2-Pentene, 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-

Base Information

• Chemical Name: 2-Pentene, 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-
• CAS No.: 2070-70-4
• Molecular Formula: C6F12
• Molecular Weight: 300.047
• Hs Code.: 2903399090
• European Community (EC) Number: 671-459-8
• DSSTox Substance ID: DTXSID30880175
• Mol file: 2070-70-4.mol

Synonyms:2070-70-4;Perfluoro-4-methyl-2-pentene;2-Pentene, 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-;4-(Trifluoromethyl)perfluoro-2-pentene;perfluoro-4-methylpent-2-ene;1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-2-pentene;DTXSID30880175;(CF3)2CF-C(F)=C(F)CF3;FT-0634017;A814826;1,1,1,2,3,4,5,5,5-nonafluoro-4-trifluoromethyl-pent-2-ene;1,1,1,2,3,4,5,5,5-nonakis(fluoranyl)-4-(trifluoromethyl)pent-2-ene

Chemical Property of 2-Pentene, 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-

Chemical Property:

• Melting Point: 48-50 °C
• Refractive Index: <1.3000
• Boiling Point: 59.26 °C at 760 mmHg
• Flash Point: 0.081 °C
• PSA: 0.00000
• Density: 1.61 g/cm³
• LogP: 4.53220
• Water Solubility.: insoluble
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 1
• Exact Mass: 299.9808379
• Heavy Atom Count: 18
• Complexity: 323

Purity/Quality:

97% ^*data from raw suppliers

Perfluoro(4-methyl-2-pentene) 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R11:
• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(=C(C(F)(F)F)F)(C(C(F)(F)F)(C(F)(F)F)F)F
• General Description: Perfluoro(4-methylpent-2-ene) is a fluorinated olefin that participates in nucleophilic pentafluorophenylation reactions, as demonstrated in its interaction with trimethylsilylpentafluorobenzene and cesium fluoride. This reaction yields perfluoro-1,1,3-trimethylindane and perfluoro-4-methyl-2-phenyl-2-pentene, suggesting its role as a reactive intermediate in the formation of perfluorinated cyclic and aryl-substituted products. The compound's reactivity is attributed to its ability to form a perfluorinated carbanion, which can undergo further transformations, including fluoride elimination or intramolecular cyclization.

Technology Process of 2-Pentene, 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)-

There total 3 articles about 2-Pentene, 1,1,1,2,3,4,5,5,5-nonafluoro-4-(trifluoromethyl)- 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: 10.0%

perfluoropropylene (116-15-4,13429-24-8,25120-07-4,6792-31-0) → perfluoro-4-methyl-2-pentene (2070-70-4) + perfluorobis(methyl)propylmethyl carbanion (80318-41-8)

Guidance literature:

With Tetrakis(dimethylamino)ethylen; In acetonitrile; for 24h; Ambient temperature;

DOI:10.1016/0040-4020(95)00787-9

Reference yield:

1,1,2,2,3,3-Hexafluoro-cyclopropane (931-91-9) → perfluoropropylene (116-15-4,13429-24-8,25120-07-4,6792-31-0) + trans-1-chloro-1,2,3,3,3-pentafluoro-1-propene (14003-57-7) + perfluoro-4-methyl-2-pentene (2070-70-4)

Guidance literature:

With aluminum chlorofluoride; at 100 ℃; for 4h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

Reference yield:

perfluoropropylene (116-15-4,13429-24-8,25120-07-4,6792-31-0) → perfluoro-2-methylpent-2-ene (1584-03-8) + perfluoro-4-methyl-2-pentene (2070-70-4)

Guidance literature:

With potassium fluoride; 18-crown-6 ether; acetonitrile; In acetonitrile; at 10 - 15 ℃; for 3h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jo00324a033

upstream raw materials:

perfluoropropylene

1,1,2,2,3,3-Hexafluoro-cyclopropane

Downstream raw materials:

perfluoroisohexane

1,1,3-trihydroperfluoro-2,4-dimethylpentan-1-ol

perfluoro-2-methylpent-1-ene

1,1,1,2,2,3,3,5,5,5-decafluoro-4-trifluoromethyl-pentane

Refernces

FORMATION OF PERFLUORO-1,1,3-TRIMETHYLINDANE IN THE REACTION OF TRIMETHYLSILYLPENTAFLUOROBENZENE WITH PERFLUORO-4-METHYL-2-PENTENE

10.1007/BF00953645

The study investigates the intramolecular cyclization of pentafluorobenzene derivatives, focusing on the reaction of trimethylsilylpentafluorobenzene (I) with perfluoro-4-methyl-2-pentene (II) in the presence of cesium fluoride (CsF). This reaction unexpectedly yields approximately equal amounts of perfluoro-1,1,3-trimethylindane (IV) and perfluoro-4-methyl-2-phenyl-2-pentene (III). The authors propose a mechanism where the initial step involves nucleophilic pentafluorophenylation of olefin (II) by a complex of arylsilane (I) and CsF, leading to a perfluorinated carbanion (V). This carbanion can either lose a fluoride ion to form perfluorinated arylolefin (III) or undergo further reactions to form fluorinated indane (IV). The study also includes experimental details on the synthesis and characterization of these compounds, highlighting the unique formation of perfluoroindane derivatives through intramolecular nucleophilic cyclization.