26504-28-9

Upstream product

• 141-52-6 sodium ethanolate 
• 100-53-8 phenylmethanethiol 
• 463-58-1 carbon oxide sulfide 
• 28269-82-1 phenyl S-benzylisothiocarbamide 
• 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 
• 124-38-9 carbon dioxide 
• 26504-29-0 dibenzyl trithiocarbonate 
• 28925-45-3 S-methyl O-benzyl dithiocarbonate 
• 26504-30-3 O,S-dibenzyl dithiocarbonate 

Downstream Products

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

Relevant academic research and scientific papers

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 high yielding, one-pot synthesis of S,S-dialkyl dithiocarbonates through the corresponding thiols using Mitsunobu's reagent

A novel Mitsunobu-based technique has been developed for the synthesis of a variety of symmetrical and unsymmetrical S,Sdialkyl dithiocarbonates from various corresponding primary, secondary and tertiary thiols using gaseous carbon dioxide, in good to excellent yields.

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.

Process to prepare dithiocarbonates from trithiocarbonates

1) Process to prepare an alkyl and arylalkyl, both acyclic and cyclic, dithiocarbonate of formula (I) starting from the corresponding trithiocarboate, which comprises the following steps: a) The corresponding trithiocarbonate of formula (II) is treated with a compound of formula R''-X, at a temperature between 40°C and 110°C, and b) The reaction mixture obtained from step a) is put under nitrogen and left to react at a temperature between 40°C and 90°C, after addition of an amount varying between 2.5. and 20 parts in volume per part in weight of trithiocarbonate (II), of a mixture of water with a mineral acid, or of an aqueous alcohol having 1 to 4 carbon atoms.

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.

4-DIMETHYLAMINOPYRIDINE N-OXIDE AS AN EXCELLENT CATALYST FOR THIONE TO THIOL REARRANGEMENT OF XANTHATES

4-Dimethylaminopyridine N-oxide effectively catalyzes the thione to hiol rearrangement of O,S-dialkyl dithiocarbonates (xanthates) to provide S,S-dialkyl dithiocarbonates.

DECARBONYLATION DES DITHIOCARBONATES: UNE VOIE D'ACCES GENERALE AUX COMPLEXES BINUCLEAIRES BIS-μ-(S-ALKYL)-HEXACARBONYLEDIFER

Dithiocarbonates R1SC(O)SR2 (IV) react with to afford the bis-μ-(S-alkyl)-hexacarbonyldiiron coordination compounds: I (R1=R2), II (R1R2=bridging hydrocarbon chain) and III (R1*R2) after a double fragmentation pattern accompanied by loss of carbonyl groups.This unexpected reactivity of ligands IV offers a general route to binuclear iron compounds such as I and II.Some reaction intermediates (V) which led to I, have been identified.However the redistribution of S-alkyl groupings which occurs during the complexation of IV (R1*R2) shows that the decarbonylation reaction can follow several pathways.

Dithioallophanic Acids : Interaction of Carbon Oxysulphide with S-Benzyl-N-phenyl/methylisothiocarbamide in Presence of Alkyl Halides

Interaction of carbon oxysulphide with S-benzyl-N-phenyl/methylisothiocarbamide in acetone/benzene in the presence of benzyl chloride affords benzyl thiocyanate, dibenzyl dithiocarbonate, S-benzyl-N-phenyl/methylthiocarbamate and S-benzyl-1-phenyl/methylamidino-3-phenyl/methylisothiocarbamide hydrochloride.The intermediate alkyl ester of the corresponding N-γ-substituted-β-S-benzyldithioallophanic acid could not be isolated.The mechanism for the formation of these products from the intermediate dithioallophanic acid has been rationalised.