4-(Pentafluorosulfanyl)benzonitrile

Base Information

• Chemical Name: 4-(Pentafluorosulfanyl)benzonitrile
• CAS No.: 401892-85-1
• Molecular Formula: C7H4F5NS
• Molecular Weight: 229.173
• Hs Code.: 2930909899
• European Community (EC) Number: 815-703-5
• DSSTox Substance ID: DTXSID40381325
• Wikidata: Q82172087
• Mol file: 401892-85-1.mol

Synonyms:401892-85-1;4-(PENTAFLUOROTHIO)BENZONITRILE;4-(Pentafluorosulfanyl)benzonitrile;4-(Pentafluoro-lambda6-sulfanyl)benzonitrile;4-(Pentafluoro-lambda~6~-sulfanyl)benzonitrile;4-Cyanophenylsulphur pentafluoride;SCHEMBL1994931;4-(Pentafluorosulfur)benzonitrile;4-pentafluorosulfanyl cyanobenzene;DTXSID40381325;SGACKKUEROEDNX-UHFFFAOYSA-N;MFCD03788521;AKOS005254368;4-(Pentafluoro-l6-sulfanyl)benzonitrile;PS-11382;CS-0128718;FT-0651067;A824969

Chemical Property of 4-(Pentafluorosulfanyl)benzonitrile

Chemical Property:

• PSA: 49.09000
• LogP: 4.21568
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 228.99846112
• Heavy Atom Count: 14
• Complexity: 277

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Pentafluorothio)benzonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)S(F)(F)(F)(F)F

Technology Process of 4-(Pentafluorosulfanyl)benzonitrile

There total 7 articles about 4-(Pentafluorosulfanyl)benzonitrile 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%

4-(pentafluoro- λ6-sulfanyl)benzaldehyde (401892-84-0) → 4-(pentafluorosulfaneyl)benzonitrile (401892-85-1)

Guidance literature:

With hydroxylamine hydrochloride; 2,4,6-triphenylpyrylium tetrafluoroborate; In acetonitrile; at 40 ℃; for 24h; under 750.075 Torr; Molecular sieve; Irradiation; Inert atmosphere;

DOI:10.1002/anie.202011815

Reference yield: 28.0%

bis(4-cyanophenyl)disulfane (6339-51-1) → 4-(pentafluorosulfaneyl)benzonitrile (401892-85-1)

Guidance literature:

With fluorine; In acetonitrile; at -5 ℃; for 1.08333h; Inert atmosphere;

DOI:10.1002/chem.201902651

Reference yield:

1-bromo-4-pentafluorosulfanylbenzene (774-93-6) + copper(I) cyanide (544-92-3) → 4-(pentafluorosulfaneyl)benzonitrile (401892-85-1)

Guidance literature:

In 1-methyl-pyrrolidin-2-one; at 180 ℃; for 5h;

DOI:10.2533/000942904777678172

upstream raw materials:

1-bromo-4-pentafluorosulfanylbenzene

copper(I) cyanide

1-nitro-4-(pentafluorosulfanyl)benzene

4-(pentafluorosulfanyl)aniline

Downstream raw materials:

4-pentafluorosulfanylbenzoselenoamide

4-pentafluorosulfanylbenzothioamide

4-(4′-nitrophenyl)-2-(4″-pentafluorosulfanylphenyl)-1,3-thiazole

4-(2′,5′-dimethoxy)-2-(4″-pentafluorosulfanylphenyl)-1,3-thiazole

Refernces

• 1、 Ajenjo, Javier,Klepetá?ová, Blanka,Greenhall, Martin,Bím, Daniel,Culka, Martin,Rulí?ek, Lubomír,Beier, Petr. "Preparation of (Pentafluorosulfanyl)benzenes by Direct Fluorination of Diaryldisulfides: Synthetic Approach and Mechanistic Aspects". supporting information. p. 11375 - 11382. Retrieved 2019/08/20.
• 2、 Okazaki, Takao,Laali, Kenneth K.,Bunge, Scott D.,Adas, Sonya K.. "4-(Pentafluorosulfanyl)benzenediazonium Tetrafluoroborate: A Versatile Launch Pad for the Synthesis of Aromatic SF5 Compounds via Cross Coupling, Azo Coupling, Homocoupling, Dediazoniation, and Click Chemistry". . p. 1630 - 1644. Retrieved 2014/03/21.