Pentafluorophenyl isocyanate

Base Information

• Chemical Name: Pentafluorophenyl isocyanate
• CAS No.: 1591-95-3
• Molecular Formula: C7F5 N O
• Molecular Weight: 209.075
• Hs Code.: 2929109000
• European Community (EC) Number: 216-470-7
• DSSTox Substance ID: DTXSID90166583
• Nikkaji Number: J206.833H
• Mol file: 1591-95-3.mol

Synonyms:Pentafluorophenyl isocyanate;1591-95-3;1,2,3,4,5-pentafluoro-6-isocyanatobenzene;Perfluorophenyl isocyanate;Benzene, pentafluoroisocyanato-;EINECS 216-470-7;Benzene, 1,2,3,4,5-pentafluoro-6-isocyanato-;Isocyanate, pentafluorophenyl-;C7F5NO;SCHEMBL136454;C7-F5-N-O;Pentafluorophenylisocyanate, 95%;DTXSID90166583;Pentafluorophenyl isocyanate, 97%;MFCD01863699;AKOS009157796;FS-4927;PENTAFLUOROPHENYL ISOCYANATE 97;EN300-143665;W-201438

Chemical Property of Pentafluorophenyl isocyanate

Chemical Property:

• Vapor Pressure: 0.349mmHg at 25°C
• Melting Point: 36 °C
• Refractive Index: n20/D 1.449(lit.)
• Boiling Point: 199°Cat760mmHg
• Flash Point: 67.6°C
• PSA: 29.43000
• Density: 1.56g/cm³
• LogP: 2.34940
• Storage Temp.: 2-8°C
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 208.99000443
• Heavy Atom Count: 14
• Complexity: 241

Purity/Quality:

97% ^*data from raw suppliers

Pentafluorophenyl Isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C(=NC1=C(C(=C(C(=C1F)F)F)F)F)=O
• Uses: Pentafluorophenyl Isocyanate is used as a reactant in the inhibition of carbonic anhydrase IX and antimetastatic activity in breast cancer metastasis of ureidobenzenesulfonamides.

Technology Process of Pentafluorophenyl isocyanate

There total 9 articles about Pentafluorophenyl isocyanate 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: 92.0%

phosgene (75-44-5) + 2,3,4,5,6-pentafluoroaniline (771-60-8) → pentafluorophenyl isocyanate (1591-95-3)

Guidance literature:

In 1,2-dichloro-benzene; at 120-130°C (1.5 h) stirring) then heating to 180°C with introduction of COCl2 (6 h);

Reference yield: 85.0%

bis-(trimethylsilyl)-2,3,4,5,6-pentafluorobenzohydroxamic acid → pentafluorophenyl isocyanate (1591-95-3)

Guidance literature:

at 300 ℃;

DOI:10.1016/S0022-1139(00)82068-0

Reference yield: 70.0%

carbon dioxide (124-38-9,18923-20-1) + Ce[N(SiMe3)-2,3,4,5,6-pentafluorophenyl]3 → pentafluorophenyl isocyanate (1591-95-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; Cooling; Schlenk technique;

DOI:10.1039/c6cc03719d

upstream raw materials:

carbon monoxide

perfluorophenyl azide

pentafluorobenzoylchloride

F-benzohydroxamic acid

Downstream raw materials:

C₁₄H₉F₁₁NO₆P

C₁₁H₈F₅N₂O₄P