3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene

Base Information

• Chemical Name: 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene
• CAS No.: 19430-93-4
• Molecular Formula: C6H3 F9
• Molecular Weight: 246.075
• Hs Code.: 2903399090
• European Community (EC) Number: 243-053-7
• ICSC Number: 1697
• UN Number: 1993,1954
• UNII: 86ZS98WVU7
• DSSTox Substance ID: DTXSID6047575
• Nikkaji Number: J28.314B
• Wikidata: Q72500444
• Mol file: 19430-93-4.mol

Synonyms:(perfluorobutyl)ethene;1H,1H,2H-perfluoro-1-hexene;3,3,4,4,5,5,6,6,6-nonafluoro-1-hexene;3,3,4,4,5,5,6,6,6-nonafluorohexene;C4F9CHCH2;nonafluorobutylethene;perfluorobutylethylene

Chemical Property of 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene

Chemical Property:

• Appearance/Colour: Colorless liquid.
• Vapor Pressure: 332mmHg at 25°C
• Refractive Index: n20/D 1.3(lit.)
• Boiling Point: 59-60 ºC
• Flash Point: -17 ºC
• PSA: 0.00000
• Density: 1.452
• LogP: 3.64060
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Solubility.: acetone, MEK and trichloroethylene: soluble
• Water Solubility.: 15.6mg/L at 20℃
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 3
• Exact Mass: 246.00910355
• Heavy Atom Count: 15
• Complexity: 248

Purity/Quality:

99% ^*data from raw suppliers

1H,1H,2H-Perfluoro-1-hexene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F
• Statements: 11
• Safety Statements: 16-29-33

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Unsaturated
• Canonical SMILES: C=CC(C(C(C(F)(F)F)(F)F)(F)F)(F)F
• Inhalation Risk: No indication can be given about the rate at which a harmful concentration of this substance in the air is reached on evaporation at 20 °C.
• Effects of Short Term Exposure: The substance is mildly irritating to the eyes.

Technology Process of 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene

There total 13 articles about 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene 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: 89.4%

dimethyl(3,3,4,4,5,5,6,6,6-nonafluorohexen-1-yl)fluorosilane → 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 80 - 90 ℃;

DOI:10.1016/j.jfluchem.2012.03.007

Reference yield: 89.0%

1,3-bis(1-iodo-3,3,4,4,5,5,6,6,6-nonafluorohexan-1-yl)tetramethyldisiloxane (1374104-94-5) → 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4)

Guidance literature:

With tetra-n-butylammoniumfluoride trihydrate; In N,N-dimethyl-formamide; at 100 ℃;

DOI:10.1016/j.jfluchem.2012.07.010

Reference yield: 85.0%

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide (2043-55-2,71215-70-8) + malonic acid dimethyl ester (108-59-8) → 3,3,4,4,5,5,6,6,6-Nonafluoro-1-hexene (19430-93-4) + 2-(3,3,4,4,5,5,6,6,6-nonafluoro-hexyl)-malonic acid dimethyl ester

Guidance literature:

malonic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.333333h;

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide; In tetrahydrofuran; for 18h; Heating;

DOI:10.1016/S0022-1139(00)00388-2

upstream raw materials:

1H,1H,2H,2H-perfluoro-n-hexyl bromide

3,3,4,4,5,5,6,6,6-nonafluorohexyliodide

malonic acid dimethyl ester

diethyl malonate

Downstream raw materials:

(3,3,4,4,5,5,6,6,6-nonafluorohexyl)methyldichlorosilane

3,5-bis(1H,1H,2H,2H-perfluorohexyl)phenol

Refernces

• 1、 Rábai, József,Csapó, ágnes,Bodor, Andrea. "Hiyama coupling reaction of fluorous alkenyl-fluorosilanes: Scope and mechanistic considerations". . p. 85 - 92. Retrieved 2012/05/20.
• 2、 -. "HYDROFLUOROCARBON REFRIGERANT COMPOSITIONS AND USES THEREOF". . . Retrieved 2008/06/13.