbonyl fluoride 
• 354-34-7 trifluoroacetyl fluoride 
• 3299-24-9 Fluorameisensaeure-perfluormethylester 
• 307-34-6 Perfluorooctane 
• 927-84-4 bis(trifluoromethyl)peroxide 
• 67282-99-9 perfluoro(3,4-dimethyl-2,5-dioxa-hexane) 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 420-56-4 trimethylsilyl fluoride 
• 74898-36-5 trans-2,3,3,3-tetrafluoro-1-trifluoromethylprop-1-enyltrimethylsilane 
• 2154-59-8 difluoro-methylene 
• 116-15-4 perfluoropropylene 
• 355-25-9 perfluorobutane 

Relevant articles and documents

METHOD FOR PRODUCING FLUOROOLEFIN COMPOUND

To provide a method for producing a fluoroolefin compound having four or more carbon atoms, in an industrially inexpensive manner, with a high conversion rate and high selectivity.SOLUTION: The present invention provides a method for producing a fluoroolefin compound having four or more carbon atoms, the method having a step of subjecting a halogenated fluoroolefin compound having two or more carbon atoms to dimerization, in the presence of an alkali metal fluoride, to obtain the fluoroolefin compound.SELECTED DRAWING: None

Preparation method of Z-1,1,1,4,4,4-hexafluoro-2-butene

The invention relates to a preparation method of Z-1,1,1,4,4,4-hexafluoro-2-butene, belonging to the field of chemical synthesis. The method comprises the following steps of taking hexachlorobutadiene (HCBD) as a raw material, performing gas-phase catalytic chlorination-fluoridation separation to obtain 2,3-dichlorohexafluoro-2-butene, performing liquid-phase dechlorination to obtain hexafluoro-2-butyne, and preparing the Z-1,1,1,4,4,4-hexafluoro-2-butene (Z-HFO-1336mzz) by means of performing gas-phase catalytic hydrogenation, wherein three reactions are included totally. The Z-1,1,1,4,4,4-hexafluoro-2-butene with high selectivity is obtained by means of performing catalytic hydrogenation by adopting the hexafluoro-2-butyne, and meanwhile the product is easily separated from side products and the raw material. The method disclosed by the invention has the advantages that the original raw material is easily obtained, the activity of a catalyst is high, the service life of the catalyst is long, the raw material can be recycled, and the standard of zero emissions is reached.

Addition of some unreactive fluoroalkanes to tetrafluoroethylene.: Direct catalytic synthesis of F-butene-2

Condensation of trifluoromethanes, CF3X (X=H, Cl, Br, I), with tetrafluorethylene to form the corresponding F-n-propyl adducts have been carried out with aluminum chlorofluoride as catalyst. Yields of C3F7I and C3F7Br are especially good, making these useful perfluoropropyl intermediates readily available. Details of the reactions, especially the presence of low percentages of perfluoroisopropyl iodide and bromide in the products, are accounted for by proposed mechanisms involving halonium intermediates. Longer-chain primary iodides can also be added to tetrafluoroethylene, but the final products are predominantly fluoroolefins, with pentafluoroethyl iodide as a byproduct. In the case of the addition of C2F5I to tetrafluoroethylene, conditions for an efficient, low temperature dimerization of terafluoroethylene to F-butene-2 catalyzed by a combination of C2F5I/aluminum chlorofluoride have been defined. Evidence for an unusual transfer of I+ from the iodonium derivative of F-butene-2 to tetrafluoroethylene is presented.

Intermediates of thermal transformations of perfluoro-organic compounds. New spectral data and reactions

New completely fluorinated intermediates were identified from spectroscopic studies of thermal reactions of perfluoro-olefins, some carbocycles, and perfluoro-oxiranes in the gas phase. Detailed mechanisms of several complex reactions were established. For example, the mechanism of higher perfluoro-olefin synthesis from lower species under pyrolysis was established. Following this mechanism the first stage is the reversible reaction of biradicaloid formation which are isomeric to perfluoro-olefins. It was shown that biradicaloids are the primary intermediates in recombination of singlet completely fluorinated carbenes.

Electrophilic reactions of fluorocarbons under the action of aluminum chlorofluoride, a potent Lewis acid

A new Lewis acid - aluminum chlorofluoride - was demonstrated to be an effective catalyst for the isomerisation of fluoroolefins, polyfluorinated epoxides and cyclopropanes.At ambient temperature this catalyst converts perfluorobutadiene-1,3 into perfluorobutyne-2 and perfluoro(4-methylpentene-2) into perfluoro(2-methylpentene-2) in nearly quantitative yield.At 100 deg C, aluminum chlorofluoride causes the cleavage of perfluorinated tertiary amines. - Keywords: Electrophilic reactions; Fluorocarbons; Aluminum chlorofluoride; Lewis acid; NMR spectroscopy

NEW DATA ON THE MECHANISM OF THERMAL TRANSFORMATIONS OF PERFLUOROOLEFINS. BIRADICAL INTERMEDIATES

It was shown by kinetic spectroscopy that biradicals are formed during the thermal gas-phase transformations of perfluoroolefins and perfluorinated small rings under strictly homogeneous conditions of pulsed adiabatic compression.The role of these radicals in the mechanism of the transformations of perfluoroolefins is discussed.The rate constants and equilibrium constants of some elementary stages are determined.

INFLUENCE OF CROWN ETHERS ON THERMAL DECARBOXYLATION OF SALTS OF PERFLUOROCARBOXYLIC ACIDS

Thermal decarboxylation of potassium salts of perfluorocarboxylic acids in the presence of 20 mole percent of crown ethers takes place in 1 h at 180 deg C and gives internal perfluoroolefins in yields of up to 95percent.The predominance in product mixtures of isomers whose double bond is adjacent to the trifluoromethyl group is associated with kinetic control of the reaction.The kinetic parameters of the process have been found and the relative activities of a series of crown ethers have been established.A scheme is advanced to show their influence on the reaction studied.

Reactions Involving Fluoride Ion. Part 30. Preparation and Reactions of Epoxides Derived from Perfluoroalkyl Substituted Alkenes

Reactions of alkenes that are oligomers of tetrafluoroethene or hexafluorocyclobutene with sodium hypochlorite give epoxides which show remarkable overall stability.Ring-opening reactions, induced by fluoride ion, yield alkenes, ketones, and acid fluorides.