4-(Pentafluorosulfanyl)phenol

Base Information

• Chemical Name: 4-(Pentafluorosulfanyl)phenol
• CAS No.: 774-94-7
• Molecular Formula: C6H5 F5 O S
• Molecular Weight: 220.163
• Hs Code.: 2930909899
• European Community (EC) Number: 689-990-9
• DSSTox Substance ID: DTXSID70381318
• Nikkaji Number: J2.774.196G
• Wikidata: Q82172070
• Mol file: 774-94-7.mol

Synonyms:774-94-7;4-(Pentafluorothio)phenol;4-(PENTAFLUOROSULFANYL)PHENOL;4-Hydroxyphenylsulfur pentafluoride;4-Hydroxyphenylsulphur pentafluoride;4-(pentafluoro-lambda6-sulfanyl)phenol;4-(Pentafluoro-lambda~6~-sulfanyl)phenol;4-(Pentafluorosulfur)phenol;Sulfur,pentafluoro(4-hydroxyphenyl)-, (OC-6-21)- (9CI);4-(pentafluoro-$l^{6}-sulfanyl)phenol;4-Pentafluorosulfanylphenol;SCHEMBL50457;4-[Pentafluorothio(VI)]phenol;4-(pentafluoro--sulfanyl)phenol;DTXSID70381318;XHJLGVIUMCBMHL-UHFFFAOYSA-N;p-hydroxyphenyl sulfur pentafluoride;p-hydroxyphenyl-sulfur pentafluoride;BBL100801;MFCD03788516;STL554595;AKOS005255132;PS-11514;CS-0207215;FT-0651024;E87606;4-[pentakis(fluoranyl)-$l^{6}-sulfanyl]phenol;A839114;J-515527;Sulfur,pentafluoro(4-hydroxyphenyl)-,(oc-6-21)-(9ci)

Chemical Property of 4-(Pentafluorosulfanyl)phenol

Chemical Property:

• Melting Point: 104-105 °C
• PKA: 8.08±0.13(Predicted)
• PSA: 45.53000
• LogP: 4.04960
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 219.99812676
• Heavy Atom Count: 13
• Complexity: 200

Purity/Quality:

98%Min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1O)S(F)(F)(F)(F)F
• Uses: Synthesis of hexylamides using fluorine derivatives as intermediate active esters. Various non-metallic derivatives of pentafluorothiophenol, containing sulfur bonded to boron, carbon, silicon, germanium, phosphorus, arsenic, antimony, sulfur, and chlorine, can be prepared.

Technology Process of 4-(Pentafluorosulfanyl)phenol

There total 17 articles about 4-(Pentafluorosulfanyl)phenol 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: 93.0%

1-methoxy-4-(pentafluorosulfanyl)-benzene (852469-75-1) → 4-(pentafluoro-λ6-sulfaneyl)phenol (774-94-7)

Guidance literature:

1-methoxy-4-(pentafluorosulfanyl)-benzene; With Octanethiol; potassium tert-butylate; In N,N-dimethyl-formamide; at 110 ℃; for 1h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; pH=1;

Reference yield: 68.0%

→ 4-(pentafluoro-λ6-sulfaneyl)phenol (774-94-7)

Guidance literature:

With silver fluoride; In dichloromethane; at 120 ℃; for 48h; Inert atmosphere; Sealed tube;

Reference yield: 58.0%

1-bromo-4-pentafluorosulfanylbenzene (774-93-6) → 4-(pentafluoro-λ6-sulfaneyl)phenol (774-94-7)

Guidance literature:

1-bromo-4-pentafluorosulfanylbenzene; With tert.-butyl lithium; In diethyl ether; at -70 ℃;

With Trimethyl borate; In diethyl ether; at -70 - -20 ℃;

With sulfuric acid; dihydrogen peroxide; In diethyl ether; acetic acid; at -20 - 35 ℃; for 1h;

DOI:10.1002/(SICI)1521-3773(19990712)38:13/14<1989::AID-ANIE1989>3.0.CO;2-K

upstream raw materials:

1-bromo-4-pentafluorosulfanylbenzene

1-nitro-4-(pentafluorosulfanyl)benzene

4-(pentafluorosulfanyl)aniline

1-methoxy-4-(pentafluorosulfanyl)-benzene

Downstream raw materials:

2-chloro-4-(pentafluoro-λ⁶-sulfanyl)phenol

2-bromo-1-methoxy-4-(pentafluorosulfanyl)benzene

3-amino-4-hydroxy(pentafluorosulfanyl)benzene

Refernces

• 1、 Pitts, Cody Ross,Bornemann, Dustin,Liebing, Phil,Santschi, Nico,Togni, Antonio. "Making the SF5 Group More Accessible: A Gas-Reagent-Free Approach to Aryl Tetrafluoro-λ6-sulfanyl Chlorides". . p. 1950 - 1954. Retrieved 2019/01/25.
• 2、 Vida, Norbert,Pastkov, Tereza,Klepetov, Blanka,Beier, Petr. "Synthesis of aliphatic sulfur pentafluorides by oxidation of SF5-containing anisole, phenols, and anilines". . p. 8906 - 8911. Retrieved 2015/01/08.