18321-16-9

Usage

Physical State

Colorless liquid

Uses

a. Intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds
b. Reagent in organic chemistry reactions, particularly in the formation of carbon-carbon bonds

Properties

a. Potent antioxidant
b. Potential therapeutic properties in the treatment of various diseases, including cancer and inflammatory conditions

Safety Precautions

Handle with care as it can be hazardous if not handled properly.

Upstream product

• 6572-95-8 1,5-dithiocane 
• 6007-26-7 2-methyl-1,3-dithian 
• 505-23-7 1,3 dithiane 

Downstream Products

• 111848-87-4 Sodium; 3-p-tolyldisulfanyl-propane-1-sulfinate 
• 111848-89-6 Sodium; 3-phenyldisulfanyl-propane-1-sulfinate 

Relevant academic research and scientific papers

Photooxidation of 1,5-dithiacyclooctane. A novel C-S bond cleavage

Sensitized photooxidation of 1,5-dithiacyclooctane (1,5-DTCO) has been investigated in various solvents. At high conversions, a novel C-S bond cleavage occurs. Significant solvent effects are also observed. At high concentration (0.05-0.1 M) in methanol, more than 90% of the corresponding monosulfoxide and a mixture of cis- and trans-bissulfoxides are produced. In aprotic solvents (benzene, chloroform, acetone, and acetonitrile), novel cleavage products (1,2-dithiolane 1-oxide, 1,2-dithiolane 1,1-dioxide, and acrolein) were obtained in addition to the monosulfoxide and bissulfoxides. The cleavage products derive mostly from reaction of the primary monosulfoxide (1,5-DTCO 1-oxide) with singlet oxygen. Unstable compounds oxidized α to the sulfur atom were detected by NMR spectroscopy and shown to be intermediate in the formation of the cleavage products.

Electrosynthesis of 1,2-Dithiolane 1-Oxides from Substituted 1,3-Dithianes

Controlled potential oxidation of variety of 5-substituted 2-tert-butyl-1,3-dithianes in wet acetonitrile, using an undivided electrochemical cell, provide 4-substituted 1,2-dithiolane 1-oxides selectively and in good yields.Adsorption to the electrode surface of the platinum anode, rendering it passive in the electrolysis of these sulfur-containing compounds is a solvable problem.Although acid-sensitive O-trimethylsilyl ethers are cleaved under the reaction conditions, O-tert-butyldimethylsilyl ethers only suffer cleavage to a modest extent, and an ethylene ketal moiety suffers little, if any, cleavage.