5-(4-Bromo-phenyl)-[1,2]dithiole-3-thione

Base Information

• Chemical Name: 5-(4-Bromo-phenyl)-[1,2]dithiole-3-thione
• CAS No.: 14659-11-1
• Molecular Formula: C9H5BrS3
• Molecular Weight: 289.235
• Hs Code.: 2930909090
• Mol file: 14659-11-1.mol

Synonyms:3H-1,2-Dithiole-3-thione, 5-(p-bromophenyl)-(7CI,8CI);1,2-Dithiole-3-thione,5-(p-bromophenyl)- (6CI);

Chemical Property of 5-(4-Bromo-phenyl)-[1,2]dithiole-3-thione

Chemical Property:

• Vapor Pressure: 2.17E-06mmHg at 25°C
• Melting Point: 129 °C
• Refractive Index: 1.81
• Boiling Point: 404.7 °C at 760 mmHg
• Flash Point: 198.6 °C
• PSA: 88.57000
• Density: 1.8 g/cm³
• LogP: 4.96860

Purity/Quality:

99% ^*data from raw suppliers

5-(4-BROMO-PHENYL)-[1,2]DITHIOLE-3-THIONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(4-Bromo-phenyl)-[1,2]dithiole-3-thione

There total 7 articles about 5-(4-Bromo-phenyl)-[1,2]dithiole-3-thione 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: 81.0%

C14H17BrOS2 → 5-(4-bromophenyl)-3H-1,2-dithiole-3-thione (14659-11-1)

Guidance literature:

With sulfur; indium(III) chloride; In neat (no solvent); at 90 ℃; for 1h;

DOI:10.1021/acs.joc.6b01802

Reference yield: 53.0%

1-(4-bromophenyl)-3,3-bis(methylthio)prop-2-en-1-one (39580-38-6) → 5-(4-bromophenyl)-3H-1,2-dithiole-3-thione (14659-11-1)

Guidance literature:

With tetraphosphorus decasulfide; sulfur; In pyridine; for 0.5h; Heating;

Reference yield:

N-(4-bromobenzoyl)imidazole (82892-00-0) → 5-(4-bromophenyl)-3H-1,2-dithiole-3-thione (14659-11-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium chloride; triethylamine / tetrahydrofuran / 6 h / 25 °C

1.2: Reflux

2.1: tetraphosphorus decasulfide; sulfur; Hexamethyldisiloxane / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

With sulfur; tetraphosphorus decasulfide; Hexamethyldisiloxane; triethylamine; magnesium chloride; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene;

DOI:10.1021/acs.jafc.9b06360

upstream raw materials:

1-allyl-4-bromo-benzene

1-(4-bromophenyl)-3,3-dimercapto-2-propen-1-one

1-(4-bromophenyl)-3,3-bis(methylthio)prop-2-en-1-one

N-(4-bromobenzoyl)imidazole

Downstream raw materials:

2-[2-(4-Bromo-phenyl)-2-oxo-eth-(Z)-ylidene]-5-diethoxymethyl-[1,3]dithiole-4-carbaldehyde

Refernces

• 1、 Koley, Suvajit,Chanda, Tanmoy,Samai, Subhasis,Singh, Maya Shankar. "Switching Selectivity of α-Enolic Dithioesters: One Pot Access to Functionalized 1,2- and 1,3-Dithioles". . p. 11594 - 11602. Retrieved 2016/12/09.