2-Bromothioanisole

Base Information

• Chemical Name: 2-Bromothioanisole
• CAS No.: 19614-16-5
• Molecular Formula: C7H7BrS
• Molecular Weight: 203.103
• Hs Code.: 29309090
• European Community (EC) Number: 243-183-4
• UNII: EXS3LF9T6E
• DSSTox Substance ID: DTXSID70173275
• Nikkaji Number: J225.235J
• Wikidata: Q72513012
• Mol file: 19614-16-5.mol

Synonyms:2-bromothioanisole;o-bromothioanisole

Chemical Property of 2-Bromothioanisole

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.0217mmHg at 25°C
• Melting Point: -24 °C
• Refractive Index: 1.632-1.634
• Boiling Point: 258.8 °C at 760 mmHg
• Flash Point: 95 °C
• PSA: 25.30000
• Density: 1.522
• LogP: 3.17100
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 201.94518
• Heavy Atom Count: 9
• Complexity: 85

Purity/Quality:

98% min ^*data from raw suppliers

1-Bromo-2-(methylsulfanyl)benzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn; Xi
• Hazard Codes: Xn,Xi
• Statements: 36/37/38-22
• Safety Statements: 37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CSC1=CC=CC=C1Br
• Uses: 2-Bromothioanisole has been used in the preparation of:thioether-methyleneborane (PhSCH2B (C6F5)2)21-dimesitylboryl-2-methylthio-benzene

Technology Process of 2-Bromothioanisole

There total 28 articles about 2-Bromothioanisole 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: 98.0%

o-bromothiophenol (6320-02-1) + methyl iodide (74-88-4) → 2-bromo-1-(methylsulfanyl)benzene (19614-16-5)

Guidance literature:

With sodium hydroxide; In water; at 40 ℃; for 12h;

DOI:10.1021/ma010961d

Reference yield: 86.0%

Dimethyldisulphide (624-92-0) + 1-Bromo-2-iodobenzene (583-55-1) → 2-bromo-1-(methylsulfanyl)benzene (19614-16-5)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; fac-tris(2-phenylpyridinato-N,C₂')iridium(III); dimethyl sulfoxide; In acetonitrile; at 20 ℃; for 24h; chemoselective reaction; Irradiation; Sealed tube;

DOI:10.1039/c8ob00238j

Reference yield: 80.0%

1-bromo-2-(methylsulfinyl)benzene (126218-83-5,146235-11-2,7321-58-6) → 2-bromo-1-(methylsulfanyl)benzene (19614-16-5)

Guidance literature:

With aluminum (III) chloride; tetrabutyl-ammonium chloride; aluminium; In 1,2-dichloro-ethane; at 20 ℃; for 6h; Electrolysis; Inert atmosphere; Green chemistry;

DOI:10.1039/d1gc00591j

upstream raw materials:

methyl-phenyl-thioether

o-bromothiophenol

dimethyl sulfate

cuprous methylmercaptide

Downstream raw materials:

1-bromo-2-(methylsulfinyl)benzene

C₁₄H₁₄BrNO₂S₂

methyl o-tolyl sulfide

2-(ethylsulfanyl)-1-methylbenzene

Refernces

• 1、 Kong, Zhenshuo,Pan, Chao,Li, Ming,Wen, Lirong,Guo, Weisi. "Scalable electrochemical reduction of sulfoxides to sulfides". supporting information. p. 2773 - 2777. Retrieved 2021/04/21.
• 2、 Zhao, Bin,Hammond, Gerald B.,Xu, Bo. "Modulation of photochemical oxidation of thioethers to sulfoxides or sulfones using an aromatic ketone as the photocatalyst". supporting information. . Retrieved 2021/09/13.