3844-31-3

Basic information

• Product Name: (2E)-Δ2,2'-Bi[benzo[b]thiophene-3(2H)-one]
• Synonyms: (2E)-Δ2,2'(3H,3'H)-Bi[1-benzothiophene]-3,3'-dione;(2E)-Δ2,2'(3H,3'H)-Bi[benzo[b]thiophene]-3,3'-dione;(2E)-Δ2,2'-Bi[benzo[b]thiophene-3(2H)-one];trans-Thioindigo
• CAS NO: 3844-31-3
• Molecular Formula: C₁₆H₈O₂S₂
• Molecular Weight: 0
• Mol File: 3844-31-3.mol
• Article Data: 14

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2E)-Δ2,2'-Bi[benzo[b]thiophene-3(2H)-one](CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-Δ2,2'-Bi[benzo[b]thiophene-3(2H)-one](3844-31-3)
• EPA Substance Registry System: (2E)-Δ2,2'-Bi[benzo[b]thiophene-3(2H)-one](3844-31-3)

Safety Data

• Hazardous Substances Data: 3844-31-3(Hazardous Substances Data)

Upstream product

• 520-72-9 3-hydroxybenzothiophene 
• 53633-39-9 2-<4-(dimethylamino)phenyl>-imino benzo-thiophen-3-(2H)-one 
• 574-69-6 4-(4-hydroxy-[1]naphthylazo)-benzenesulfonic acid 
• 130-03-0 thioindoxyl 
• 64-19-7 acetic acid 
• 119-80-2 2,2'-dithiobenzoic acid 
• 141-97-9 ethyl acetoacetate 
• 147-93-3 Thiosalicylic acid 
• 98-86-2 acetophenone 
• 3583-39-9 thioindigo 
• 3528-17-4 2,3-dihydro-4H-[1]benzothiopyran-4-one 
• 28035-02-1 2,2-dimethylthiochroman-4-one 
• 57314-29-1 3-bromothiochroman-4-one S-oxide 
• 67580-57-8 3,3-dibromothiochroman-4-one 

Downstream Products

• 520-72-9 3-hydroxybenzothiophene 
• 493-57-2 benzo-[b]thiophene-2,3-dione 
• 1083-56-3 1,4-diphenylbutane 
• 65-85-0 benzoic acid 
• 495-71-6 phenacylacetophenone 
• 241-13-4 Bis(benzo<4,5>thieno)<3,2-b:2',3'-d>thiophen 

Relevant articles and documents

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Reversible photochemical isomerization of N, N ′-Di(t -butoxycarbonyl)indigos

We report on the photophysics of N,N′-di(t-butoxycarbonyl)indigos (tBOC indigos), finding that reversible photochemical trans-cis and cis-trans isomerization reactions proceed with high quantum yields (0.10-0.46). Absorption of wavelengths in the 500-600 nm region induces trans-cis isomerism, while blue light leads to the reverse cis-trans process. Like their parent indigos, trans-BOC indigos have low fluorescence yields (～1 × 10-3), while the cis isomers have no measurable emission. These compounds are the first examples of photoisomerizable indigoid dyes in which photochemical isomerism effectively outcompetes radiative decay processes. Though indigo dyes typically have poor solubility in organic solvents, tBOC indigos can be dissolved at concentrations up to 8 w% in common organic solvents like acetone. Furthermore, unlike other photoisomerizable indigoids, tBOC indigos are not sensitive to quenching by proton and electron donors. These features, combined with high quantum yields of reversible photoisomerism induced by relatively low-energy photons (～2 eV), make tBOC indigo derivatives potentially interesting for photochromic applications, such as photomechanically actuated materials.

EINE NEUE SYNTHESEVARIANTE ZUR DARSTELLUNG VON THIOINDIGOIDEN

Dithiocarboxylates prepared in situ by thiolation of 2-chloroacetophenones react at higher temperatures by intramolecular substitution of chlorine followed by C=C bond formation under loss of sulfur to provide thioindigoides in good yields.Diethoxy-disulfan is employed as sulfur transfer reagent in this thiolation process. - Key words: Thioindigo, thiolation, sulfur transfer reagents, diethoxy-disulfan, 2-chloro-acetophenones, desulfuration.

Synthesis of 2-(Aminomethylene)-2H,3H-1-benzothiophene-3-one from 3-Bromo-4H-1-benzothiopyran-4-one as a New Donor-acceptor Chromophore

2-(Amino-substituted methylene)-2H,3H-1-benzothiophene-3-ones were prepared by ring contraction of 3-bromo-4H-1-benzothiopyran-4-one with amines, as a new donor-acceptor chromophore.The structure of 2-(N,N-dimethylaminomethylene) derivative was determined by X-ray crystallographic analysis.