2388-68-3

Basic information

• Product Name: 1,2-BENZENEDIMETHANETHIOL
• Synonyms: 1,2-BENZENEDIMETHANETHIOL;1,2-Benzenebis(methanethiol);1,2-Phenylenebis(methanethiol);Benzene-1,2-bis(methanethiol);Benzene-1,2-bismethanethiol;o-Phenylenebis(methanethiol);1,2-bis(methylsulfanyl)benzene;1,2-bis(methylthio)benzene
• CAS NO: 2388-68-3
• Molecular Formula: C₈H₁₀S₂
• Molecular Weight: 170.29
• Product Categories: Sulfur;Organic Building Blocks;Sulfur Compounds;Thiols/Mercaptans
• Mol File: 2388-68-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 43-45 °C(lit.)
• Boiling Point: 160 °C20 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.1604 (rough estimate)
• Vapor Pressure: 0.00514mmHg at 25°C
• Refractive Index: 1.6210 (estimate)
• CAS DataBase Reference: 1,2-BENZENEDIMETHANETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-BENZENEDIMETHANETHIOL(2388-68-3)
• EPA Substance Registry System: 1,2-BENZENEDIMETHANETHIOL(2388-68-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• RIDADR: UN 3335
• WGK Germany: 3
• Hazardous Substances Data: 2388-68-3(Hazardous Substances Data)

Usage

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.

InChI:InChI=1/C8H10S2/c9-5-7-3-1-2-4-8(7)6-10/h1-4,9-10H,5-6H2

Upstream product

• 17534-15-5 Benzene-1,2-dithiol 
• 74-93-1 methylthiol 
• 95-50-1 1,2-dichloro-benzene 
• 77-78-1 dimethyl sulfate 
• 87-61-6 1,2,3-trichlorobenzene 
• 74-88-4 methyl iodide 
• 124-38-9 carbon dioxide 
• 624-92-0 Dimethyldisulphide 
• 367-11-3 ortho-difluorobenzene 
• 2987-53-3 2-(Methylthio)aniline 
• 108-98-5 thiophenol 
• 6461-76-3 1,2-benzenedisulfonyl dichloride 
• 5188-07-8 sodium thiomethoxide 
• 71-43-2 benzene 

Downstream Products

• 132180-52-0 1,2-bis-(2,4-dinitro-phenylsulfanyl)-benzene 
• 85609-04-7 1,2-bis(ethylthio)benzene 
• 36198-83-1 2-({2-[(2-hydroxy-2-oxoethyl)thio]phenyl}thio)acetic acid 
• 87453-67-6 1,2-bis(propylthio)benzene 
• 83500-73-6 o-(Methylthio)-phenyl ethyl sulphide 
• 258261-70-0 methyl 2-({2-[(2-methoxy-2-oxoethyl)thio]phenyl}thio)acetate 
• 60036-44-4 1,2-bis(methanesulfonyl)benzene 
• 1356939-36-0 (GaCl₃)2[o-C₆H₄(SMe)2] 

Relevant articles and documents

Enantioselective Oxidation of Thioethers: an Easy Route to Enantiopure C2 Symmetrical bis-Methylsulfinylbenzenes

The direct oxidation of bis-methylthioethers 1 by t-butyl hydroperoxide, titanium tetra-isopropylate and (+)-diethyl tartrate, affords the almost enantiomerically pure dl bis-methylsulfinylbenzenes 2 (e.e. >/= 99percent) in a process which is also charact

ALTERNATIVE SYNTHESES OF DIBENZOTETRASELENAFULVALENE, OF SOME OF ITS PRECURSORS AND OF TETRASELENOALKENES ANALOGS

We report alternative syntheses of dibenzotetraselenafulvalene, of a key precursor and of tetramethylselenoethylene.

t-BuOK-promoted methylthiolation of aryl fluorides with dimethyldisulfide under transition-metal-free and mild conditions

In the presence of potassium tert-butoxide (t-BuOK), the cross-coupling reaction between aryl fluorides and dimethyldisulfide was developed. A series of aryl methyl sulfides were obtained in moderate to good yields under transition-metal-free and mild conditions.

Metal-free radical thiolations mediated by very weak bases

Aromatic thioethers and analogous heavier chalcogenides were prepared by reaction of arene-diazonium salts with disulfides in the presence of the cheap and weak base NaOAc. The mild and practical reaction conditions (equimolar reagents, DMSO, r.t., 8 h) tolerate various functional groups (e.g. Br, Cl, NO2, CO2R, OH, SCF3, furans). Mechanistic studies indicate the operation of a radical aromatic substitution mechanism via aryl, acetyloxyl, thiyl, and dimsyl radicals.