Perfluorobutyl iodide

Base Information

• Chemical Name: Perfluorobutyl iodide
• CAS No.: 423-39-2
• Molecular Formula: C4F9I
• Molecular Weight: 345.934
• Hs Code.: 29034700
• European Community (EC) Number: 207-025-8
• UNII: N4357HS8BY
• DSSTox Substance ID: DTXSID0047583
• Nikkaji Number: J97.534F
• Wikidata: Q72500449
• Mol file: 423-39-2.mol

Synonyms:1,1,1,2,2,3,3,4,4-nonafluoro-4-iodobutane;1,1,2,2,3,3,4,4,4-nonafluoro-1-iodobutane;4-iodoperfluorobutane;n-nonafluorobutyliodide;nonafluoro-1-iodobutane;nonafluorobutyl iodide;perfluoro-n-butyl iodide;perfluorobutyl iodide;PFBI solvent

Chemical Property of Perfluorobutyl iodide

Chemical Property:

• Appearance/Colour: clear colourless liquid with pungent odour
• Vapor Pressure: 158mmHg at 25°C
• Melting Point: -88 °C
• Refractive Index: n20/D 1.3285(lit.)
• Boiling Point: 67.4 °C at 760 mmHg
• Flash Point: 18.7 °C
• PSA: 0.00000
• Density: 2.127 g/cm³
• LogP: 3.84710
• Storage Temp.: 0-6°C
• Sensitive.: Light Sensitive
• Water Solubility.: immiscible
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 2
• Exact Mass: 345.89010
• Heavy Atom Count: 14
• Complexity: 215

Purity/Quality:

≥99% ^*data from raw suppliers

Nonafluorobutyl Iodide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Halogenated Aliphatics, Saturated
• Canonical SMILES: C(C(C(F)(F)I)(F)F)(C(F)(F)F)(F)F
• Uses: Perfluorobutyl Iodide is used as an organocatalyst in some polymerization reactions.

Technology Process of Perfluorobutyl iodide

There total 19 articles about Perfluorobutyl iodide 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: 34.6%

polytetrafluoroethylene (116-14-3,82785-14-6) + Pentafluoroethyl iodide (354-64-3) → 1-iodoheptadecafluorooctane (507-63-1) + 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane (423-39-2) + n-perfluorohexyl iodide (355-43-1) + 1-Iodo-perfluorodecane (423-62-1)

Guidance literature:

at 100 ℃; for 5.13333h; Further byproducts given; Irradiation;

DOI:10.1016/S0022-1139(98)00112-2

Reference yield: 20.0%

iodotrifluoromethane (2314-97-8,263005-66-9) → chlorotrifluoromethane (75-72-9) + chloro-1 de perfluorobutane (558-89-4) + 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane (423-39-2)

Guidance literature:

With C₄F₉SO₂Cl; at 200 ℃; for 120h;

DOI:10.1016/S0022-1139(00)81481-5

Reference yield: 10.0%

1,1,2,2,3,3,4,4,4-nonafluorobutane-1-sulfonyl chloride (2991-84-6) → chlorotrifluoromethane (75-72-9) + 1-iodo-2,2,3,3,4,4,5,5,5-nonafluorobutane (423-39-2)

Guidance literature:

With iodotrifluoromethane; at 200 ℃; for 120h;

DOI:10.1016/S0022-1139(00)81481-5

upstream raw materials:

polytetrafluoroethylene

Pentafluoroethyl iodide

iodotrifluoromethane

n-perfluorohexyl iodide

Downstream raw materials:

1-iodoheptadecafluorooctane

n-perfluorohexyl iodide

Perfluorooctane

Perfluoropentanoic acid

Refernces

Ruthenium-Catalyzed Site-Selective Trifluoromethylations and (Per)Fluoroalkylations of Anilines and Indoles

10.1002/chem.202001439

The study presents a novel and practical method for ortho-selective C-H perfluoroalkylation, including trifluoromethylations, of anilines and indoles using ruthenium catalysis. The process is significant for the synthesis of various (per)fluoroalkylated building blocks, which are valuable for creating bioactive compounds and materials. The researchers utilized commercially available reagents RI and RfBr, achieving high site selectivity without the need for protecting groups. The methodology is attractive due to the availability and cost of the starting materials, and it offers a mild reaction condition for the direct C-H perfluoroalkylation of anilines. The study also explores the substrate scope and reaction conditions, demonstrating the potential for gram-scale synthesis and the successful application to indoles, providing a pathway to selectively functionalize these important heterocyclic compounds.