1,2-BENZENEDIMETHANETHIOL

Base Information

• Chemical Name: 1,2-BENZENEDIMETHANETHIOL
• CAS No.: 2388-68-3
• Molecular Formula: C8H10 S2
• Molecular Weight: 170.299
• Hs Code.: 2930909090
• Mol file: 2388-68-3.mol

Synonyms:Benzene,o-bis(methylthio)- (6CI,7CI,8CI); 1,2-Bis(methylmercapto)benzene;1,2-Bis(methylthio)benzene

Chemical Property of 1,2-BENZENEDIMETHANETHIOL

Chemical Property:

• Vapor Pressure: 0.00514mmHg at 25°C
• Melting Point: 43-45 °C(lit.)
• Refractive Index: 1.6210 (estimate)
• Boiling Point: 160 °C20 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 77.60000
• Density: 1.134g/cm³
• LogP: 2.54620

Purity/Quality:

99% ^*data from raw suppliers

1,2-Benzenedimethanethiol 95% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,2-Benzenedimethanethiol was used to stabilize lead sulfide (PbS) quantum dots. It was also used in the synthesis of 1,3-dihydrobenzo[c]thiophene.

Technology Process of 1,2-BENZENEDIMETHANETHIOL

There total 21 articles about 1,2-BENZENEDIMETHANETHIOL 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: 96.0%

Benzene-1,2-dithiol (17534-15-5) + methyl iodide (74-88-4) → o-bis(mercaptomethyl)benzene (2388-68-3)

Guidance literature:

Benzene-1,2-dithiol; With potassium carbonate; In dichloromethane; at 0 ℃; for 0.0833333h;

methyl iodide; With triethylamine; In dichloromethane; for 4.5h;

DOI:10.1039/d0ob02083d

Reference yield: 83.0%

2-methylsulfanylbenzenediazonium o-benzenedisulfonimide + sodium thiomethoxide (5188-07-8) → Dimethyldisulphide (624-92-0) + o-bis(mercaptomethyl)benzene (2388-68-3) + sodium o-benzenedisulfonimide

Guidance literature:

In methanol; at 0 - 5 ℃;

DOI:10.1021/jo0003347

Reference yield: 73.0%

Dimethyldisulphide (624-92-0) + 2-(Methylthio)aniline (2987-53-3) → o-bis(mercaptomethyl)benzene (2388-68-3)

Guidance literature:

2-(Methylthio)aniline; With tetrafluoroboric acid; tert.-butylnitrite; In water; acetic acid; at 20 ℃; for 0.0833333h; Green chemistry;

Dimethyldisulphide; With sodium acetate; In dimethyl sulfoxide; at 20 ℃; for 8h; Inert atmosphere; Green chemistry;

DOI:10.1039/c6ob02276f

upstream raw materials:

dimethyl sulfate

Benzene-1,2-dithiol

Dimethyldisulphide

2-(Methylthio)aniline

Downstream raw materials:

1,2-bis(ethylthio)benzene

2-({2-[(2-hydroxy-2-oxoethyl)thio]phenyl}thio)acetic acid

(GaCl₃)2[o-C₆H₄(SMe)2]

Refernces

• 1、 Shimizu, Hiroshi,Watanabe, Hiroyoshi,Mizuno, Masahiro,Kataoka, Tadashi,Hori, Mikio. "Synthesis and properties of novel medium-sized heterocyclic compounds containing two sulfur atoms in the ring and synthetic approaches to conjugated cyclic disulfonium ylides". . p. 139 - 150. Retrieved 2001.
• 2、 Ichikawa, Yuki,Hiramatsu, Michiaki,Mita, Yusuke,Makishima, Makoto,Matsumoto, Yotaro,Masumoto, Yui,Muranaka, Atsuya,Uchiyama, Masanobu,Hashimoto, Yuichi,Ishikawa, Minoru. "Meta -Non-flat substituents: A novel molecular design to improve aqueous solubility in small molecule drug discovery". supporting information. p. 446 - 456. Retrieved 2021/01/29.
• 3、 Zhang, Bo,Fan, Zhengning,Guo, Zhiqiang,Xi, Chanjuan. "Reduction of CO2 with NaBH4/I2 for the Conversion of Thiophenols to Aryl Methyl Sulfides". . p. 8661 - 8667. Retrieved 2019/07/03.