3-(Pentafluorosulfanyl)benzonitrile

Base Information

• Chemical Name: 3-(Pentafluorosulfanyl)benzonitrile
• CAS No.: 401892-82-8
• Molecular Formula: C7H4F5NS
• Molecular Weight: 229.173
• Hs Code.: 2930909899
• DSSTox Substance ID: DTXSID80381324
• Wikidata: Q82172085
• Mol file: 401892-82-8.mol

Synonyms:3-(Pentafluorosulfanyl)benzonitrile;401892-82-8;3-(Pentafluorothio)benzonitrile;3-(pentafluoro-lambda6-sulfanyl)benzonitrile;3-Cyanophenylsulphur pentafluoride;SBB055149;SCHEMBL1994367;DTXSID80381324;MFCD03788520;AKOS005255143;3-(pentafluoro-|E?-sulfanyl)benzonitrile;PS-11384;CS-0320139;3-(pentafluoro-lambda~6~-sulfanyl)benzonitrile;3-(PENTAFLUORO-??-SULFANYL)BENZONITRILE;1,2-Azetidinedicarboxylic?acid,?1-(1,1-dimethylethyl)?2-methyl?ester,?(2S)-

Chemical Property of 3-(Pentafluorosulfanyl)benzonitrile

Chemical Property:

• PSA: 49.09000
• LogP: 4.21568
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 228.99846112
• Heavy Atom Count: 14
• Complexity: 285

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Pentafluorosulfanyl)benzonitrile

There total 3 articles about 3-(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: 70.0%

potassium cyanide + 3-pentafluorosulfuraniline (2993-22-8) → 3-(pentafluorosulfaneyl)benzonitrile (401892-82-8)

Guidance literature:

3-pentafluorosulfuraniline; With sulfuric acid; sodium nitrite; In water; acetic acid; at 0 ℃; for 0.0333333h;

potassium cyanide; With copper(ll) sulfate pentahydrate; sodium hydrogencarbonate; In water; acetic acid; benzene; at 0 - 20 ℃; for 2.5h;

DOI:10.1021/ol4025666

Reference yield: 23.0%

3,3'-disulfanediyl-di-benzonitrile (861075-04-9) → 3-(pentafluorosulfaneyl)benzonitrile (401892-82-8)

Guidance literature:

With fluorine; In acetonitrile; at -5 ℃; for 1.16667h; Inert atmosphere;

DOI:10.1002/chem.201902651

Reference yield:

3-nitrophenylsulfur pentafluoride (2613-26-5) → 3-(pentafluorosulfaneyl)benzonitrile (401892-82-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; iron / ethanol; water / 1.5 h / 20 °C

2.1: sulfuric acid; sodium nitrite / water; acetic acid / 0.03 h / 0 °C

2.2: 2.5 h / 0 - 20 °C

With hydrogenchloride; sulfuric acid; iron; sodium nitrite; In ethanol; water; acetic acid;

DOI:10.1021/ol4025666

upstream raw materials:

3-nitrophenylsulfur pentafluoride

3-pentafluorosulfuraniline

3,3'-disulfanediyl-di-benzonitrile

Downstream raw materials:

3-(pentafluoro-λ⁶-sulphanyl)benzoic acid

1-[3-(pentafluoro-λ⁶-sulfanyl)phenyl]methanamine

Refernces

• 1、 Joliton, Adrien,Carreira, Erick M.. "Ir-catalyzed preparation of SF5-substituted potassium aryl trifluoroborates via C-H borylation and their application in the Suzuki-Miyaura reaction". . p. 5147 - 5149. Retrieved 2013/11/06.