133113-76-5

Basic information

• Product Name: DiMethyl 2-(1,3-Dithiole)phosphonate
• Synonyms: DiMethyl 2-(1,3-Dithiole)phosphonate;2-(1,3-Dithiole)phosphonic Acid Dimethyl Ester
• CAS NO: 133113-76-5
• Molecular Formula: C₅H₉O₃PS₂
• Molecular Weight: 212
• Mol File: 133113-76-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 336.1±42.0 °C(Predicted)
• Appearance: /
• Density: 1.38±0.1 g/cm3(Predicted)
• Refractive Index: 1.5590-1.5630
• Storage Temp.: <0°C
• CAS DataBase Reference: DiMethyl 2-(1,3-Dithiole)phosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: DiMethyl 2-(1,3-Dithiole)phosphonate(133113-76-5)
• EPA Substance Registry System: DiMethyl 2-(1,3-Dithiole)phosphonate(133113-76-5)

Safety Data

• Hazardous Substances Data: 133113-76-5(Hazardous Substances Data)

Usage

General Description

DiMethyl 2-(1,3-Dithiole)phosphonate is a chemical compound with the formula C5H10O2PS2. It is a phosphonate ester that contains a dithiole ring, which is a five-membered sulfur-containing ring. DiMethyl 2-(1,3-Dithiole)phosphonate is used in organic synthesis and as a precursor for the preparation of other phosphonate compounds. It can also be used as a reagent in the synthesis of biologically active molecules and pharmaceuticals. DiMethyl 2-(1,3-Dithiole)phosphonate has potential applications in the field of medicinal chemistry and drug development due to its unique structural features.

Upstream product

• 53059-75-9 1,3-Dithiolium tetrafluoroborate 
• 121-45-9 phosphorous acid trimethyl ester 
• 1863-66-7 1,3-Dithiolium iodide 

Downstream Products

• 128827-86-1 [1,3]Dithiol-2-ylidene-phenyl-acetonitrile 
• 254098-13-0 9-[4,5-bis{(tert-butyl(diphenyl)silyloxy)methyl}-1,3-dithiol-2-ylidene]-10-(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene 
• 1280638-24-5 2-(1-phenyl-1H-tetrazoylsulfonylmethyl)-exTTF 
• 1240270-08-9 4,9,14-tris[3,5-di(2-hexyldecyloxy)phenyl]-1,6,11-tris(1,3-dithiol-2-ylidene)truxene 
• 736998-56-4 2-vinyl-9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene 
• 658081-04-0 1-[10'-(6,6-diphenyl-2,5-dithiapentafulvenyl)phenylmethylidene]-1H-cyclopropa[b]naphthalene 
• 852996-59-9 C₅₂H₄₈O₂S₄Si₂ 
• 500004-02-4 9,10-bis(1,3-dithiol-2-ylidene)-2,6-bis(2-tercbutyldiphenylsilyloxyethyloxy)-9,10-dihydroanthracene 
• 500003-85-0 9,10-bis(1,3-dithiol-2-ylidene)-2-(tercbutyldiphenylsilyloxymethyl)-9,10-dihydroanthracene 
• 135704-54-0 bis[1,2,5]thiadiazolo-p-quinobis(1,3-dithiole) 
• 128827-85-0 2-(diphenylmethylidene)-1,3-dithiole 

Relevant articles and documents

Synthesis and characteristics of a nonaggregating tris(tetrathiafulvaleno) dodecadehydro[18]annulene

A new tris(tetrathiafulvaleno)dodecadehydro[18]annulene with six peripheral n-hexyl substituents was prepared by oxidative Glaser-Hay cyclization of a corresponding diethynylated tetrathiafulvalene (TTF) precursor. The electronic properties of the neutral and oxidized species were studied by both UV/Vis absorption spectroscopy and electrochemistry. From these studies, it transpires that the strongly violet-colored macrocycle does not aggregate in solution to any significant degree, which was confirmed by 1H NMR spectroscopy. This reluctance towards aggregation contrasts that observed for related TTF-annulenes containing other peripheral substitutents. Oxidation of the TTF-annulene occurs in two three-electron steps as inferred from both the peak amplitudes and the spectroelectrochemical study. We find that the tris(TTF)-fused dehydro[18]annulene is more difficult to oxidize (by + 0.20 V) than the silyl-protected diethynylated mono-TTF precursor. In contrast, the first vertical ionization energy calculated at the B3LYP/6-311 + G(2d,p) level for the parent tris(TTF)-fused dehydro[18]annulene devoid of peripheral hexyl substituents is in fact lower (by 0.44 eV). Moreover, the surface morphology of 1d drop-cast on a mica substrate was investigated by atomic force microscopy (AFM). Crystalline domains with slightly different orientations were observed. The thickness of individual layers seen in the crystalline domains and the thickness of a monolayer obtained from a very dilute solution were determined to 1.8-1.9 nm. This thickness corresponds to the diameter of the macrocycle and the layers seen in the film are apparently formed when the molecules stack in the horizontal direction relative to the substrate.

Tetrathiafulvalene- and dithiafulvene-substituted mesitylenes, new π-donor molecules with 3-fold symmetry and the formation of an unprecedented new class of electroactive polymers

Novel π-donor molecules with 3-fold symmetry are built on the 1,3,5-benzene core, substituted with three identical moieties, i.e. -CH=CH(TTF) (8) (TTF = tetrathiafulvalene), -CH2S((TTF)Me3) (9), 1,4-dithiafulven-6-yl (10a,b), and 6-methyl-1,4-dithiafulven-6-yl (11a,b). Cyclic voltammetry experiments demonstrate that oxidation of 10a,b gives rise to the precipitation of an electroactive polymer on the electrode, while 9 can be reversibly oxidized to 93+ and 96+. Electrocrystallization of 9 in the presence of TBA2(Mo6Cl14) affords crystals of (92+)·Mo6Cl142-, whose magnetic properties are investigated by EPR. 10a crystallizes in the monoclinic system, space group P21/c, with a = 3.986(1) A?, b = 21.312(2) A?, c = 20.473(2) A?, β = 94.24(1)°, and Z = 4. 11a crystallizes in the monoclinic system, space group P21/a, with a = 10.919(4) A?, b = 17.175(2) A?, c = 11.481(1) A?, β = 97.86(2)°, and Z = 4. Columns of planar molecules of 10a are exquisitely interlocked to create a dense (dcalcd = 1.61 g cm-3) solid whereas no stacking pattern is observed in the structure of the nonplanar, puckered molecule 11a (dcalcd = 1.44 g cm-3). MO calculations demonstrate that, because of their meta orientation, the three dithiolyidene fragments in 10a and 11a are nearly independent.