2,5-Difluorophenyl isocyanate

Base Information

• Chemical Name: 2,5-Difluorophenyl isocyanate
• CAS No.: 39718-32-6
• Molecular Formula: C7H3F2NO
• Molecular Weight: 155.104
• Hs Code.: 29291000
• European Community (EC) Number: 623-606-2
• DSSTox Substance ID: DTXSID30369819
• Mol file: 39718-32-6.mol

Synonyms:2,5-Difluorophenyl isocyanate;39718-32-6;1,4-difluoro-2-isocyanatobenzene;2,5-Difluorophenylisocyanate;Benzene, 1,4-difluoro-2-isocyanato-;MFCD00013843;Isocyanic Acid 2,5-Difluorophenyl Ester;SCHEMBL546406;DTXSID30369819;SNHIIFOXCRYGGY-UHFFFAOYSA-N;BBL037649;GEO-01059;STK502543;2,5-Difluorophenyl isocyanate, 98%;AKOS000196282;1,4-bis(fluoranyl)-2-isocyanato-benzene;PS-10290;D3695;FT-0610360;EN300-149679;A824707;W-200341

Chemical Property of 2,5-Difluorophenyl isocyanate

Chemical Property:

• Appearance/Colour: colorless to light yellow liquid
• Refractive Index: n20/D 1.494(lit.)
• Boiling Point: 181.1 °C at 760 mmHg
• Flash Point: 56.1 °C
• PSA: 29.43000
• Density: 1.24 g/cm³
• LogP: 1.93210
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive/Lachrymatory
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 155.01827004
• Heavy Atom Count: 11
• Complexity: 179

Purity/Quality:

98%,99%, ^*data from raw suppliers

2,5-Difluorophenyl Isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,T,Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38-23/25
• Safety Statements: 23-26-45-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)N=C=O)F
• Uses: 2,5-Difluorophenyl isocyanate may be used in the preparation of a potential antiatherosclerotic agent.

Technology Process of 2,5-Difluorophenyl isocyanate

There total 3 articles about 2,5-Difluorophenyl 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: 61.0%

phosgene (75-44-5) + C9H13F2NSi → 2,5-difluorophenyl isocyanate (39718-32-6)

Guidance literature:

In toluene; at 15 - 20 ℃; for 1h;

DOI:10.1134/S1070363206010208

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + 2,5-difluoroaniline (367-30-6) → 2,5-difluorophenyl isocyanate (39718-32-6)

Guidance literature:

With dmap; triethylamine; In toluene; at 0 - 80 ℃; for 3h;

DOI:10.1016/j.cclet.2014.03.046

Reference yield:

2,5-difluoroaniline (367-30-6) → 2,5-difluorophenyl isocyanate (39718-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / H₂SO₄ / 1 h / 170 - 175 °C

2: 61 percent / toluene / 1 h / 15 - 20 °C

With sulfuric acid; In toluene;

DOI:10.1134/S1070363206010208

upstream raw materials:

phosgene

2,5-difluoroaniline

bis(trichloromethyl) carbonate

Downstream raw materials:

1,1-Dibenzyl-3-(2,5-difluoro-phenyl)-urea

Refernces

• 1、 Lebedev,Lebedeva,Sheludyakov,Ovcharuk,Kovaleva,Ustinova. "Organosilicon synthesis of isocyanates: I. Synthesis of isocyanates of the furan, thiophene, and mono-and polyfluorophenyl series". . p. 110 - 115. Retrieved 2008/01/27.