1-Chloro-6-iodoperfluorohexane

Base Information

• Chemical Name: 1-Chloro-6-iodoperfluorohexane
• CAS No.: 16486-97-8
• Molecular Formula: C6Cl F12 I
• Molecular Weight: 462.404
• Hs Code.: 2903799090
• European Community (EC) Number: 691-370-8
• DSSTox Substance ID: DTXSID50371479
• Nikkaji Number: J473.896I
• Wikidata: Q81985753
• Mol file: 16486-97-8.mol

Synonyms:1-Chloro-6-iodoperfluorohexane;16486-97-8;1-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodohexane;C6ClF12I;DTXSID50371479;1-Chloro-6-iodododecafluorohexane;Perfluoro(1-chloro-6-iodohexane);MFCD01320787;AKOS007930206;FT-0637367;A810598;1-chloranyl-1,1,2,2,3,3,4,4,5,5,6,6-dodecakis(fluoranyl)-6-iodanyl-hexane;2-[3-[Bis(1-methylethyl)amino]-1-phenylpropyl]-4-methylphenol hydrobromide[( inverted exclamation markA)Tolterodine hydrobromide]

Chemical Property of 1-Chloro-6-iodoperfluorohexane

Chemical Property:

• Vapor Pressure: 7.97mmHg at 25°C
• Refractive Index: 1.36
• Boiling Point: 139.5°Cat760mmHg
• Flash Point: 38.2°C
• PSA: 0.00000
• Density: 2.069g/cm³
• LogP: 5.38700
• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 461.85416
• Heavy Atom Count: 20
• Complexity: 376

Purity/Quality:

98%min ^*data from raw suppliers

1-Chloro-6-iodoperfluorohexane ^*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: C(C(C(C(F)(F)I)(F)F)(F)F)(C(C(F)(F)Cl)(F)F)(F)F

Technology Process of 1-Chloro-6-iodoperfluorohexane

There total 5 articles about 1-Chloro-6-iodoperfluorohexane 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: 57.0%

1,1-Dichloroethylene (75-35-4,9002-85-1) + Silver; 6-chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-hexane-1-sulfinate → 1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane (16486-97-8) + 1,8,8-Trichloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-8-iodo-octane

Guidance literature:

With iodine; In dichloromethane; at -20 ℃; for 0.5h;

DOI:10.1016/S0022-1139(00)84369-9

Reference yield: 32.9%

polytetrafluoroethylene (116-14-3,82785-14-6) + 1-chloro-4-iodo-1,1,2,2,3,3,4,4-octafluorobutane (5848-38-4) → 1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane (16486-97-8) + 1-chloro-1H,8H-hexadecafluoro-8-iodo-octane (16486-98-9) + 1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10-icosafluoro-10-iodo-decane (16486-99-0)

Guidance literature:

With copper; at 80 - 90 ℃; for 1h; Product distribution; further reagent ratio;

DOI:10.1016/S0022-1139(00)81990-9

Reference yield:

polytetrafluoroethylene (116-14-3,82785-14-6) + 1-chloro-1,1,2,2-tetrafluoro-2-iodo-ethane (421-78-3) → 1-chloro-4-iodo-1,1,2,2,3,3,4,4-octafluorobutane (5848-38-4) + 1-Chloro-1,1,2,2,3,3,4,4,5,5,6,6-dodecafluoro-6-iodo-hexane (16486-97-8) + 1-chloro-1H,8H-hexadecafluoro-8-iodo-octane (16486-98-9)

Guidance literature:

at 170 - 180 ℃; for 5h;

DOI:10.1021/jo00022a025

upstream raw materials:

polytetrafluoroethylene

1-chloro-1,1,2,2-tetrafluoro-2-iodo-ethane

1,1-Dichloroethylene

1-chloro-4-iodo-1,1,2,2,3,3,4,4-octafluorobutane

Downstream raw materials:

1-chloro-1H,6H-dodecafluoro-hexane

7-Chloro-1-(2-chloro-phenyl)-2,2,3,3,4,4,5,5,6,6,7,7-dodecafluoro-heptan-1-one

Refernces

• 1、 Cao, Hai-Ping,Chen, Qing-Yun. "Practical and efficient synthesis of perfluoroalkyl iodides from perfluoroalkyl chlorides via modified sulfinatodehalogenation". . p. 1187 - 1190. Retrieved 2007.
• 2、 Chen, Qing-Yun,Su, De-Bao,Yang, Zhen-Yu,Zhu, Rong-Xian. "Copper-Induced Telomerization of Tetrafluoroethylene with Fluoroalkyl Iodides". . p. 483 - 489. Retrieved 2007/10/02.