![]() Several industries use carbon disulfide as a raw material to make such things as rayon, cellophane, and carbon tetrachloride. No indication of carcinogenicity to humans (not listed by IARC). Carbonic anhydrase 2 mediates the metabolism of carbon disulfide. Carbon disulfide or carbonyl sulfide can conjugate with endogenous glutathione to yield thiazolidine-2-thione-4-carboxylic acid and 2-oxythiazolidine-4-carboxylic acid, respectively. Small traces of unchanged can be found in the urine. Most of the carbon disulfude absorbed is metabolized. Dithiocarbamates are the products of the reaction of carbon disulfide with amino acids. The HS- formed can subsequently be oxidized to sulfate or other nonvolatile metabolites. Monothiocarbonate may further spontaneously degrade, regenerating carbonyl sulfide or forming carbon dioxide and sulfide bisulfide ion (HS-). The carbonyl sulfide formed may be converted to monothiocarbonate by carbonic anhydrase. The atomic sulfur generated in these reactions may either covalently bind to macromolecules or be oxidized to products such as sulfate. The intermediate may either spontaneously degrade to atomic sulfur and carbonyl sulfide or hydrolyze to form atomic sulfur and monothiocarbonate. Carbon disulfide is bioactivated by cytochrome P-450 to an unstable oxygen intermediate. Carbon disulfide binds (in the form of AL CS2) mainly to hemoglobin and to a small extent to other blood proteins, such as albumin and gamma-globulin. Nitrogenase reduces carbon disulfide and can also be inhibited by this toxin. Moreover, carbon disulfide metabolites of the thiocarbamate type inhibit aldehyde anhydrase. Neurophysiological and behavioral effects as well as pathomorphology of peripheral nervous system structures have been reported in humans. The primary target of carbon disulfide appears to be the nervous system. The increases in serum cholesterol that are sometimes seen following carbon disulfide exposure may be a result of increased hepatic cholesterol synthesis. Inhalation ( 12) oral ( 12) dermal ( 12) eye contact ( 12)Ĭarbon disulfide is a potent nerve toxin and also affect liver enzymes, particularly those related to lipid metabolism. Predicted LC-MS/MS Spectrum - 40V, Negative Predicted LC-MS/MS Spectrum - 20V, Negative Predicted LC-MS/MS Spectrum - 10V, Negative Predicted LC-MS/MS Spectrum - 40V, Positive Predicted LC-MS/MS Spectrum - 20V, Positive Predicted LC-MS/MS Spectrum - 10V, Positive Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive These are inorganic compounds containing a sulfur atom of an oxidation state of -2, in which the heaviest atom bonded to the oxygen belongs to the class of other non-metals. If I go via the imidazole route, I might use more CS2 to make a larger batch of the imidazole intermediate, probably making ~300 mg, but then I’d only use CS2 once.Belongs to the class of inorganic compounds known as other non-metal sulfides. I was wondering whether anyone has had any experience using CS2, and whether they have any further suggestion? We currently only have nitrile gloves in lab, should I use different gloves? Any help would be appreciated as no one in my lab has used CS2 before, and I'm a bit nervous about using it since its the most hazardous thing I've used so far.Įdit: I forgot to add scale, but I won’t be making more than 100mg of those final products, so I won’t be using that much CS2. However, it's one thing to be given advice, and another to actually have experience using the reagent. I have spoken to my safety advisor at my institution, and they've provided some advice - gloves, bleach bath nearby, quench every CS2-contaminated object in bleach overnight, and then dispose. I am mostly concerned because it is quite volatile with a boiling point of 46.3 degrees Celsius. I am aware that CS2 is a pretty hazardous reagent, and a neurotoxin. I am aware that I’d make a substituted thiourea if I add an amine (and not my desired dithioimidocarbonate), but I suppose I can try and add excess MeI and reflux as the attached paper does. Route 3, using the imidazole compound, has been used for the synthesis of xanthates, substituted ureas, and other such dithio- reagents.ĭoes it seem viable to use a Grignard reagent for the synthesis of a dithioester using this imidazole compound? It has not been explored in literature (from a Reaxys search). Route 1 is something I have seen in a very old paper, route 2 is following: section 4.7, compounds 22 onwards00094-7). I've attached a scheme of my possible synthesis. ![]() I am planning to use Carbon Disulfide (CS2) for the synthesis of dithioesters or dithioimidocarbonates.
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