3-Bromothioanisole

Base Information

• Chemical Name: 3-Bromothioanisole
• CAS No.: 33733-73-2
• Molecular Formula: C7H7BrS
• Molecular Weight: 203.103
• Hs Code.: 29309090
• DSSTox Substance ID: DTXSID80187409
• Nikkaji Number: J308.298I
• Wikidata: Q72513006
• Mol file: 33733-73-2.mol

Synonyms:3-Bromothioanisole;33733-73-2;1-Bromo-3-(methylthio)benzene;(3-bromophenyl)(methyl)sulfane;1-bromo-3-methylsulfanylbenzene;3-bromo thioanisole;3-Bromophenyl methyl sulfide;Benzene, 1-bromo-3-(methylthio)-;1-bromo-3-(methylsulfanyl)benzene;m-bromo(methylthio)benzene;3-Bromothioanisol;m-bromothio-anisole;MFCD00041395;1-BROMO-3-METHYLSULFANYL-BENZENE;3-Bromothioanisole, 97%;3-(methylthio)phenylbromide;SCHEMBL513927;Methyl (3-bromophenyl) sulfide;DTXSID80187409;1-bromo-3-methylsulphanyl-benzene;NKYFJZAKUPSUSH-UHFFFAOYSA-N;AKOS005255217;CS-W015472;PS-5208;B2346;FT-0602558;EN300-124827;O10728;A821909

Chemical Property of 3-Bromothioanisole

Chemical Property:

• Appearance/Colour: Pale-Yellow Liquid
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: n20/D 1.628(lit.)
• Boiling Point: 237.4 °C at 760 mmHg
• Flash Point: 97.4 °C
• PSA: 25.30000
• Density: 1.52 g/cm³
• LogP: 3.17100
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Sensitive.: Stench
• XLogP3: 2.8
• 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:

99% ^*data from raw suppliers

3-Bromothioanisole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 23-24/25-37-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=CC(=CC=C1)Br

Technology Process of 3-Bromothioanisole

There total 11 articles about 3-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: 100.0%

3-Bromothiophenol (6320-01-0) + methyl iodide (74-88-4) → 3-bromo-1-(methylthio)benzene (33733-73-2)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Heating;

DOI:10.1021/jm00099a011

Reference yield: 80.0%

Dimethyldisulphide (624-92-0) + 3-fluorobromobenzene (1073-06-9) → 3-bromo-1-(methylthio)benzene (33733-73-2)

Guidance literature:

With potassium tert-butylate; In acetonitrile; at 50 ℃; for 6h; Sealed tube;

DOI:10.1016/j.jfluchem.2021.109778

Reference yield: 67.0%

di-tert-butyl peroxide (110-05-4) + 1-bromo-3-[(3-bromophenyl)disulfanyl]benzene (19742-90-6) → 3-bromo-1-(methylthio)benzene (33733-73-2)

Guidance literature:

In acetonitrile; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1016/j.tetlet.2018.02.043

upstream raw materials:

3-Bromothiophenol

3-methylmercaptoaniline

methyl iodide

dimethyl sulfate

Downstream raw materials:

3-(methylsulfanyl)benzaldehyde

1-bromo-3-methanesulfinyl-benzene

acetic acid

3-methylthiotriphenylamine

Refernces

• 1、 Wang, Ying-Yu,Wu, Xiang-Mei,Yang, Ming-Hua. "Copper-Catalyzed Methylthiolation of Aryl Iodides and Bromides with Dimethyl Disulfide in Water". supporting information. . Retrieved 2020/07/20.
• 2、 Wu, Xiang-Mei,Lou, Jia-Ming,Yan, Guo-Bing. "Metal-Free, DTBP-Mediated Methylthiolation of Arylboronic Acids with Dimethyldisulfide". supporting information. p. 2269 - 2273. Retrieved 2016/10/30.