374-39-0

Usage

Uses

Used in Chemical Industry:
2,3,3,4,4,4-Hexafluorobut-1-ene is used as a building block for the production of other fluorinated compounds and polymers. Its unique properties, such as high chemical stability and heat resistance, make it a key component in the synthesis of various specialty materials.
Used in Refrigeration Industry:
2,3,3,4,4,4-Hexafluorobut-1-ene is used as a component in the manufacturing of refrigerants. Its heat resistance and chemical stability contribute to the development of efficient and long-lasting refrigeration systems.
Used in Lubricant Industry:
2,3,3,4,4,4-Hexafluorobut-1-ene is used in the production of lubricants due to its ability to withstand high temperatures and resist chemical reactions. Its incorporation into lubricants enhances their performance and durability in various applications.
Used in Propellant Industry:
2,3,3,4,4,4-Hexafluorobut-1-ene is utilized in the formulation of propellants for various applications, such as aerosol products and other pressurized systems. Its flammability and heat resistance make it a suitable component for these formulations.
However, it is important to note that 2,3,3,4,4,4-Hexafluorobut-1-ene is considered a greenhouse gas and has been targeted for regulation due to its potential environmental impact. Additionally, it poses health risks if inhaled or in contact with skin, and proper safety measures should be taken when handling this chemical.

Upstream product

• 374-96-9 4-bromo-1,1,1,2,2,3,3-heptafluorobutane 
• 374-98-1 2,2,3,3,4,4,4-heptafluoro-1-iodobutane 
• 74-85-1 ethene 
• 357-26-6 octafluoro-1-butene 

Relevant academic research and scientific papers

METHOD FOR PRODUCING HEXA-FLUORO-BUTENE

PROBLEM TO BE SOLVED: To provide a method for simply and efficiently producing an industrially useful hexa-fluoro-butene having a low boiling point by combining fluorine-containing olefins such as industrially easily available octa-fluoro-butene and hexa-fluoro-propylene or the like under a mild condition. SOLUTION: Provided is a method for producing hexa-fluoro-butene in which, under the presence of a metal-carbene complex compound (10) having an olefin metathesis reaction activity, a particular combination between a fluorine-containing 1-butene and an ethylene or fluorine-containing ethylene, or a particular combination between a fluorine-containing propene and a fluorine-containing propene is reacted by cross-metathesis reaction. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPO&INPIT

Impact of fluorine substituents on the rates of nucleophilic aliphatic substitution and β-elimination

A measure of the quantitative effect of proximate fluorine substituents on the rates of SN2 and E2 reactions has been obtained through a study mainly of reactions of fluorinated n-alkyl bromides with weak base, strong nucleophile azide ion and strong base/nucleophile methoxide ion in the protic solvent methanol and the aprotic solvent, DMSO. The order of reactivity for SN2 reactions of azide in methanol at 50 °C was found to be: n-alkyl-Br > n-alkyl-CHFBr > n-perfluoroalkyl-CH2CH 2Br n-perfluoroalkyl-CH2Br > n-alkyl-CF2Br. Approximate relative rates of reaction were: 1, 0.20, 0.12, 1 × 10 -4, -5. The order of reactivity for E2 reactions was found to be: n-perfluoroalkyl-CH2CH2Br n-alkyl-CF2Br > n-alkyl-CHFBr > n-alkyl-Br. The approximate relative rates for reaction of methoxide in methanol at 50 °C were: 1100, 4.4, 1.9, 1.

Synthesis of hydrofluoroalkanols and hydrofluoroalkenes

Described herein is a process for the manufacture of hydrofluoroalkanols of the structure RfCFClCHROH, comprising reacting a halofluorocarbon of the structure RfCFX2, wherein each X is independently selected from Cl, Br, and I, with an aldehyde and a reactive metal in a reaction solvent to generate a reaction product comprising a metal hydrofluoroalkoxide, neutralizing said metal hydrofluoroalkoxide to produce a hydrofluoroalkanol, and recovering the hydrofluoroalkanol. Also described herein are methods of manufacturing hydrofluoroalkenes of the structure RfCF═CHR from halofluorocarbons of the structure RfCFX2, wherein each X is independently selected from Cl, Br, and I, comprising (1) reacting halofluorocarbons of the structure RfCFX2, wherein each X is independently selected from Cl, Br, and I, with an aldehyde and a reactive metal to generate a reaction product comprising a metal hydrofluoroalkoxide, and reductively dehydroxyhalogenating said metal hydrofluoroalkoxide to produce a hydrofluoroalkene or (2) reacting a hydrofluoroalkanol of the structure RfCFXCHROH or a hydrofluoroalkoxide of the structure RfCFXCHROMX, wherein M is a reactive metal in the +2 oxidation state, with a carboxylic acid anhydride and a reactive metal in a reaction solvent to form a hydrofluoroalkene and isolating the hydrofluoroalkene. In particular, 2,3,3,3,-tetrafluoro-1-propene may be manufactured with this process. Also described are compounds of the formula RfCFClCHROC(═O)R′.