Iodotrifluoroethylene

Base Information

• Chemical Name: Iodotrifluoroethylene
• CAS No.: 359-37-5
• Molecular Formula: C2F3I
• Molecular Weight: 207.922
• Hs Code.: 2903799090
• European Community (EC) Number: 206-629-9
• NSC Number: 174158
• UNII: LKV2XT37FH
• DSSTox Substance ID: DTXSID0073166
• Nikkaji Number: J28.338J
• Wikipedia: Iodotrifluoroethylene
• Wikidata: Q11395726
• Mol file: 359-37-5.mol

Synonyms:Iodotrifluoroethylene;359-37-5;Trifluoroiodoethylene;Ethene, trifluoroiodo-;1,1,2-trifluoro-2-iodoethene;iodotrifluoroethene;LKV2XT37FH;EINECS 206-629-9;NSC-174158;C2F3I;1,1,2-Trifluoro-2-iodoethylene;trifluorovinyl iodide;Perfluorovinyl iodide;UNII-LKV2XT37FH;SCHEMBL52382;DTXSID0073166;C2-F3-I;Ethene, 1,1,2-trifluoro-2-iodo-;MFCD00042137;NSC174158;AKOS015853676;NSC 174158;1,1,2-tris(fluoranyl)-2-iodanyl-ethene;AS-57525;FT-0627273;A823052;Q11395726

Chemical Property of Iodotrifluoroethylene

Chemical Property:

• Vapor Pressure: 636mmHg at 25°C
• Refractive Index: 1.4143
• Boiling Point: 30 °C at 760 mmHg
• Flash Point: 30°C
• PSA: 0.00000
• Density: 2.311 g/cm³
• LogP: 2.45650
• Storage Temp.: Keep Cold
• Sensitive.: Light Sensitive
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 207.89968
• Heavy Atom Count: 6
• Complexity: 72.9

Purity/Quality:

97% ^*data from raw suppliers

Iodotrifluoroethylene ^*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

Useful:

• Canonical SMILES: C(=C(F)I)(F)F
• Uses: Iodotrifluoroethylene is used in preparation method of peroxide-curable fluorine-containing elastomer.

Technology Process of Iodotrifluoroethylene

There total 13 articles about Iodotrifluoroethylene 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: 91.0%

1,2,2-trifluorovinyl tri-n-butylstannane (1426-65-9) → Iodotrifluoroethylene (359-37-5)

Guidance literature:

With iodine;

DOI:10.1016/j.jfluchem.2009.07.009

Reference yield: 69.0%

1-bromo-1,2,2-trifluoroethene (598-73-2,55157-25-0) → Iodotrifluoroethylene (359-37-5)

Guidance literature:

1-bromo-1,2,2-trifluoroethene; With zinc;

With iodine; at 5 - 20 ℃;

DOI:10.1016/S0022-1139(02)00246-4

Reference yield: 59.0%

1,1,1,2-tetrafluoroethane (811-97-2) → Iodotrifluoroethylene (359-37-5)

Guidance literature:

With n-butyllithium; iodine; In diethyl ether; hexane; 1.) -78 deg C;

DOI:10.1039/cc9960000049

upstream raw materials:

1-chloro-2-iodo-1,1,2-trifluoroethane

1,2-diiodotetrafluoroethane

trifluorovinyllithium

1,1,1,2-tetrafluoroethane

Downstream raw materials:

4-iodo-1,1,2-trifluorobut-1-ene

1,1,2,4-tetrafluoro-4-iodo-but-1-ene

1,1,2,4,4-pentafluoro-4-iodo-but-1-ene

3-chloro-1,1,2,4,4-pentafluoro-4-iodo-but-1-ene

Refernces

Synthesis of 5-fluorovinyl derivatives of pyrimidines via Suzuki-Miyaura coupling and their 1,3-dipolar cycloaddition reactions with nitrones

10.1016/j.jfluchem.2011.11.005

The research aims to develop a new class of fluorinated isoxazolidine derivatives of pyrimidine through a two-step synthesis process involving Suzuki–Miyaura coupling followed by 1,3-dipolar cycloaddition with nitrones. The purpose is to explore the synthesis of fluorinated analogues of biologically important compounds, which have unique properties relevant to medicinal chemistry and biochemistry. Key chemicals used include 5-(dihydroxyboryl)-2,4-bis(alkoxy)-pyrimidines, various fluorovinyl halides such as 1,1,2-trifluoro-2-iodoethene and perfluoroprop-1-enyl halides, and nitrones generated from paraformaldehyde and substituted hydroxylamines. The study concludes that the fluorinated isoxazolidines were successfully synthesized with complete regioselectivity and a good degree of diastereoselectivity. Mild hydrolysis conditions allowed for the removal of pyrimidine protecting groups without breaking the N–O bond of the isoxazolidine ring, leading to a fluorinated analogue of pseudouridine. The results suggest that this method provides a viable route for synthesizing fluorinated nucleoside analogues with potential applications in medicinal chemistry.

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