1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluorohexadec-7-ene

Base Information

• Chemical Name: 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluorohexadec-7-ene
• CAS No.: 120464-27-9
• Molecular Formula: C16H19 F13
• Molecular Weight: 458.306
• Hs Code.: 2903590090
• DSSTox Substance ID: DTXSID10379855
• Mol file: 120464-27-9.mol

Synonyms:1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadec-7-ene;120464-27-9;SCHEMBL9226908;DTXSID10379855;UFXJXRIUXCGTRG-UHFFFAOYSA-N;FT-0765811

Chemical Property of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluorohexadec-7-ene

Chemical Property:

• Boiling Point: 276.6±8.0 °C(Predicted)
• PSA: 0.00000
• Density: 1.282±0.06 g/cm3(Predicted)
• LogP: 8.03200
• XLogP3: 9.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 12
• Exact Mass: 458.1279167
• Heavy Atom Count: 29
• Complexity: 531

Purity/Quality:

98%min ^*data from raw suppliers

1-(Perfluorohexyl)dec-1-ene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCC=CC(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F

Technology Process of 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluorohexadec-7-ene

There total 4 articles about 1,1,1,2,2,3,3,4,4,5,5,6,6-Tridecafluorohexadec-7-ene 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: 39.0%

1-decyne (764-93-2) + n-perfluorohexyl iodide (355-43-1) → undecafluorohexanoic acid (307-24-4) + 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadec-7-ene (120464-27-9)

Guidance literature:

With disodium hydrogenphosphate; potassium dihydrogenphosphate; urease; at 25 - 30 ℃;

DOI:10.1021/jo00245a041

Reference yield:

1-decyne (764-93-2) + 1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane (335-56-8) → 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadec-7-ene (120464-27-9) + 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadec-7-ene

Guidance literature:

With Eosin Y; water; sodium thiosulfate; In tetrahydrofuran; acetonitrile; at 20 ℃; for 17h; Overall yield = 35%; Overall yield = 32.1 mg; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.8b03596

Reference yield:

1-decyne (764-93-2) + perfluoro-n-hexyl chloride (355-41-9) → 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadec-7-ene (120464-27-9) + 1,1,1,2,2,3,3,4,4,5,5,6,6-tridecafluorohexadec-7-ene

Guidance literature:

With triphenylphosphine; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 100 ℃; for 7h; Title compound not separated from byproducts.;

DOI:10.1021/jo010178j

upstream raw materials:

1-decyne

n-perfluorohexyl iodide

perfluoro-n-hexyl chloride

1-bromo-1,1,2,2,3,3,4,4,5,5,6,6,6-tridecafluorohexane

Refernces

• 1、 Yajima, Tomoko,Shigenaga, Satsuki. "Metal-Free Visible Light Hydroperfluoroalkylation of Unactivated Alkenes Using Perfluoroalkyl Bromides". supporting information. p. 138 - 141. Retrieved 2019/01/11.
• 2、 Kitazume, Tomoya,Ikeya, Takanobu. "A Remarkably Simple Route to Perfluoroalkylated Olefins and Perfluoroalkanoic Acids". . p. 2350 - 2352. Retrieved 2007/10/02.