4-(Trifluoromethylthio)bromobenzene

Base Information

• Chemical Name: 4-(Trifluoromethylthio)bromobenzene
• CAS No.: 333-47-1
• Molecular Formula: C7H4BrF3S
• Molecular Weight: 257.074
• Hs Code.: 29309090
• European Community (EC) Number: 625-552-5
• DSSTox Substance ID: DTXSID10353019
• Nikkaji Number: J633.042H
• Wikidata: Q72513537
• Mol file: 333-47-1.mol

Synonyms:333-47-1;4-(Trifluoromethylthio)bromobenzene;4-Bromophenyl trifluoromethyl sulphide;1-Bromo-4-trifluoromethylthiobenzene;4-Bromophenyl trifluoromethyl sulfide;1-bromo-4-(trifluoromethylsulfanyl)benzene;4-bromo-1-(trifluoromethylthio)benzene;1-Bromo-4-[(Trifluoromethyl)Sulfanyl]Benzene;(4-BROMOPHENYL)(TRIFLUOROMETHYL)SULFANE;1-Bromo-4-[(trifluoromethyl)thio]benzene;MFCD00040840;Benzene, 1-bromo-4-[(trifluoromethyl)thio]-;1-Bromo-4-trifluoromethylsulfanyl-benzene;SCHEMBL381447;DTXSID10353019;p-bromophenyl trifluoromethyl sulfide;trifluoromethyl p-bromophenyl sulfide;BBL103011;STL556820;1-bromo-4-trifluoromethyl thiobenzene;AKOS005255433;AM62335;4-(Trifluoromethylthio)bromobenzene, 96%;FT-0607495;EN300-212053;J-019156;Pyridine, 2-[[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazol-1-yl]methyl]-

Chemical Property of 4-(Trifluoromethylthio)bromobenzene

Chemical Property:

• Appearance/Colour: Clear colorless to slightly yellow liquid
• Vapor Pressure: 2.52mmHg at 25°C
• Refractive Index: n20/D 1.5130(lit.)
• Boiling Point: 164.907 °C at 760 mmHg
• Flash Point: 53.534 °C
• PSA: 25.30000
• Density: 1.717 g/cm³
• LogP: 4.06100
• Storage Temp.: 2-8°C
• Sensitive.: Stench
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 255.91692
• Heavy Atom Count: 12
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

1-Bromo-4-trifluoromethylthiobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=CC=C1SC(F)(F)F)Br

Technology Process of 4-(Trifluoromethylthio)bromobenzene

There total 36 articles about 4-(Trifluoromethylthio)bromobenzene 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: 87.0%

Langlois reagent (2926-29-6) + para-bromobenzenethiol (106-53-6) → 1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1)

Guidance literature:

With iodine pentoxide; In dimethyl sulfoxide; at 110 ℃; for 24h;

DOI:10.1039/c5cy01561h

Reference yield: 87.0%

α,α-difluoro(4-bromophenylthio)acetic acid → 1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1)

Guidance literature:

With silver trifluoromethanesulfonate; Selectfluor; trifluoroacetic acid; In dichloromethane; water; at 55 ℃; for 1.5h; Temperature; Time; Catalytic behavior; Inert atmosphere; Glovebox;

DOI:10.1016/j.jfluchem.2017.07.017

Reference yield: 87.0%

1-trifluoromethylthio-1,3-dihydro-3,3-dimethyl-1,2-benziodoxole + 4-Bromophenylboronic acid (5467-74-3) → 1-bromo-4-(trifluoromethyl)thiobenzene (333-47-1)

Guidance literature:

With [2,2]bipyridinyl; tetrakis(actonitrile)copper(I) hexafluorophosphate; potassium carbonate; In diethylene glycol dimethyl ether; at 35 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1002/anie.201209817

upstream raw materials:

thioorthocarbonotrifluoridic acid 4-amino-phenyl ester

(4-bromophenyl)(trichloromethyl)sulfane

iodotrifluoromethane

para-bromobenzenethiol

Downstream raw materials:

N-Methyl-γ-{4-[(trifluoromethyl)thio]phenoxy}benzenepropanamine ethanedioate

3-(4-((trifluoromethyl)thio)phenyl)prop-2-yn-1-ol

3β-(4-trifluoromethylthiophenyl)tropane-2β-carboxylic acid methyl ester

(4-bromophenyl)(imino)(trifluoromethyl)-λ⁶-sulfanone

Refernces

• 1、 Monde, Kenji,Tomita, York,Gilchrist Jr., M. Lane,McDermott, Ann E.,Nakanishi, Koji. "Design and preparation of polyphenyl distance markers for solid-state 19F NMR". . p. 301 - 306. Retrieved 2000.
• 2、 Chen, Wenbo,Li, Wenlin,Lu, Wenqing,Xie, Yongbin,Zhou, Yicheng. "Iridium(I)-catalyzed deoxgenation of fluoroalkylsulfoxides with dimethyl diazomalonate to access fluoroalkylthioethers". supporting information. . Retrieved 2022/03/16.
• 3、 Zhu, Xing-Xing,Wang, Huai-Qin,Li, Chen-Guang,Xu, Xiao-Lan,Xu, Jun,Dai, Jian-Jun,Xu, Hua-Jian. "Electrochemical Trifluoromethylation of Thiophenols with Sodium Trifluoromethanesulfinate". . p. 16114 - 16120. Retrieved 2021/02/03.