3489-31-4

Upstream product

• 96-09-3 styrene oxide 
• 75-15-0 carbon disulfide 
• 2667-20-1 potassium methylxanthate 
• 102921-26-6 (1,2-dibromoethyl)benzene 
• 1498-99-3 styrenesulfide 
• 56-23-5 tetrachloromethane 
• 6607-46-1 (1,2-dibromovinyl)benzene 

Downstream Products

• 68587-24-6 SS'-phenylethane-1,2-diyl dithiocarbonate 
• 82204-43-1 Trithiocarbonic acid methyl ester 1-phenyl-vinyl ester 
• 82204-42-0 Trithiocarbonic acid methyl ester (E)-styryl ester 
• 100-42-5 styrene 
• 7396-41-0 4,5-bis(methoxycarbonyl)-1,3-dithiole-2-thione 

Relevant academic research and scientific papers

The Synthesis of 1,3-Dithiolane-2-thione Derivatives

The reaction of 2,2-dimethylthiirane with carbon disulfide in the presence of triethylamine was accelerated under high pressure to give 4,4-dimethyl-1,3-dithiolane-2-thione nearly quantitatively.The activation volume of this reaction at 40 deg C was estimated to be -41 ml mol-1.The rate of the reaction was proportional to the amount of triethylamine when a limited amount of triethylamine was used.The reaction of 2-methylthiirane, 2-hexylthiirane, 1,2-epithiocyclohexane, and 2-phenylthiirane with carbon disulfide gave the corresponding 1,3-dithiolane-2-thione derivatives in good yields. 2-Chloromethylthiirane was less reactive to carbon disulfide than other thiiranes under high pressure.Tertiary amines such as N,N-dimethylethylamine, pyridine, and N-methylmorpholine were good catalysts of the reaction.

The Synthesis of 1,3-Dithiolan-2-ones on the Reaction of Oxiranes with Carbon Disulfide under High Pressure

An equimolar reaction of 2-hexyloxirane with carbon disulfide in hexane was run in the presence of triethylamine under 800 MPa at 100 degC for 20 h, and gave 63percent of 4-hexy-1,3-dithiolan-2-one (3a), 21percent of 4-hexyl-1,3-dithiolane-2-thione (1a) and 5percent of 5-hexyl-1,3-oxathiolan-2-one (4a).Hexane, benzene, and diisopropyl ether were good solvents for the reaction.The reaction of a variety of oxiranes with carbon disulfide produced 1,3-dithiolan-2-one as the main products under 500 MPa at 100 degC for 20 h.Upon a reaction of 2-hexyloxirane with carbon disulfide, 5-hexyl-1,3-oxathiolane-2-thione (2a), and 2-hexylthiirane (5a) were produced during the first stage of reaction.The formation of 1a and 4a began immediately, whereas, the formation of 3a required a long induced period.A feasible mechanism for the formation of 3a is proposed to be a rearrangement of 2a in the presence of the triethylamine, free from carbon disulfide.

Metal-Organic Frameworks of Cu(II) Constructed from Functionalized Ligands for High Capacity H2 and CO2 Gas Adsorption and Catalytic Studies

Two Cu(II)-based metal-organic frameworks (MOFs) having paddle-wheel secondary building units (SBUs), namely, 1Me and 1ipr, were synthesized solvothermally using two new bent di-isophthalate ligands incorporating different substituents. The MOFs showed high porosity (BET surface area, 2191 m2/g for 1Me and 1402 m2/g for 1ipr). For 1Me, very high CO2 adsorption (98.5 wt % at 195 K, 42.9 wt % at 273 K, 23.3 wt % at 298 K) at 1 bar was found, while for 1ipr, it was significantly less (14.3 wt % at 298 K and 1 bar, 54.4 wt % at 298 K at 50 bar). 1Me exhibited H2 uptake of 3.2 wt % at 77 K and 1 bar of pressure, which compares well with other benchmark MOFs. For 1ipr, the H2 uptake was found to be 2.54 wt % under similar experimental conditions. The significant adsorption of H2 and CO2 for 1Me could be due to the presence of micropores as well as unsaturated metal sites in these MOFs besides the presence of substituents that interact with the gas molecules. The experimental adsorption behavior of the MOFs could be justified by theoretical calculations. Additionally, catalytic conversions of CO2 and CS2 into useful chemicals like cyclic carbonates, cyclic trithiocarbonates, and cyclic dithiocarbonates could be achieved.

Selectively synthesis of cyclic di- and trithiocarbonates by N-heterocyclic carbene/LiCl(Br) catalyzed addition of carbon disulfide to epoxides

Carbon disulfide is an abundant, inexpensive and readily available material. One of the main challenges in the reaction of epoxides with CS2 is to control the chemoselectivity as a variety of compounds would be formed in the reaction. A simple and convenient method toward selectively synthesis of oxathiolane and trithiocarbonate from epoxides with CS2 catalyzed by NHC/LiCl(Br) under the neat conditions has been developed. This catalytic system exhibits excellent activity and selectivity in cycloaddition reactions of carbon disulfide to terminal epoxides.

Synthesis of cyclic di- and trithiocarbonates from epoxides and carbon disulfide catalyzed by N-heterocyclic carbene

The synthesis of cyclic di- and trithiocarbonates from the reaction of epoxides and carbon disulfide catalyzed by N-heterocyclic carbene prepared in situ is described. 1,3-Oxathiolane-2-thiones or 1,3-dithiolane-2-thiones was obtained in high yield with good selectivity when the reactions were carried out with 4 in DMSO at 100°C in the presence of K2CO3. The possible catalytic mechanism was proposed.

Composition, synthesis and use of new substituted pyran and pterin compounds

The present invention relates to substituted pterin compounds, their synthesis and use. In particular, the present invention relates to a new precursor compound and its analogs for synthesizing a new substituted pterin compound and its analogs. These new

Composition, Synthesis, and Use of New Substituted Pyran and Pterin Compounds

The present invention relates to substituted pterin compounds, their synthesis and use. In particular, the present invention relates to a new precursor compound and its analogs for synthesizing a new substituted pterin compound and its analogs. These new

Cooperative catalysis with binary Lewis acid-Lewis base system for the coupling of carbon disulfide and epoxides

The cycloaddition of epoxides with carbon disulfide proceeds effectively by using a binary catalyst system of tetradentate Schiff-base aluminum complexes (designated as salenAlX) as Lewis acid in connection with a nucleophilic co-catalyst, such as quatern

Aluminium(salen) and tetrabutylammonium bromide catalysed synthesis of cyclic di- and trithiocarbonates from epoxides and carbon disulfide

The combination of a bimetallic aluminium(salen) complex and tetrabutylammonium bromide was found to catalyse the synthesis of cyclic di- and trithiocarbonates from epoxides and carbon disulfide. Reactions carried out at 50 °C produced 1,3-oxathiolane-2-thiones, whilst at 90 °C, 1,3-dithiolane-2-thiones were formed. Georg Thieme Verlag Stuttgart.

A bimetallic aluminum(salen) complex for the synthesis of 1,3-oxathiolane-2-thiones and 1,3-dithiolane-2-thiones

Figure presented. The combined use of the bimetallic aluminum(salen) complex [Al(salen)]2O and tetrabutylammonium bromide (or tributylamine) is found to catalyze the reaction between epoxides and carbon disulfide. In most cases, at 50 °C, the reaction produces 1,3-oxathiolane-2-thiones, while at 90 °C, 1,3-dithiolane-2-thiones are the main product. The structure and stereochemistry of three of the 1,3-dithiolane-2-thiones is unambiguously determined by X-ray crystallographic analysis, and this is used to correct errors in the literature concerning the synthesis of cyclic di- and trithiocarbonates. The kinetics of 1,3-oxathiolane-2-thione synthesis are determined, and the resulting rate equation, along with a stereochemical analysis of the reaction and catalyst modification studies, is used to determine a mechanism for the synthesis of 1,3-oxathiolane-2-thiones which contrasts with the mechanism previously determined for cyclic carbonate synthesis using the same bimetallic aluminum(salen) complex.