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
• Article Data: 7

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

General Description

1,1,1,4,4,4-hexafluoro-2-butene is a chemical compound with the molecular formula C4F6. It is a colorless gas with a slightly sweet aroma, and it is highly flammable. 1,1,1,4,4,4-hexafluoro-2-butene is used as a refrigerant and as a precursor in the production of other fluorinated compounds. 1,1,1,4,4,4-hexafluoro-2-butene is also used as a blowing agent in the production of insulating foams, and it is a component in the manufacturing of plastic and rubber materials. Additionally, it is used in some medical applications, such as in the production of contrast agents for medical imaging. 1,1,1,4,4,4-hexafluoro-2-butene is also known to have environmental and health hazards, as it is a significant greenhouse gas and can cause skin and respiratory irritation upon exposure.

Upstream product

• 590-18-1 (Z)-2-Butene 
• 371-67-5 2,2,2-trifluorodiazoethane 
• 74-85-1 ethene 
• 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 
• 110-83-8 cyclohexene 

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 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.