128315-73-1

Basic information

• Product Name: 10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9(10H)-anthracenone
• Synonyms: 10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9(10H)-anthracenone
• CAS NO: 128315-73-1
• Molecular Formula: C₁₉H₁₄OS₂
• Molecular Weight: 322.44386
• Mol File: 128315-73-1.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9(10H)-anthracenone(CAS DataBase Reference)
• NIST Chemistry Reference: 10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9(10H)-anthracenone(128315-73-1)
• EPA Substance Registry System: 10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9(10H)-anthracenone(128315-73-1)

Safety Data

• Hazardous Substances Data: 128315-73-1(Hazardous Substances Data)

Upstream product

• 91114-50-0 4,5-dimethyl-1,3-dithiolane-2-thione 
• 69212-98-2 2-dimethoxyphosphinyl-4,5-dimethyl-1,3-dithiole 
• 84-65-1 9,10-phenanthrenequinone 
• 90-44-8 anthracen-9(10H)-one 
• 105580-73-2 2-(methylthio)-4,5-dimethyl-1,3-dithiolium iodide 

Downstream Products

• 133113-92-5 9-(1,3-Dithiol-2-ylidene)-10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9,10-dihydroanthracene - 7,7,8,8-Tetracycno-p-quinodimethane complex 
• 224778-95-4 9-(4-benzoylsulfanyl-5-methyl-1,3-dithiol-2-ylidene)-10-(4,5-dimethyl-1,3-dithiol-2-ylidene)-9,10-dihydroanthracene 
• 128315-76-4 C₄₇H₅₈S₅ 

Relevant articles and documents

Donor-π-acceptor species derived from functionalised 1,3-dithiol-2- ylidene anthracene donor units exhibiting photoinduced electron transfer properties: Spectroscopic, electrochemical, X-ray crystallographic and theoretical studies

Novel single-component donor-acceptor species 7 and 8 have been synthesised from substituted 10-(1,3-dithiol-2-ylidene)anthracen-9(10H)one 6 by reaction with Lehnert's reagent and with N,N'- bis(trimethylsilyl)carbodiimide, respectively. The steady-state UV/visible spectra of these systems contain a solvatochromic band arising from intramolecular charge transfer between the donor and acceptor groups. Ultrafast time-resolved spectroscopy shows that the excited state formed on photolysis has a lifetime of 170-400 ps, which depends strongly on solvent polarity. Cyclic voltammetric data indicate the presence of two active redox centres in the molecules: electrochemical oxidation and reduction form cation radicals and anion radicals, respectively. The X-ray crystal structures of compounds 6a, 7b and 11a reveal that all three molecules are severely distorted from planarity, with the central ring of the anthracenediylidene moiety adopting a boat conformation. The molecular structures of 6, 7, and 11 have been investigated theoretically at the ab initio 631G(*) level. Calculated geometries are in good agreement with the X-ray data and clearly show the decrease in steric hindrance along the series 11 > 7 > 8 > 6. The calculations support the intramolecular charge-transfer nature of the lowest energy absorption band observed for 6, 7 and 8, and explain the origin of the redox properties for these compounds. The optimised geometries of the cation radical, anion radical and dianion of compound 7 illustrate the structural changes induced by the charging process. For the dianion, the steric interactions are alleviated by rotation of the acceptor dicyanomethylene unit, but the presence of the donor dithiole group hinders the achievement of a fully aromatic planar structure for the central anthracene skeleton.

Unsymmetrical and Highly-conjugated Tetrathiafulvalene and Selenatrithiafulvalene Derivatives: Synthesis and Reactions of Novel Heterocyclic Wittig-Horner Reagents

Novel 1,3-dithiole 1-selena-3-thiole Wittig-Horner reagents have been developed and used in the efficient synthesis of a range of new, unsymmetrical tetrathiafulvalene and selenatrithiafulvalene derivatives (6)-(10) and (16); cyclic voltammetry establishe