1-Bromo-4-[(trifluoromethyl)sulfonyl]benzene

Base Information

• Chemical Name: 1-Bromo-4-[(trifluoromethyl)sulfonyl]benzene
• CAS No.: 312-20-9
• Molecular Formula: C7H4 Br F3 O2 S
• Molecular Weight: 289.073
• Hs Code.: 2904909090
• NSC Number: 174223
• DSSTox Substance ID: DTXSID40306139
• Nikkaji Number: J2.000.568H
• Wikidata: Q82053074
• Mol file: 312-20-9.mol

Synonyms:1-bromo-4-[(trifluoromethyl)sulfonyl]benzene;312-20-9;1-Bromo-4-((trifluoromethyl)sulfonyl)benzene;1-bromo-4-(trifluoromethylsulfonyl)benzene;1-bromo-4-trifluoromethanesulfonylbenzene;MFCD00474580;NSC174223;Benzene, 1-bromo-4-[(trifluoromethyl)sulfonyl]-;SCHEMBL714645;IFLab1_001126;DTXSID40306139;HMS1415D04;BBL103566;STL557376;AKOS001482469;NSC-174223;4-Bromo-(trifluoromethylsulfonyl)benzene;IDI1_008993;MS-20657;1-Bromo-4-trifluoromethanesulfonyl-benzene;1-bromo-4-(trifluoromethane)sulfonylbenzene;CS-0198026;EU-0000360;FT-0682930;E82334;EN300-1723671;A918918;AU-004/40047543;SR-01000391449;SR-01000391449-1

Chemical Property of 1-Bromo-4-[(trifluoromethyl)sulfonyl]benzene

Chemical Property:

• Vapor Pressure: 0.00328mmHg at 25°C
• Melting Point: 64-65 °C(Solv: ethanol (64-17-5))
• Boiling Point: 292°C at 760 mmHg
• Flash Point: 130.4°C
• PSA: 42.52000
• Density: 1.764g/cm³
• LogP: 3.82340
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 287.90675
• Heavy Atom Count: 14
• Complexity: 285

Purity/Quality:

98%min ^*data from raw suppliers

1-Bromo-4-[(trifluoromethyl)sulfonyl]benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1S(=O)(=O)C(F)(F)F)Br

Technology Process of 1-Bromo-4-[(trifluoromethyl)sulfonyl]benzene

There total 15 articles about 1-Bromo-4-[(trifluoromethyl)sulfonyl]benzene 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: 95.0%

4-bromobenzenesulfonyl fluoride (498-83-9) + (trifluoromethyl)trimethylsilane (81290-20-2) → 1-bromo-4-(trifluoromethylsulfonyl)benzene (312-20-9)

Guidance literature:

With potassium hydrogen difluoride; In dimethyl sulfoxide; at 20 ℃; for 0.5h;

DOI:10.1002/anie.201813761

Reference yield: 92.0%

1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1) → 1-bromo-4-(trifluoromethylsulfonyl)benzene (312-20-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In chloroform; at 20 - 60 ℃; for 14h;

Reference yield: 83.0%

Langlois reagent (2926-29-6) + bis(4-bromophenyl)iodonium triflate (139139-81-4) → 1-bromo-4-(trifluoromethylsulfonyl)benzene (312-20-9)

Guidance literature:

With copper(I) oxide; In N,N-dimethyl-formamide; at 20 ℃; for 72h; Inert atmosphere;

upstream raw materials:

4-(trifluoromethanesulfonyl)aniline

1-bromo-4-(trifluoromethyl)thiobenzene

para-bromobenzenethiol

1-nitro-4-(trifluoromethylsulfonyl)benzene

Downstream raw materials:

trimethyl[[4-[(trifluoromethyl)sulfonyl]phenyl]ethynyl]silane

Trifluormethyl-(4-brom-3-nitro-phenyl)-sulfon

1-(4-Trifluoromethanesulfonyl-phenyl)-piperazine

2-(4-trifluoromethylsulfonylphenylthio)benzoic acid

Refernces

• 1、 Zhou, Xiaocong,Hu, Dufen,He, Xinyi,Li, Yuanqiang,Chu, Youqun,She, Yuanbin. "Practical and efficient synthesis of aryl trifluoromethyl sulfones from arylsulfonyl chlorides with Umemoto's reagent II". supporting information. . Retrieved 2019/12/24.
• 2、 Scheidt, Felix,Sch?fer, Michael,Sarie, Jér?me C.,Daniliuc, Constantin G.,Molloy, John J.,Gilmour, Ryan. "Enantioselective, Catalytic Vicinal Difluorination of Alkenes". supporting information. p. 16431 - 16435. Retrieved 2018/11/23.