10596-56-2

Basic information

• Product Name: Dithiocarbonic acid S,S-dipropyl ester
• Synonyms: Dithiocarbonic acid S,S-dipropyl ester
• CAS NO: 10596-56-2
• Molecular Formula: C₇H₁₄OS₂
• Molecular Weight: 0
• Mol File: 10596-56-2.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Dithiocarbonic acid S,S-dipropyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Dithiocarbonic acid S,S-dipropyl ester(10596-56-2)
• EPA Substance Registry System: Dithiocarbonic acid S,S-dipropyl ester(10596-56-2)

Safety Data

• Hazardous Substances Data: 10596-56-2(Hazardous Substances Data)

Upstream product

• 25954-88-5 methyl O-n-propyl dithiocarbonate 
• 75-44-5 phosgene 
• 107-03-9 1-thiopropane 

Downstream Products

• 45015-91-6 (+/-)-propylsulfanyl-succinic acid 

Relevant articles and documents

Fluoroalkene chemistry Part 1. Highly-toxic fluorobutenes and their mode of toxicity: Reactions of perfluoroisobutene and polyfluorinated cyclobutenes with thiols

The reactions of four highly-toxic fluorobutenes - perfluoroisobutene (PFIB), 1-hydropentafluorocyclobutene (1-H), hexafluorocyclobutene (HFCB) and 3-chloropentafluorocyclobutene (3-Cl)-with propanethiol, 2,6-dimethoxybenzenethiol and N -acetylcysteine is

4-PIPERIDINOPYRIDINE AS AN EFFECTIVE CATALYST FOR THIONE-THIOL REARRANGEMENT OF XANTHATES

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Catalytic Rearrangement of O,S-Dialkyl Dithiocarbonates to S,S-Dialkyl Dithiocarbonates by Pyridine N-Oxides. The Reaction Mechanism

The reaction of O-alkyl S-methyl dithiocarbonates (xanthates) (I) with pyridine N-oxides (II) gave the corresponding S-alkyl S-methyl dithiocarbonates (dithiolcarbonate) (III) together with the symmetric S,S-dialkyl and S,S-dimethyl dithiocarbonates in good yields.Pyridine N-oxides bearing electron-donating substituents are efficient catalysts for rearrangement of I to III.The reaction is pseudo-first-order and the apparent first-order rate constant is proportional to the concentration of II.The role of pyridine N-oxides and the reaction behavior of O,S-dialkyldithiocarbonates are discussed on the basis of kinetic and molecular orbital calculation data.The rearrangement may proceed by nucleophilic attack of -SCOSR derived from a complex of I and II on the O-alkyl group of xanthates.The reaction provides a useful preparation method for alkanethiols by aminolysis of the products with ethanolamine.Keywords O,S-dialkyl dithiocarbonate; S,S-dialkyl dithiocarbonate; pyridine N-oxide; thiol; charge transfer; catalytic rearrangement; kinetics; ethanolamine; frontier molecular orbital