N-(2,2,2-Trifluoroethyl)aniline

Base Information

• Chemical Name: N-(2,2,2-Trifluoroethyl)aniline
• CAS No.: 351-61-1
• Molecular Formula: C8H8F3N
• Molecular Weight: 175.153
• Hs Code.: 2921420090
• European Community (EC) Number: 818-456-1
• DSSTox Substance ID: DTXSID80188597
• Nikkaji Number: J55.234H
• Wikidata: Q83060406
• Mol file: 351-61-1.mol

Synonyms:N-(2,2,2-Trifluoroethyl)aniline;351-61-1;BRN 2716921;ANILINE, N-(2,2,2-TRIFLUOROETHYL)-;4-12-00-00251 (Beilstein Handbook Reference);N-(2,2,2-trifluoroethyl)-aniline;Benzenamine, N-(2,2,2-trifluoroethyl)-;SCHEMBL549076;DTXSID80188597;MFCD01670295;AKOS000253301;FS-5858;Phenyl-(2,2,2-trifluoro-ethyl)-amine;LS-20004;BB 0241668;CS-0258959;EN300-71898;Z335250264

Chemical Property of N-(2,2,2-Trifluoroethyl)aniline

Chemical Property:

• Vapor Pressure: 0.679mmHg at 25°C
• Boiling Point: 186°Cat760mmHg
• PKA: 1.09±0.50(Predicted)
• Flash Point: 66.3°C
• PSA: 12.03000
• Density: 1.235g/cm³
• LogP: 2.73380
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 175.06088375
• Heavy Atom Count: 12
• Complexity: 127

Purity/Quality:

98%min ^*data from raw suppliers

N-(2,2,2-trifluoroethyl)aniline ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NCC(F)(F)F

Technology Process of N-(2,2,2-Trifluoroethyl)aniline

There total 18 articles about N-(2,2,2-Trifluoroethyl)aniline 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: 98.0%

aniline (62-53-3) + (2,2,2-trifluoroethyl)phenyliodonium triflate (408510-42-9) → N-(2,2,2-trifluoroethyl)-aniline (351-61-1)

Guidance literature:

With 2,4,6-trimethyl-pyridine; In dichloromethane; for 1h; Ambient temperature;

DOI:10.1016/S0022-1139(00)80536-9

Reference yield: 92.0%

2,2,2-trifluoroethyl(phenyl)iodonium trifluoromethanesulfonate (100422-07-9) → N-(2,2,2-trifluoroethyl)-aniline (351-61-1)

Guidance literature:

With aniline; In dichloromethane;

Reference yield: 86.0%

→ N-(2,2,2-trifluoroethyl)-aniline (351-61-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; at 20 ℃; for 0.166667h; Inert atmosphere;

With N-chloro-succinimide; In tetrahydrofuran; mineral oil; at -78 ℃; for 2h; Inert atmosphere;

upstream raw materials:

1,1,1-trifluoro-2-chloroethane

aniline

Trifluoracetaldehyd-phenylimin

methanol

Downstream raw materials:

2-Fluoro-N-{2-[phenyl-(2,2,2-trifluoro-ethyl)-amino]-ethyl}-benzamide

C₁₀H₁₀F₃NO₂S

6-Chloro-N-phenyl-N-(2,2,2-trifluoroethyl)pyrimidine-4-carboxamide

2-cyclohexanone

Refernces

• 1、 Guo, Cancheng,Guo, Yongjia,Liu, Qiang,Ren, Shuang,Xu, Guiming. "Iron porphyrin-catalyzedN-trifluoroethylation of anilines with 2,2,2-trifluoroethylamine hydrochloride in aqueous solution". . p. 20322 - 20325. Retrieved 2021/06/26.
• 2、 -. "PREPARATION OF SECONDARY AMINES WITH ELECTROPHILIC N-LINCHPIN REAGENTS". Page/Page column 101-102. . Retrieved 2018/12/13.