1-Isocyanato-3,5-bis(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-Isocyanato-3,5-bis(trifluoromethyl)benzene
• CAS No.: 16588-74-2
• Molecular Formula: C9H3F6NO
• Molecular Weight: 255.119
• Hs Code.: 29291090
• European Community (EC) Number: 628-734-2
• DSSTox Substance ID: DTXSID00369841
• Nikkaji Number: J266.790H
• Mol file: 16588-74-2.mol

Synonyms:16588-74-2;3,5-Bis(trifluoromethyl)phenyl isocyanate;3,5-Bis(trifluoromethyl)phenylisocyanate;1-isocyanato-3,5-bis(trifluoromethyl)benzene;MFCD00013559;3,5-di(trifluoromethyl)phenyl isocyanate;3,5-Bis(trifluoromethyl)isocyanate;SCHEMBL419151;Isocyanic Acid 3,5-Bis(trifluoromethyl)phenyl Ester;DTXSID00369841;3,5-bistrifluorometylphenylisocyanate;BBL101942;CL8851;GEO-00369;STL555739;AKOS015890327;AS-46123;SY011486;3,5- bis(trifluoromethyl)phenyl isocyanate;3,5-bis(trifluoromethyl)-phenyl isocyanate;3,5-Bis-(trifluoromethyl)-phenylisocyanate;3,5-bis-(trifluoromethyl)phenyl isocyanate;3,5-di(trifluoromethyl)-1-isocyanatobenzene;FT-0614470;I0766;1-Isocyanato-3,5-bis-trifluoromethyl-benzene;A18281;3,5-Bis(trifluoromethyl)phenyl isocyanate, 98%;EN300-1936130;Benzene, 1-isocyanato-3,5-bis(trifluoromethyl)-;ANTHRAQUINONE-2,7-DISULFONICACIDDISODIUMSALT;J-511240

Chemical Property of 1-Isocyanato-3,5-bis(trifluoromethyl)benzene

Chemical Property:

• Appearance/Colour: clear colorless liquid
• Vapor Pressure: 3.03mmHg at 25°C
• Refractive Index: n20/D 1.43(lit.)
• Boiling Point: 155.4 °C at 760 mmHg
• Flash Point: 67.8 °C
• PSA: 29.43000
• Density: 1.42 g/cm³
• LogP: 3.69150
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyzes with water.
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 1
• Exact Mass: 255.01188269
• Heavy Atom Count: 17
• Complexity: 294

Purity/Quality:

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

3,5-Bis(trifluoromethyl)phenyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 23-26-27-28-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=C(C=C(C=C1C(F)(F)F)N=C=O)C(F)(F)F
• Uses: 3,5-Bis(trifluoromethyl)phenyl isocyanate is used in Chemical derivatization of amino-functionalized model surfaces. Preparation of arylaminothiocarbonylpyridinium zwitterionic salts, via an exothermic reaction with 4-pyrrolidinopyridine. Synthesis of (S)-3-hydroxymethyl-2-methoxymethoxy-2?-(3-(3,5-bis(trifluoromethyl)phenyl)uryl-benzyl)-1,10-binaphthalene. Synthesis of 1-[3,5-bis(trifluoromethyl) phenyl]-3-(2-pyridyl)thiourea, via reaction with 2-amino pyridine in MeCN. 3,5-Bis(trifluoromethyl)phenyl isocyanate may be used in following studies:Chemical derivatization of amino-functionalized model surfaces.Preparation of arylaminothiocarbonylpyridinium zwitterionic salts, via an exothermic reaction with 4-pyrrolidinopyridine.Synthesis of (S)-3-hydroxymethyl-2-methoxymethoxy-2′-(3-(3,5-bis(trifluoromethyl)phenyl)uryl-benzyl)-1,10-binaphthalene.Synthesis of 1-[3,5-bis(trifluoromethyl) phenyl]-3-(2-pyridyl)thiourea, via reaction with 2-amino pyridine in MeCN.

Technology Process of 1-Isocyanato-3,5-bis(trifluoromethyl)benzene

There total 3 articles about 1-Isocyanato-3,5-bis(trifluoromethyl)benzene 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:

phosgene (75-44-5) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → 3,5-ditrifluoromethylisocyanate (16588-74-2)

Guidance literature:

In ethyl acetate;

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + 3,5-Bis-(trifluoromethyl)aniline (328-74-5) → 3,5-ditrifluoromethylisocyanate (16588-74-2)

Guidance literature:

With triethylamine; In tetrahydrofuran;

DOI:10.1021/jm301537p

Reference yield:

→ 3,5-ditrifluoromethylisocyanate (16588-74-2)

Guidance literature:

3,5-Bis-(trifluormethyl)-anilin (A(VIII)), Phosgen, Glyme, 80-83grad;

upstream raw materials:

phosgene

3,5-Bis-(trifluoromethyl)aniline

bis(trichloromethyl) carbonate

Downstream raw materials:

1-(3,5-Bis-trifluoromethyl-phenyl)-3-(2-hydroxy-4-methyl-phenyl)-urea

N-(3,5-di(trifluoromethyl)phenyl)-4-methylpiperazine-1-carboxamide

1-((1R,2R)-2-N,N-dimethylaminocyclohexyl)-3-(3,5-bis(trifluoromethyl)phenyl)urea

Refernces

• 1、 Sun, Haiyang,Li, Hui,Wang, Jiayi,Song, Gonghua. "Synthesis and nematicidal activity of piperazinedione derivatives based on the natural product Barettin". . p. 977 - 980. Retrieved 2017/11/16.
• 2、 Shan, Yuanyuan,Gao, Hongping,Shao, Xiaowei,Wang, Jinfeng,Pan, Xiaoyan,Zhang, Jie. "Discovery of novel VEGFR-2 inhibitors. Part 5: Exploration of diverse hinge-binding fragments via core-refining approach". . p. 80 - 90. Retrieved 2015/09/15.