1892-30-4

Basic information

• Product Name: Propane(dithioic)acid
• Synonyms: Propane(dithioic)acid
• CAS NO: 1892-30-4
• Molecular Formula: C₃H₆S₂
• Molecular Weight: 106.20974
• Mol File: 1892-30-4.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Propane(dithioic)acid(CAS DataBase Reference)
• NIST Chemistry Reference: Propane(dithioic)acid(1892-30-4)
• EPA Substance Registry System: Propane(dithioic)acid(1892-30-4)

Safety Data

• Hazardous Substances Data: 1892-30-4(Hazardous Substances Data)

Upstream product

• 75-15-0 carbon disulfide 
• 925-90-6 ethylmagnesium bromide 
• 998-79-8 ethyl dithiopropionate 
• 75-03-6 ethyl iodide 

Downstream Products

• 50406-63-8 benzyl dithiopropionate 
• 41830-43-7 dithiopropionic acid allyl ester 
• 88821-93-6 dithiopropanoate de methyl-1 phenyl-1 ethyle 
• 126550-41-2 cyclohexyl-2 hydroxy-3 methyl-2 pentanedithioate de methyle 
• 126550-41-2 cyclohexyl-4 hydroxy-3 methyl-2 pentanedithioate de methyle 
• 122888-17-9 Dithiopropionic acid cyclohexyl ester 
• 103108-46-9 2,3-anti-3,4-syn-ethyl 3-hydroxy-2-methyl-4-phenyldithiopentanoate 
• 101373-67-5 syn-3-Hydroxy-2-methyl-3-phenyl-propandithiosaeure-methylester 
• 101373-67-5 anti-3-Hydroxy-2-methyl-3-phenyl-propandithiosaeure-methylester 
• 38348-25-3 3,5-diethyl-1,2,4-trithiolane 
• 6125-90-2 5-ethyl-4-methyl-[1,2]dithiole-3-thione 
• 802294-64-0 propionic acid 
• 5415-95-2 methyl dithiopropionate 
• 100611-87-8 dithiopropionic acid-(3-oxo-1-phenyl-butyl ester) 

Relevant articles and documents

Mechanisms and rates of proton transfer to coordinated carboxydithioates: Studies on [Ni(S2CR){PhP(CH2CH2PPh2)2}]+ (R = Me, Et, Bun or Ph)

The complexes [Ni(S2CR)(triphos)]BPh4 (R = Me, Et, Bun or Ph; triphos = PhP{CH2CH2PPh2}2) have been prepared and characterised. X-ray crystallography (for R = Et, Ph, C6H4Me-4, C6H4OMe-4 and C6H4Cl-4) shows that the geometry of the five-coordinate nickel in the cation is best described as distorted trigonal bipyramidal, containing a bidentate carboxydithioate ligand with the two sulfur atoms spanning axial and equatorial sites, the other axial site being occupied by the central phosphorus of triphos. The reactions of [Ni(S2CR)(triphos)]+ with mixtures of HCl and Cl- in MeCN to form equilibrium solutions containing [Ni(SH(S)CR)(triphos)]2+ have been studied using stopped-flow spectrophotometry. The kinetics show that proton transfer is slower than the diffusion-controlled limit and involves at least two coupled equilibria. The first step involves the rapid association between [Ni(S2CR)(triphos)]+ and HCl to form the hydrogen-bonded precursor, {[Ni(S2CR)(triphos)]+...HCl} (KR1) and this is followed by the intramolecular proton transfer (kR2) to produce [Ni(SH(S)CR)(triphos)]2+. In the reaction of [Ni(S2CMe)(triphos)]+ the rate law is consistent with the carboxydithioate ligand undergoing chelate ring-opening after protonation. It seems likely that chelate ring-opening occurs for all [Ni(S2CR)(triphos)]+, but only with [Ni(S2CMe)(triphos)]+ is the protonation step sufficiently fast that chelate ring-opening is rate-limiting. With all other systems, proton transfer is rate-limiting. DFT calculations indicate that protonation can occur at either sulfur atom, but only protonation at the equatorial sulfur results in chelate ring-opening. The ways in which protonation of either sulfur atom complicates the analyses and interpretation of the kinetics are discussed. This journal is