23667-32-5

Basic information

• Product Name: (1E)-Δ1,1'(3H,3'H)-Bi[benzo[c]thiophene]-3,3'-dione
• Synonyms: (1E)-Δ1,1'(3H,3'H)-Bi[benzo[c]thiophene]-3,3'-dione
• CAS NO: 23667-32-5
• Molecular Formula: C16H8O2S2
• Molecular Weight: 296.36352
• Mol File: 23667-32-5.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (1E)-Δ1,1'(3H,3'H)-Bi[benzo[c]thiophene]-3,3'-dione(CAS DataBase Reference)
• NIST Chemistry Reference: (1E)-Δ1,1'(3H,3'H)-Bi[benzo[c]thiophene]-3,3'-dione(23667-32-5)
• EPA Substance Registry System: (1E)-Δ1,1'(3H,3'H)-Bi[benzo[c]thiophene]-3,3'-dione(23667-32-5)

Safety Data

• Hazardous Substances Data: 23667-32-5(Hazardous Substances Data)

Upstream product

• 13699-68-8 3-thioxo-3H-isobenzofuran-1-one 
• 5698-59-9 benzo[c]thiophene-1,3-dione 
• 112270-93-6 phthalic thiothionoanhydride 
• 160515-22-0 ethyl 2-(1,3-dithiolan-2-yl)benzoate 
• 3199-08-4 1,1,3,3-tetrachloro-1,3-dihydroisobenzofuran 

Downstream Products

• 72872-62-9 o,o'-benzil dicarboxylic acid 

Relevant articles and documents

Thioanhydrides. 2. Synthesis of Phthalic Thiothionoanhydrides

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Multiple-State Emissions from Neat, Single-Component Molecular Solids: Suppression of Kasha's Rule

Three rigid and structurally simple heterocyclic stilbene derivatives, (E)-3H,3′H-[1,1′-biisobenzofuranylidene]-3,3′-dione, (E)-3-(3-oxobenzo[c] thiophen-1(3H)-ylidene)isobenzofuran-1(3H)-one, and (E)-3H,3′H-[1,1′-bibenzo[c] thiophenylidene]-3,3′-dione, are found to fluoresce in their neat solid phases, from upper (S2) and lowest (S1) singlet excited states, even at room temperature in air. Photophysical studies, single-crystal structures, and theoretical calculations indicate that large energy gaps between S2 and S1 states (T2 and T1 states) as well as an abundance of intra and intermolecular hydrogen bonds suppress internal conversions of the upper excited states in the solids and make possible the fluorescence from S2 excited states (phosphorescence from T2 excited states). These results, including unprecedented fluorescence quantum yields (2.3–9.6 %) from the S2 states in the neat solids, establish a unique molecular skeleton for achieving multi-colored emissions from upper excited states by “suppressing” Kasha's rule.

ASPECTS OF THIOANHYDRIDE CHEMISTRY

Cyclic anhydrides consitute one of the most thoroughly studies classes of organic compounds.In contrast, very little is as yet known concerning the thiocarbonyl analogs of cyclic anhydrides.In this lecture, the present status of thioanhydride chemistry will be reviewed, with emphasis on studies from our laboratory.