2-Bromo-4-(pentafluorosulphanyl)phenol, 2-Bromo-4-(pentafluorothio)phenol

Base Information

• Chemical Name: 2-Bromo-4-(pentafluorosulphanyl)phenol, 2-Bromo-4-(pentafluorothio)phenol
• CAS No.: 1426290-12-1
• Molecular Formula: C₆H₄BrF₅OS
• Molecular Weight: 299.059
• Hs Code.: 2908199090
• Mol file: 1426290-12-1.mol

Synonyms:2-Bromo-4-(pentafluorosulphanyl)phenol, 2-Bromo-4-(pentafluorothio)phenol;3-Bromo-4-hydroxyphenylsulphur pentafluoride;3-broMo-4-hydroxyphenylsulfur pentafluoride

Chemical Property of 2-Bromo-4-(pentafluorosulphanyl)phenol, 2-Bromo-4-(pentafluorothio)phenol

Chemical Property:

• PSA: 45.53000
• LogP: 4.81210

Purity/Quality:

98% ^*data from raw suppliers

3-Bromo-4-hydroxyphenylsulphurpentafluoride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Bromo-4-(pentafluorosulphanyl)phenol, 2-Bromo-4-(pentafluorothio)phenol

There total 3 articles about 2-Bromo-4-(pentafluorosulphanyl)phenol, 2-Bromo-4-(pentafluorothio)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: 84.0%

2-bromo-1-methoxy-4-(pentafluorosulfanyl)benzene (1211514-99-6) → 2-bromo-4-(pentafluoro-λ6-sulfaneyl)phenol (1426290-12-1)

Guidance literature:

With Octanethiol; potassium tert-butylate; In N,N-dimethyl-formamide; at 110 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b01484

Reference yield: 41.0%

4-(pentafluoro-λ6-sulfaneyl)phenol (774-94-7) → 2-bromo-4-(pentafluoro-λ6-sulfaneyl)phenol (1426290-12-1)

Guidance literature:

With iron(III) chloride; bromine; acetic acid; at 0 - 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.9b01411

Reference yield:

1-methoxy-4-(pentafluorosulfanyl)-benzene (852469-75-1) → 2-bromo-4-(pentafluoro-λ6-sulfaneyl)phenol (1426290-12-1)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; bromine / 12 h / 80 °C

2: potassium tert-butylate; Octanethiol / N,N-dimethyl-formamide / 1 h / 110 °C

With Octanethiol; potassium tert-butylate; bromine; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/acs.jmedchem.6b01484

upstream raw materials:

1-methoxy-4-(pentafluorosulfanyl)-benzene

4-(pentafluoro-λ⁶-sulfaneyl)phenol

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

Refernces

• 1、 Macdonald, Jonathan D.,Chacón Simon, Selena,Han, Changho,Wang, Feng,Shaw, J. Grace,Howes, Jennifer E.,Sai, Jiqing,Yuh, Joannes P.,Camper, Demarco,Alicie, Bethany M.,Alvarado, Joseph,Nikhar, Sameer,Payne, William,Aho, Erin R.,Bauer, Joshua A.,Zhao, Bin,Phan, Jason,Thomas, Lance R.,Rossanese, Olivia W.,Tansey, William P.,Waterson, Alex G.,Stauffer, Shaun R.,Fesik, Stephen W.. "Discovery and Optimization of Salicylic Acid-Derived Sulfonamide Inhibitors of the WD Repeat-Containing Protein 5-MYC Protein-Protein Interaction". . p. 11232 - 11259. Retrieved 2019/12/25.
• 2、 Zhang, Yanmei,Wang, Yican,He, Chuang,Liu, Xiaorong,Lu, Yongzhi,Chen, Tingting,Pan, Qiong,Xiong, Jingfang,She, Miaoqin,Tu, Zhengchao,Qin, Xiaochu,Li, Minke,Tortorella, Micky D.,Talley, John J.. "Pentafluorosulfanyl-Substituted Benzopyran Analogues As New Cyclooxygenase-2 Inhibitors with Excellent Pharmacokinetics and Efficacy in Blocking Inflammation". . p. 4135 - 4146. Retrieved 2017/06/05.