4-Bromo-4'-(methylthio)biphenyl

Base Information

• Chemical Name: 4-Bromo-4'-(methylthio)biphenyl
• CAS No.: 3393-00-8
• Molecular Formula: C13H11BrS
• Molecular Weight: 279.2
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID30955514
• Nikkaji Number: J2.316.927D
• Wikidata: Q82935153
• Mol file: 3393-00-8.mol

Synonyms:3393-00-8;4-Bromo-4'-(methylthio)biphenyl;(4'-Bromo-[1,1'-biphenyl]-4-yl)(methyl)sulfane;1-bromo-4-(4-methylsulfanylphenyl)benzene;SCHEMBL6843035;DTXSID30955514;4-(Methylthio)-4'-bromobiphenyl;AKOS004114122;4-BROMO-4'-(METHYLSULFANYL)-1,1'-BIPHENYL

Chemical Property of 4-Bromo-4'-(methylthio)biphenyl

Chemical Property:

• Boiling Point: 371.6 °C at 760 mmHg
• Flash Point: 178.5 °C
• PSA: 25.30000
• Density: 1.44 g/cm³
• LogP: 4.83800
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 277.97648
• Heavy Atom Count: 15
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

4-BROMO-4'-(METHYLTHIO)BIPHENYL ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC=C(C=C1)C2=CC=C(C=C2)Br

Technology Process of 4-Bromo-4'-(methylthio)biphenyl

There total 2 articles about 4-Bromo-4'-(methylthio)biphenyl 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: 73.0%

Dimethyldisulphide (624-92-0) + 4-(4-bromophenyl)bromobenzene (92-86-4) → 4-bromo-1,1'-biphenyl (92-66-0) + 4-phenylthioanisole (19813-76-4) + 4,4'-bis(methylsulfanyl)biphenyl (10075-90-8) + (4’-bromo-[1,1’-biphenyl]-4-yl)(methyl)sulfane (3393-00-8)

Guidance literature:

4-(4-bromophenyl)bromobenzene; With tri-n-butyllithium magnesate complex; In tetrahydrofuran; hexane; at 0 - 4.4 ℃; for 3.25h;

Dimethyldisulphide; In tetrahydrofuran; hexane; at 0 - 7.4 ℃; for 16.75h;

DOI:10.1016/j.tet.2006.03.039

Reference yield: 66.0%

1,4-bromoiodobenzene (589-87-7) + (4-thiomethoxyphenyl)boronic acid (98546-51-1) → (4’-bromo-[1,1’-biphenyl]-4-yl)(methyl)sulfane (3393-00-8)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; sodium carbonate; In 1,2-dimethoxyethane; water; at 100 ℃; for 5h;

DOI:10.1021/jacs.8b11027

Reference yield: 89.4%

(4’-bromo-[1,1’-biphenyl]-4-yl)(methyl)sulfane (3393-00-8) + bis(pinacol)diborane (73183-34-3) → 4,4,5,5-tetramethyl-2-(4'-(methylthio)-[1,1'-biphenyl]-4-yl)-1,3,2-dioxaborolane

Guidance literature:

With 1,1'-bis-(diphenylphosphino)ferrocene; potassium acetate; In 1,4-dioxane; for 24h; Inert atmosphere; Reflux;

DOI:10.1002/anie.202000061

upstream raw materials:

Dimethyldisulphide

4-(4-bromophenyl)bromobenzene

1,4-bromoiodobenzene

(4-thiomethoxyphenyl)boronic acid

Downstream raw materials:

4'-bromo-4-mercaptobiphenyl

2-(4-(methylthio)phenyl)adamantan-2-ol

C₁₃H₁₃BO₂S

(S)-4-fluoro-4-methyl-2-(((S)-2,2,2-trifluoro-1-(4’-(methylsulfonyl)-[1,1'-biphenyl]-4-yl)ethyl)amino)pentanoic acid

Refernces

• 1、 -. "CATHEPSIN INHIBITORS". Paragraph 00126. . Retrieved 2019/06/23.