66711-86-2

Basic information

• Product Name: 1,1,1,4,4,4-HEXAFLUORO-2-BUTENE
• Synonyms: (2E)-1,1,1,4,4,4-Hexafluorobut-2-ene;(E)-1,1,1,4,4,4-Hexafluorobut-2-ene;(E)-HFO 1336;E-F 11E;HFO 1336mzzm(e);trans-1,1,1,4,4,4-Hexafluoro-2-butene;(2E)-2H,3H-Hexafluorobut-2-ene;trans-1,1,1,4,4,4-Hexafluorobut-2-ene, (2E)-1,1,1,4,4,4-Hexafluorobut-2-ene
• CAS NO: 66711-86-2
• Molecular Formula: C₄H₂F₆
• Molecular Weight: 164.05
• Mol File: 66711-86-2.mol

Chemical Properties

• Boiling Point: 9℃
• Flash Point: -21℃
• Appearance: /
• Density: 1.356
• Vapor Pressure: 163.52kPa at 20.04℃
• CAS DataBase Reference: 1,1,1,4,4,4-HEXAFLUORO-2-BUTENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,1,4,4,4-HEXAFLUORO-2-BUTENE(66711-86-2)
• EPA Substance Registry System: 1,1,1,4,4,4-HEXAFLUORO-2-BUTENE(66711-86-2)

Safety Data

• Hazard Codes: F
• Hazardous Substances Data: 66711-86-2(Hazardous Substances Data)

Usage

Uses

Used in Refrigeration Industry:
1,1,1,4,4,4-hexafluoro-2-butene is used as a refrigerant due to its properties that make it suitable for cooling systems, providing an efficient means to regulate temperature in various settings.
Used as a Precursor in Chemical Synthesis:
In the chemical industry, 1,1,1,4,4,4-hexafluoro-2-butene serves as a precursor for the production of other fluorinated compounds, contributing to the creation of a range of valuable materials.
Used in Foam Production:
1,1,1,4,4,4-hexafluoro-2-butene is utilized as a blowing agent in the manufacturing of insulating foams, enhancing the thermal insulation properties of these materials and improving energy efficiency in construction and other applications.
Used in Plastics and Rubber Manufacturing:
1,1,1,4,4,4-hexafluoro-2-butene is incorporated in the production of plastic and rubber materials, where it imparts specific characteristics such as resistance to heat and chemicals, broadening the applications of these materials in various products.
Used in Medical Imaging:
In the medical field, 1,1,1,4,4,4-hexafluoro-2-butene is employed in the production of contrast agents for medical imaging, aiding in the visualization of internal structures and improving diagnostic capabilities.
However, it is important to note that 1,1,1,4,4,4-hexafluoro-2-butene presents environmental and health hazards. It is a significant greenhouse gas, contributing to global warming, and can cause skin and respiratory irritation upon exposure, necessitating careful handling and use in controlled environments.

Upstream product

• 371-67-5 2,2,2-trifluorodiazoethane 
• 110-83-8 cyclohexene 
• 303-04-8 2,3-dichloro-1,1,1,4,4,4-hexafluoro-2-butene 
• 306-83-2 1,1,1-trifluoro-2,2-dichloroethane 
• 111-92-2 dibutylamine 
• 86884-17-5 1,1,1,4,4,4-hexafluoro-2-butanol 
• 86884-21-1 rac-4,4,4-trifluoro-3-hydroxybutanoic acid 
• 74-85-1 ethene 
• 590-18-1 (Z)-2-Butene 

Relevant articles and documents

Method for preparing E-1, 1, 1, 4, 4, 4-hexafluoro-2-butene by gas phase fluorination

The invention discloses a method for preparing E-1, 1, 1, 4, 4, 4-hexafluoro-2-butene by gas-phase fluorination. The method comprises the following steps: in the presence of a fluorination catalyst, carrying out fluorination reaction on tetrafluorobutane or tetrachlorobutane and hydrogen fluoride to obtain the E-1, 1, 1, 4, 4, 4-hexafluoro-2-butene. The method is mainly used for efficiently and continuously producing E-1, 1, 1, 4, 4, 4-hexafluoro-2-butene in a circulating manner.

METHOD OF HYDRODECHLORINATION TO PRODUCE DIHYDROFLUORINATED OLEFINS

Disclosed is a process for the preparation of fluorine-containing olefins comprising contacting a chlorofluoroalkene with hydrogen in the presence of a catalyst at a temperature sufficient to cause replacement of the chlorine substituents of the chlorofluoroalkene with hydrogen to produce a fluorine-containing olefin, wherein said catalyst is a composition comprising chromium, nickel and optionally an alkali metal selected from potassium and cesium. Also disclosed are catalyst compositions for the hydrodechlorination of chlorofluoroalkenes comprising copper, nickel, and an alkali metal selected from potassium and cesium, and methods of making such catalysts.

PROCESS FOR MAKING 1,1,1,4,4,4-HEXAFLUORO-2-BUTENE

A process is disclosed for making 1,1,1,4,4,4-hexafluoro-2-butene. The process involves reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent and 2,2'-bipyridine. A process is also disclosed for making 1,1,1,4,4,4-hexafluoro-2-butene. The process involves reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent and a Cu(I) salt. A process is further disclosed for making 1,1,1,4,4,4-hexafluoro-2-butene. The process involves reacting 2,2-dichloro-1,1,1-trifluoroethane with copper in the presence of an amide solvent, 2,2'-bipyridine and a Cu(I) salt.

Method of Hydrodechlorination to Produce Dihydrofluorinated Olefins

Disclosed herein is a process for the preparation of fluorine-containing olefins comprising contacting a chlorofluoroalkene with hydrogen in the presence of a catalyst at a temperature sufficient to cause replacement of the chlorine substituents with hydrogen. Also disclosed is a catalyst composition for the hydrodechlorination of chlorofluoroalkenes comprising copper metal deposited on a support.

Matrix-isolation and ab initio molecular orbital study of 2,2,2-trifluoroethylidene

Photolysis of 2,2,2-trifluorodiazoethane (2) in an argon matrix at 12 K generates triplet 2,2,2-trifluoroethylidene (1) in addition to a significant amount of trifluoroethylene (3) and small amounts of trifluoromethyldiazirine (4). These compounds were identified by IR and UV spectroscopy. Short-wavelength - photolysis of the carbene 1 converts it to trifluoroethylene, while slowly warming the matrix to 35 K results in dimerization to the isomeric hexafluorobut-2-enes. High-level ab initio calculations (QCISD(T)6-311(2D,2P)//MP2-FC/6-31G**) are reported for the singlet and triplet states of 2,2,2-trifluoroethylidene as well as for methylene and ethylidene. The calculated IR spectrum for triplet 2,2,2-trifluoroethylidene is in good agreement with the experimental one, but the UV/vis spectrum calculated using the CIS method does not match very well. The transition structures for the 1,2-fluorine atom rearrangement of the single and triplet states of carbene 1 to trifluoroethene were calculated at the QCISD(T)-FC/6-311(2D,2P)//MP2-FC/6-31G** level of theory. The calculated barrier for 1,2-fluorine atom migration in the singlet carbene, 21.5 kcal/mol, is less than suggested by recent experimental results (29 ± 4 kcal/ mol). The calculated barrier for the corresponding rearrangement in the triplet system was 51 kcal/mol. Previous reports concerning the energies and geometries of these calculated transition structures are shown to be in error.

REACTION OF HYDROXY AND CARBONYL COMPOUNDS WITH SULFUR TETRAFLUORIDE. X. REACTION OF ALIPHATIC β-HYDROXYCARBOXYLIC ACIDS WITH SULFUR TETRAFLUORIDE

The reactions of 3-hydroxypropionic, d,l-3-hydroxybutyric, d,l-4,4,4-trifluoro-3-hydroxybutyric, and 4,4,4-trifluoro-3-trifluoromethyl-3-hydroxybutyric acids with sulfur tetrafluoride were investigated.It was shown that the electronic nature of the substituents at the β-carbon atom has a significant effect on the direction of the reactions of β-hydroxycarboxylic acids with sulfur tetrafluoride.

Reaction of aliphatic α-hydroxy carboxylic acids with sulfur tetrafluoride

Trifluoroalkyl fluorosulfites are mostly formed during the reaction of glycolic, d,l-lactic, and d,l-malic acids with sulfur tetrafluoride.Hydrolysis of the products gave the corresponding trifluoromethylcarbinols.