N-Phenyltrifluoromethanesulfinamide

Base Information

• Chemical Name: N-Phenyltrifluoromethanesulfinamide
• CAS No.: 108530-14-9
• Molecular Formula: C₇H₆F₃NOS
• Molecular Weight: 209.192
• DSSTox Substance ID: DTXSID301268385
• Nikkaji Number: J1.106.590B
• Mol file: 108530-14-9.mol

Synonyms:N-Phenyltrifluoromethanesulfinamide;SCHEMBL8426023;WWCUPLLOGUGWLC-UHFFFAOYSA-N;DTXSID301268385;1,1,1-trifluoro-N-phenylmethanesulfinamide;108530-14-9

Chemical Property of N-Phenyltrifluoromethanesulfinamide

Chemical Property:

• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 209.01221947
• Heavy Atom Count: 13
• Complexity: 189

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of N-Phenyltrifluoromethanesulfinamide

There total 3 articles about N-Phenyltrifluoromethanesulfinamide 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: 85.0%

Langlois reagent (2926-29-6) + aniline (62-53-3) → 1,1,1-trifluoro-N-phenylmethanesulfinamide (108530-14-9)

Guidance literature:

With trichlorophosphate; In ethyl acetate; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(99)00364-6

Reference yield: 85.0%

(trifluoromethyl)trimethylsilane (81290-20-2) + N-phenylsulfinylamine (222851-56-1) → 1,1,1-trifluoro-N-phenylmethanesulfinamide (108530-14-9)

Guidance literature:

With tetramethylammonium fluoride; In 1,2-dimethoxyethane; at -60 - -50 ℃; for 2h;

DOI:10.1016/S0040-4039(02)00367-2

Reference yield: 70.0%

trifluoromethane sulfonyl chloride (421-83-0) + aniline (62-53-3) → 1,1,1-trifluoro-N-phenylmethanesulfinamide (108530-14-9)

Guidance literature:

With tricyclohexylphosphine; In dichloromethane; at -78 - 20 ℃; for 6h; regioselective reaction;

DOI:10.1016/j.jfluchem.2016.11.020

upstream raw materials:

Langlois reagent

aniline

(trifluoromethyl)trimethylsilane

N-phenylsulfinylamine

Refernces

• 1、 Chachignon, Hélène,Cahard, Dominique. "Interrupted reduction of CF3SO2Cl using tricyclohexylphosphine allows for electrophilic trifluoromethylsulfinylation". . p. 82 - 88. Retrieved 2017.
• 2、 Yagupolskii, Yurii L.,Kirij, Nataliya V.,Shevchenko, Aleksey V.,Tyrra, Wieland,Naumann, Dieter. "Perfluoroalkylation of heterocumulenes with trimethyl(perfluoroalkyl)silanes in the presence of fluoride ions: Synthesis of perfluoroalkanesulfinyl amides from N-organylsulfinyl amines". . p. 3029 - 3031. Retrieved 2007/10/03.