3-Aminophenylsulfur Pentafluoride

Base Information

• Chemical Name: 3-Aminophenylsulfur Pentafluoride
• CAS No.: 2993-22-8
• Molecular Formula: C6H6 F5 N S
• Molecular Weight: 219.178
• Hs Code.: 2930909899
• European Community (EC) Number: 641-349-4
• DSSTox Substance ID: DTXSID80381309
• Nikkaji Number: J1.310.271F
• Wikidata: Q82172053
• Mol file: 2993-22-8.mol

Synonyms:2993-22-8;3-Aminophenylsulfur Pentafluoride;3-(pentafluoro-lambda6-sulfanyl)aniline;3-(Pentafluorosulfur)aniline;3-AMINOPHENYLSULFURPENTAFLUORIDE;3-Aminophenylsulphur pentafluoride;3-(Pentafluorothio)aniline;3-(Pentafluorosulfanyl)aniline;Sulfur,(3-aminophenyl)pentafluoro-, (OC-6-21)- (9CI);3-pentafluorosulfanylaniline;3-Pentafluorosulphanylaniline;3-pentafluorosulfanylphenylamine;SCHEMBL1633970;3-aminopentafluorosulfanylbenzene;3-[Pentafluorothio(VI)]aniline;DTXSID80381309;NUFLICUHOXHWER-UHFFFAOYSA-N;3-(pentafluoro-|E?-sulfanyl)aniline;BBL100569;MFCD00674199;STL554363;3-(Pentafluoro-|E6-sulfanyl)aniline;AKOS005254762;AT20861;3-Aminophenylsulfur pentafluoride, 98%;PS-11475;3-(pentafluoro-lambda~6~-sulfanyl)aniline;3-(PENTAFLUORO-??-SULFANYL)ANILINE;CS-0139100;FT-0684429;EN300-136698;Sulfur,(3-aminophenyl)pentafluoro-,(oc-6-21)-(9ci);InChI=1/C6H6F5NS/c7-13(8,9,10,11)6-3-1-2-5(12)4-6/h1-4H,12H

Chemical Property of 3-Aminophenylsulfur Pentafluoride

Chemical Property:

• Melting Point: 35oC
• Boiling Point: 87 °C / 3.2mmHg
• PSA: 51.32000
• LogP: 4.50740
• Storage Temp.: Refrigerator
• Solubility.: Soluble in methanol.
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 219.01411118
• Heavy Atom Count: 13
• Complexity: 208

Purity/Quality:

98%Min ^*data from raw suppliers

3-AminophenylsulfurPentafluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 9-26-36/37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)S(F)(F)(F)(F)F)N
• Uses: Reduction of pentafluoroaniline (PFA) leads to rapid fluoride elimination to form the aminotetrafluorophenyl radical. Homolytic reactions of perfluoroaromatic compounds(Formation of pentafluorophenyl radicals from pentafluoroaniline, and their reactions with aromatic compounds).

Technology Process of 3-Aminophenylsulfur Pentafluoride

There total 7 articles about 3-Aminophenylsulfur Pentafluoride 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%

3-nitrophenylsulfur pentafluoride (2613-26-5) → 3-pentafluorosulfuraniline (2993-22-8)

Guidance literature:

With hydrogenchloride; iron; In ethanol; water; at 20 ℃; for 1.5h;

DOI:10.1021/ol4025666

Reference yield: 67.0%

3-hydrazino(pentafluorosulfanylbenzene) → 3-pentafluorosulfuraniline (2993-22-8)

Guidance literature:

With hydrogen; In ethanol; at 20 ℃; for 4h;

Reference yield:

cyclohexa-1,4-diene (1165952-92-0) → 3-pentafluorosulfuraniline (2993-22-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / SO₂Cl₂ / CCl₄ / 2 h / 20 °C

2: 96.4 percent / SF₅Cl; Et₃B / CH₂Cl₂; hexane / 4 h / -30 - -20 °C

3: 79 percent / NaOEt / ethanol / 0.25 h / 20 °C

4: 87 percent / HNO₃; H₂SO₄; TFA / 24 h / 0 - 20 °C

5: 81 percent / Fe; aq. HCl / ethanol / 2 h / 95 °C

With hydrogenchloride; sulfuryl dichloride; pentafluorosulfanyl chloride; triethyl borane; sulfuric acid; nitric acid; sodium ethanolate; iron; trifluoroacetic acid; In tetrachloromethane; ethanol; hexane; dichloromethane;

DOI:10.1021/ol0491991

upstream raw materials:

3-nitrophenylsulfur pentafluoride

cyclohexa-1,4-diene

4,5-dichlorocyclohexene

pentafluorosulfanylbenzene

Downstream raw materials:

1-(dimethylamino)-3-(pentafluorosulfanyl)benzene

pentafluoro(3-iodophenyl)-λ⁶-sulfane

(3-acetamidophenyl)sulfurpentafluoride

N-methanesulfonyl-(3-pentafluorosulfanylphenyl)methanesulfonamide

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、 Altomonte, Stefano,Baillie, Gemma L.,Ross, Ruth A.,Riley, Jennifer,Zanda, Matteo. "The pentafluorosulfanyl group in cannabinoid receptor ligands: Synthesis and comparison with trifluoromethyl and tert-butyl analogues". . p. 20164 - 20176. Retrieved 2014/06/09.