26504-28-9

Basic information

• Product Name: dithiocarbonic acid S,S'-dibenzyl ester
• Synonyms: dithiocarbonic acid S,S'-dibenzyl ester
• CAS NO: 26504-28-9
• Molecular Weight: 274.408
• Mol File: 26504-28-9.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: dithiocarbonic acid S,S'-dibenzyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: dithiocarbonic acid S,S'-dibenzyl ester(26504-28-9)
• EPA Substance Registry System: dithiocarbonic acid S,S'-dibenzyl ester(26504-28-9)

Safety Data

• Hazardous Substances Data: 26504-28-9(Hazardous Substances Data)

Upstream product

• 141-52-6 sodium ethanolate 
• 100-53-8 phenylmethanethiol 
• 463-58-1 carbon oxide sulfide 
• 28269-82-1 phenyl S-benzylisothiocarbamide 
• 26504-30-3 O,S-dibenzyl dithiocarbonate 
• 17659-13-1 Methyl xanthogenic acid benzylester 
• 201230-82-2 carbon monoxide 
• 100-39-0 benzyl bromide 
• 100-44-7 benzyl chloride 
• 2667-20-1 potassium methylxanthate 
• 28925-45-3 S-methyl O-benzyl dithiocarbonate 
• 124-38-9 carbon dioxide 
• 26504-29-0 dibenzyl trithiocarbonate 

Downstream Products

• 85293-39-6 octyl benzyl sulfide 
• 1939-99-7 benzenesulfonyl chloride 
• 38232-77-8 trans-β-Benzylthiocinnamic acid 
• 2899-66-3 3-(benzylthio)propanoic acid 
• 23909-09-3 3-(benzylthio)butanoic acid 
• 57266-39-4 C₁₅H₁₄O₂S₂ 
• 538-74-9 dibenzyl sulfide 

Relevant articles and documents

Radical-induced oxidation of RAFT agentsa - A kinetic study

Radical-induced oxidation of reversible addition-fragmentation chain transfer (RAFT) agents is investigated with respect to the effect of molecular structure on oxidation rate. The radicals are generated by homolysis of either azobisisobutyronitrile or alkoxyamine and transformed in situ immediately into peroxy radicals through transfer to molecular oxygen. It is found that the oxidation rate depends on the structure of Z- and R-group of thiocarbonylthio compounds. For dithioesters with identical Z-phenyl substituent, the oxidation rate decreases in the order of cyanoisopropyl (-C(Me)2CN) > cumyl (-C(Me)2Ph) > phenylethyl (-CH(Me)Ph) > 2-methoxy-1-methyl-2- oxoethyl (-CH(Me) -C(=O)OCH3) > benzyl (-CH2Ph). For dithioesters with identical R-group, the oxidation rate decreases in the order of Z = phenyl- ～ benzyl- > RS- (trithiocarbonates) > RO- (xanthates). The stability of the RAFT agents toward oxidation correlates well with the chain transfer abilities as those previously reported by Rizzardo and coworkers. The priority of the oxidation reaction over the RAFT process, and the subsequent influence on RAFT polymerization are also investigated.

A novel one-pot solvent-free, triethylamine-assisted, selenium-catalyzed synthesis of thiocarbamates from nitroarenes, carbon monoxide, and thiols

A novel one-pot solvent-free synthesis of a series of thiocarbamates is reported. Nitroarenes, carbon monoxide, and thiols are the starting materials, with cheap element selenium as catalyst; this method offers a simple access to thiocarbamates mostly in moderate to good yields. The selenium catalyst can be easily recovered and recycled. Georg Thieme Verlag Stuttgart.

Facile Synthesis of S,S-Dialkyl Dithiocarbonates from Water, Sulfur, Carbon Monoxide, and Alkyl Halides

S,S-Dialkyl dithiocarbonates were easily synthesized in good to excellent yields by the reaction of carbon monoxide with sulfur in the presence of water and triethylamine, followed by alkylation of the resulting salts with alkyl halides.