1-Chloro-8-iodoperfluorooctane

Base Information

• Chemical Name: 1-Chloro-8-iodoperfluorooctane
• CAS No.: 16486-98-9
• Molecular Formula: C₈ClF₁₆I
• Molecular Weight: 562.42
• Hs Code.: 2903799090
• European Community (EC) Number: 689-837-6
• DSSTox Substance ID: DTXSID20371481
• Nikkaji Number: J477.714J
• Wikidata: Q81985755
• Mol file: 16486-98-9.mol

Synonyms:1-Chloro-8-iodoperfluorooctane;16486-98-9;1-chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-8-iodooctane;Octane, 1-chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-8-iodo-;SCHEMBL14715178;DTXSID20371481;UUDAHXKFALCGJQ-UHFFFAOYSA-N;MFCD01320707;AKOS007930208;1-chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-8-iodo-octane;FT-0637368;A810599

Chemical Property of 1-Chloro-8-iodoperfluorooctane

Chemical Property:

• Vapor Pressure: 1.35mmHg at 25°C
• Refractive Index: 1.346
• Boiling Point: 178.2°Cat760mmHg
• Flash Point: 61.6°C
• PSA: 0.00000
• Density: 2.02g/cm³
• LogP: 6.65760
• XLogP3: 7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 7
• Exact Mass: 561.84778
• Heavy Atom Count: 26
• Complexity: 538

Purity/Quality:

98%min ^*data from raw suppliers

1-Chloro-8-iodoperfluorooctane ^*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(C(F)(F)I)(F)F)(F)F)(F)F)(C(C(C(F)(F)Cl)(F)F)(F)F)(F)F
• Uses: 1-Chloro-8-iodoperfluorooctane (CAS# 16486-98-9) is a fluoroalkylation agent used in a variety of synthetic applications, such as in the preparation of chiral fluorine-containing γ-butyrolactones.

Technology Process of 1-Chloro-8-iodoperfluorooctane

There total 4 articles about 1-Chloro-8-iodoperfluorooctane 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: 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:

Sodium; 8-chloro-1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-hexadecafluoro-octane-1-sulfinate → 1-chloro-1H,8H-hexadecafluoro-8-iodo-octane (16486-98-9)

Guidance literature:

With sodium persulfate; iodine; In water; dimethyl sulfoxide; at 20 ℃; for 1h;

DOI:10.1016/j.jfluchem.2007.04.018

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

Downstream raw materials:

1-chloro-1H,8H-hexadecafluoro-octane

Ethyl 11-chloro-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-hexadecafluoroundecanoate

toluene-4-sulfonic acid 11-chloro-4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11-cetanfluorohendecyl ester

1.16-Dichlor-perfluorhexadecan

Refernces

• 1、 Hu, Chang-Ming,Qing, Feng-Ling. "Redox-Initiated Per(poly)fluoroalkylation of Olefins by Per(poly)fluoroalkyl Chlorides". . p. 6348 - 6351. Retrieved 2007/10/02.