(Z)-1,1,1,4,4,4-HEXAFLUORO-2-BUTENE

Base Information

• Chemical Name: (Z)-1,1,1,4,4,4-HEXAFLUORO-2-BUTENE
• CAS No.: 692-49-9
• Molecular Formula: C4H2F6
• Molecular Weight: 164.05
• Hs Code.: 2903399090
• DSSTox Substance ID: DTXSID90985276
• Wikidata: Q72481701
• Mol file: 692-49-9.mol

Synonyms:(Z)-1,1,1,4,4,4-HEXAFLUORO-2-BUTENE

Chemical Property of (Z)-1,1,1,4,4,4-HEXAFLUORO-2-BUTENE

Chemical Property:

• Vapor Pressure: 60.435kPa at 20.01℃
• Boiling Point: 9℃
• Flash Point: -21℃
• PSA: 0.00000
• Density: 1.356
• LogP: 2.66720
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 164.00606904
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% min ^*data from raw suppliers

(Z)-1,1,1,4,4,4-Hexafluoro-2-butene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=CC(F)(F)F)C(F)(F)F
• Uses: Z-1,1,1,4,4,4-Hexafluoro-2-butene is a useful compound in regards to heat transfer applications due to the stability of the carbon fluorine bond.

Technology Process of (Z)-1,1,1,4,4,4-HEXAFLUORO-2-BUTENE

There total 16 articles about (Z)-1,1,1,4,4,4-HEXAFLUORO-2-BUTENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 56.0%

4-fluorobenzaldehyde (459-57-4) + (E)-triethyl(1,1,1,4,4,4-hexafluorobuten-2-yl)silane → 1,1,1,4,4,4-hexafluoro-2(Z)-butene (692-49-9) + (Z)-1-triethylsiloxy-2,3-bis(trifluoromethyl)-1-(4-fluorophenyl)prop-2-ene

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; 1,2-dimethoxyethane; at -50 - 20 ℃; Reagent/catalyst; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.jfluchem.2021.109922

Reference yield:

1,1,1-trifluoro-2,2-dichloroethane (306-83-2) → 1,1,1,4,4,4-hexafluoro-2(Z)-butene (692-49-9) + trans-1,1,1,4,4,4-hexafluoro-2-butene (66711-86-2) + Vinylidene fluoride (75-38-7) + 1,1,3,3,3-pentafluoro-2-methyl-1-propene (2253-00-1)

Guidance literature:

With diethylamine; copper; at 20 ℃; for 64h; under 915.2 - 1018.63 Torr; Product distribution / selectivity; Inert atmosphere;

Reference yield:

1,1,1-trifluoro-2,2-dichloroethane (306-83-2) + dibutylamine (111-92-2) → 1,1,1,4,4,4-hexafluoro-2(Z)-butene (692-49-9) + trans-1,1,1,4,4,4-hexafluoro-2-butene (66711-86-2) + Vinylidene fluoride (75-38-7) + 1,1,1-trifluoro-3-aza-2-hepten

Guidance literature:

copper(I) chloride; copper; at 20 - 80 ℃; under 966.916 - 1328.93 Torr; Product distribution / selectivity; Inert atmosphere;

upstream raw materials:

2,2,2-trifluorodiazoethane

rac-4,4,4-trifluoro-3-hydroxybutanoic acid

1,1,1,4,4,4-hexafluoro-2-butanol

2,3-dichloro-1,1,1,4,4,4-hexafluoro-2-butene

Downstream raw materials:

1,1,1-trifluoro-but-2-ene

1,1,1-trifluoro-pent-2-ene

Refernces

• 1、 -. "Method for preparing E-1, 1, 1, 4, 4, 4-hexafluoro-2-butene by gas phase fluorination". Paragraph 0031-0033. . Retrieved 2021/05/01.
• 2、 -. "Method of Hydrodechlorination to Produce Dihydrofluorinated Olefins". Page/Page column 8. . Retrieved 2009/01/24.