939-11-7

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 39, p. 95, 1974 DOI: 10.1021/jo00915a021

InChI:InChI=1/C9H6OS2/c10-9-11-6-8(12-9)7-4-2-1-3-5-7/h1-6H

Upstream product

• 822-38-8 1,3-dithiolane-2-thione 
• 536-74-3 phenylacetylene 
• 42574-08-3 O-Isopropyl-S-phenacyldithiocarbonat 
• 70-11-1 α-bromoacetophenone 
• 140-92-1 potassium isopropylxanthate 
• 98-86-2 acetophenone 
• 105-65-7 diisopropyl xanthogen disulfide 

Downstream Products

• 76247-63-7 4-(2-Oxo-[1,3]dithiol-4-yl)-benzenesulfonyl chloride 
• 76247-47-7 Sodium; 4-(2-oxo-[1,3]dithiol-4-yl)-benzenesulfonate 
• 76247-49-9 4-(2-Oxo-[1,3]dithiol-4-yl)-benzenesulfonic acid; compound with triethyl-amine 
• 344871-91-6 N,N-diethyl (phenyl-4 dithiole-1,3 ylidene-2)-2 propionamide 
• 142129-24-6 bis(1-phenyl-1,2-ethenedithiolato)nickel⁽⁰⁾ 
• 856214-57-8 [(C₅Me₅)Ir(S₂C₂(Ph)H)] 
• 185243-77-0 (1-phenyl-1,2-ethenedithiolato)[1-phenyl-2-(1-cyano-1-methylethyl)-1,2-ethenedithiolato]nickel⁽⁰⁾ 
• 185243-82-7 bis[1-phenyl-2-(1-cyano-1-methylethyl)-1,2-ethenedithiolato]nickel⁽⁰⁾ 
• 185244-04-6 (1-phenyl-1,2-ethenedithiolato)(1-phenyl-2-[1-(methoxycarbonyl)ethyl]-1,2-ethenedithiolato)nickel⁽⁰⁾ 
• 185244-07-9 bis(1-phenyl-2-[1-(methoxycarbonyl)ethyl]-1,2-ethenedithiolato)nickel⁽⁰⁾ 
• 185243-86-1 (1-phenyl-1,2-ethenedithiolato)[1-phenyl-2-(1-cyanocyclohexyl)-1,2-ethenedithiolato]nickel⁽⁰⁾ 
• 185243-91-8 bis[1-phenyl-2-(1-cyanocyclohexyl)-1,2-ethenedithiolato]nickel⁽⁰⁾ 
• 110348-79-3 tris(styrene-1,2-dithiolato)molybdenum 
• 1402662-33-2 (1,10-phenanthroline)(phenylethylene-1,2-dithiolate)platinum(II) 

Relevant academic research and scientific papers

A Simple Method for the Preparation of 1,3-Dithiol-2-ones

1,3-Dithiol-2-ones are prepared in a single step from diisopropyl xanthogen disulfide and alkyne.

Photoconducting Devices with Response in the Visible-Near-Infrared Region Based on Neutral Ni Complexes of Aryl-1,2-dithiolene Ligands

Metal bis(1,2-dithiolene) complexes belonging to the class [Ni(Ar-edt)2]x- [Ar-edt2- = arylethylene-1,2-dithiolate; Ar = phenyl, (1x-), 2-naphthyl (2x-); x = 0 and 1] were fully characterized by NMR, UV-visible-near-infrared (UV-vis-NIR), diffuse reflectance, and FT-IR spectroscopy, as well as cyclic voltammetry and single-crystal X-ray diffraction analysis. These complexes have emerged as new photoconducting materials that allowed for the development of a prototype of photodetectors with response in the vis-NIR region. The photodetecting devices showed in some cases quantum efficiencies orders of magnitude higher than those of previously reported 1,2-dithiolene systems.

Molybdenum(vi) tris(dithiolene) complexes as a new class of three-dimensional two-photon absorption chromophores at telecommunications wavelengths

Two molybdenum(vi) tris(dithiolene) complexes with phenyl or naphthyl substituents were synthesized and their two-photon absorption properties were investigated by an open-aperture Z-scan technique using near-infrared femtosecond laser pulses. Both of these complexes exhibited significant two-photon cross sections around the wavelength of 1.3 μm, with the naphthyl substituted complex showing a two-photon cross section of 660 × 10 -50 cm4 s-1 photon-1, suggesting a new class of three-dimensional chromophore for use at telecommunications wavelengths.

Structure-property relationships in PtII diimine-dithiolate nonlinear optical chromophores based on arylethylene-1,2-dithiolate and 2-thioxothiazoline-4,5-dithiolate

Eighteen new [PtII(NN)(SS)] complexes [23-40; NN = diimine: 2,2'-bipyridine, 1,10-phenanthroline and alkyl/aryl-substituted derivatives; SS = arylethylene-1,2-dithiolate (R-edt2-: R = phenyl, 2-naphthyl, 1-pyrenyl), N-substituted 2-thioxothiazoline-4,5-dithiolate (R-dmet 2-: R = methyl, ethyl, phenyl)] have been synthesized and characterized by spectroscopic (UV/Vis/NIR, fluorescence) and electrochemical (CV) measurements. Single-crystal X-ray diffraction analysis allowed structural characterization of five of the complexes (27-29, 31, and 37). Structural modifications capable of affecting the nature and energies of the frontier molecular orbitals in these systems were assessed and hybrid DFT and time-dependent (TD) DFT calculations, carried out both in the gas phase and in the presence of several solvents (CH2Cl2, CHCl 3, CH3CN, acetone, thf, dmf, dmso, and toluene), allowed the trends observed in the voltammetric data and in the energies of the peculiar solvatochromic visible absorption bands to be rationalized. In addition, to evaluate the second-order nonlinear optical properties of 23-40, first static hyperpolarizability values βtot were calculated both in the gas phase and in CH2Cl2, the highest values being obtained for [Pt(NN)(Me-dmet)] complexes (NN = 4,4'-diphenyl-2,2'-bipyridine and 4,7-diphenyl-1,10-phenanthroline; βtot = 691 × 10 -30 and 604 × 10-30 esu, respectively). Eighteen [Pt(NN)(SS)] complexes (NN = diimine; SS = arylethylene-1,2-dithiolate, N-substituted 2-thioxothiazoline-4,5-dithiolate) have been prepared. All complexes feature a notable negative solvatochromism and potential SONLO properties on the basis of their GS electronic structures. Copyright

Synthesis and characterization of novel gold(III) complexes of asymmetrically aryl-substituted 1, 2-dithiolene ligands featuring potential- controlled spectroscopic properties

The tetrabutylammonium (TBA+) salts of square-planar monoa- nionic gold complexes of the unsymmetrically substituted Ar, H-edt2- 1, 2- dithiolene ligands (Ar, H-edt2- = aryl- ethylene-1, 2-dithiolato; Ar = phenyl(1-/

Photochemical Reactions of Phenylacetylenes with Ethylene Trithiocarbonate. Synthesis of Phenyl-substituted 2-Thioxo-1,3-dithioles

A novel photochemical synthetic route to phenyl-substituted 2-thioxo-1,3-dithioles (TDT), intermediates in the synthesis of tetrathiafulvalenes (TTF), starting from ethylene trithiocarbonate (ETC) and phenylacetylenes is described.Phenyl and diphenyl-acetylene and 1-phenylpropyne reacted with ETC derivatives in reasonable yields.The fluorescence of the acetylenes was quenched by ETC via a trivial process: sensitization with benzophenone and quenching with air suggested that the reaction proceed mainly through the triplet excited states of the acetylenes.Irradiation of ETC alone with light of longer wavelength and quenching experiments suggested that the excited singlet state of ETC also participated in the reaction, in a minor process.