2,2,2-trifluoroethyl N-phenylcarbamate

Base Information

• Chemical Name: 2,2,2-trifluoroethyl N-phenylcarbamate
• CAS No.: 370-32-1
• Molecular Formula: C9H8F3NO2
• Molecular Weight: 219.163
• NSC Number: 202686
• DSSTox Substance ID: DTXSID80958171
• Nikkaji Number: J926.088I
• Wikidata: Q82938676
• Mol file: 370-32-1.mol

Synonyms:2,2,2-trifluoroethyl N-phenylcarbamate;370-32-1;2,2,2-trifluoroethyl phenylcarbamate;2,2,2-TRIFLUOROETHANOL PHENYLCARBAMATE;NSC202686;Enamine_001738;SCHEMBL4354147;DTXSID80958171;DWYDJEHECXADHP-UHFFFAOYSA-N;HMS1398O22;STK091568;2,2,2-trifluoroethylN-phenylcarbamate;AKOS001033010;NSC 202686;NSC-202686;Carbanilic acid 2,2,2-trifluoroethyl ester;CS-0235860;EN300-16343;2,2,2-Trifluoroethyl hydrogen phenylcarbonimidate;Z55292530

Chemical Property of 2,2,2-trifluoroethyl N-phenylcarbamate

Chemical Property:

• Vapor Pressure: 0.416mmHg at 25°C
• Boiling Point: 195.6°Cat760mmHg
• Flash Point: 72.1°C
• Density: 1.354g/cm³
• XLogP3: 3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 219.05071298
• Heavy Atom Count: 15
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)OCC(F)(F)F

Technology Process of 2,2,2-trifluoroethyl N-phenylcarbamate

There total 5 articles about 2,2,2-trifluoroethyl N-phenylcarbamate 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: 93.0%

2,2,2-trifluoroethanol (75-89-8) + phenyl isocyanate (103-71-9) → phenylcarbamic acid 2,2,2-trifluoroethyl ester (370-32-1)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; Solvent; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.09.037

Reference yield: 90.0%

2,2,2-trifluoroethyl chloroformate (27746-99-2) + aniline (62-53-3) → phenylcarbamic acid 2,2,2-trifluoroethyl ester (370-32-1)

Guidance literature:

With triethylamine; In acetonitrile; at 20 - 30 ℃;

DOI:10.1016/j.tet.2011.03.101

Reference yield: 58.0%

benzamide (55-21-0,27208-38-4) + cyclohexylcarboxamide (1122-56-1) → phenylcarbamic acid 2,2,2-trifluoroethyl ester (370-32-1)

Guidance literature:

With tetraethylammonium bromide; In acetonitrile; Electrolysis;

DOI:10.1021/jo991076k

upstream raw materials:

benzamide

cyclohexylcarboxamide

diphenyldisulfane

2,2,2-trifluoroethanol

Downstream raw materials:

1-(3-hydroxypropyl)-3-phenylurea

1-(N-phenylcarbamoyl)piperidine

phenyl isocyanate

Refernces

• 1、 Soto, Marc,Comalrena, Helena,Balduzzi, Ursula,Guirado, Gonzalo,Lloveras, Vega,Vidal-Gancedo, José,Sebastián, Rosa María,Marquet, Jordi. "Activation of weak nucleophiles: Polyfluorocarbamates from polyfluoroalcohols via a fast radical reaction". supporting information. p. 6310 - 6313. Retrieved 2013/11/06.
• 2、 Matsumura, Yoshihiro,Satoh, Yuki,Onomura, Osamu,Maki, Toshihide. "A New Method for Synthesis of Unsymmetrical Ureas Using Electrochemically Prepared Trifluoroethyl Carbamates". . p. 1549 - 1551. Retrieved 2007/10/03.