1884-68-0

Basic information

• Product Name: Tetraphenylthiophene
• Synonyms: 2,3,4,5-TETRAPHENYLTHIOPHENE;TETRAPHENYLTHIOPHENE;Thionessal;Tetraphenylthiophene,95%;tetraphenylthiophene:2,3,4,5-tetraphenylthiophene
• CAS NO: 1884-68-0
• Molecular Formula: C₂₈H₂₀S
• Molecular Weight: 388.52
• EINECS: 217-545-7
• Product Categories: Sulphur Derivatives
• Mol File: 1884-68-0.mol
• Article Data: 36

Chemical Properties

• Melting Point: 184-185°C
• Boiling Point: 402.238 °C at 760 mmHg
• Flash Point: 147.834 °C
• Appearance: Pale yellow powder
• Density: 1.143 g/cm³
• Vapor Pressure: 2.58E-06mmHg at 25°C
• Refractive Index: 1.643
• BRN: 297707
• CAS DataBase Reference: Tetraphenylthiophene(CAS DataBase Reference)
• NIST Chemistry Reference: Tetraphenylthiophene(1884-68-0)
• EPA Substance Registry System: Tetraphenylthiophene(1884-68-0)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-37-24/25
• Hazardous Substances Data: 1884-68-0(Hazardous Substances Data)

Usage

Chemical Properties

Pale yellow powder

InChI:InChI=1/C28H20S/c1-5-13-21(14-6-1)25-26(22-15-7-2-8-16-22)28(24-19-11-4-12-20-24)29-27(25)23-17-9-3-10-18-23/h1-20H

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 103-82-2 phenylacetic acid 
• 644-32-6 dibenzoyl disulfide 
• 91-20-3 naphthalene 
• 5393-99-7 4,5-diphenyl-1,2,3-thiadiazole 
• 588-59-0 stilbene 
• 103-50-4 dibenzyl ether 
• 75-15-0 carbon disulfide 
• 538-51-2 benzylidene phenylamine 
• 100-51-6 benzyl alcohol 
• 19172-47-5 Lawessons reagent 
• 10516-92-4 1,2,3,4-tetraphenylbutane-1,4-dione 
• 98-88-4 benzoyl chloride 
• 98-07-7 Benzotrichlorid 

Downstream Products

• 65-85-0 benzoic acid 
• 7641-40-9 1,1-dimethyl-2,3,4,5-tetraphenylsilole 
• 202-72-2 diphenanthro[9,10-b:9',10'-d]thiophene 
• 96216-36-3 2,5-bis(4-bromophenyl)-3,4-diphenylthiophene 
• 1314963-77-3 C₃₀H₂₂Br₂S 
• 97483-29-9 1,1'-(4,4'-(3,4-diphenylthiophene-2,5-diyl)bis(4,1-phenylene))diethanone 
• 1286232-39-0 (5,5'-(3,4-diphenylthiophene-2,5-diyl)bis(2-amino-5,1-phenylene))bis(phenylmethanone) 
• 106953-25-7 2,5-bis-[4-(2-hydroxy-naphthalen-1-ylazo)-phenyl]-3,4-diphenyl-thiophene 
• 118092-01-6 tetrakis-(4-nitro-phenyl)-thiophene 
• 97083-22-2 2,5-bis-(4-nitro-phenyl)-1,1-dioxo-3,4-diphenyl-1λ⁶-thiophene 
• 107541-96-8 2,5-bis-(4-acetylamino-phenyl)-3,4-diphenyl-thiophene 
• 97114-01-7 2-(4-nitro-phenyl)-1,1-dioxo-3,4,5-triphenyl-1λ⁶-thiophene 
• 96375-20-1 acetic acid-[4-(triphenyl-[2]thienyl)-anilide] 
• 92996-46-8 3,4-Diphenyl-2,5-bis-<4-aminophenyl>-thiophen 

Relevant articles and documents

1,4-Dithiafulvenes, Products of the Reaction of 4,4-Disubstituted 1,3-Thiazol-5(4H)-thiones and Acetylenic Compounds

On heating in toluene, 4,4-disubstituted 1,3-thiazol-5(4H)-thiones 1 and acetylenecarboxylates or acetylenecarbonitriles 2 undergo a cyclosubstitution reaction to yield 2-methylidene-1,3-dithiol derivatives 3 (1,4-dithiafulvenes) and a nitrile.Further heating of 3a and 3b in the presence of excess 2a leads to the isomeric 2,3-dihydrothiophene-2-thiones 4a and 4b, respectively.The benzodithiafulvene 14 has been formed in a similar reaction from 1a and in situ generated benzyne.

Synthesis of tetraarylthiophenes by regioselective Suzuki cross-coupling reactions of tetrabromothiophene

Tetraarylthiophenes were prepared by regioselective Suzuki cross-coupling reactions of tetrabromothiophene.

Redox-Divergent Construction of (Dihydro)thiophenes with DMSO

Thiophene-based rings are one of the most widely used building blocks for the synthesis of sulfur-containing molecules. Inspired by the redox diversity of these features in nature, we demonstrate herein a redox-divergent construction of dihydrothiophenes, thiophenes, and bromothiophenes from the respective readily available allylic alcohols, dimethyl sulfoxide (DMSO), and HBr. The redox-divergent selectivity could be manipulated mainly by controlling the dosage of DMSO and HBr. Mechanistic studies suggest that DMSO simultaneously acts as an oxidant and a sulfur donor. The synthetic potentials of the products as platform molecules were also demonstrated by various derivatizations, including the preparation of bioactive and functional molecules.

Accessing π-expanded heterocyclics beyond dibenzothiophene: Syntheses and properties of phenanthrothiophenes

A series of phenanthrothiophenes are designed and synthesized from polyarylthiophenes through regioselective Scholl reactions in one step using iron chloride as catalyst. The molecular structures of these heteroarenes displayed multiple twisted fjords, which perturb the shapes of the polycyclic frameworks to pack in slipped to near-perfect face-to-face styles in parallel or antiparallel packings. Field-effect transistor devices using single crystals of 6,12-difluorodiphenanthro[9, 10-b:9′, 10′]thiophene gave a hole mobility of 0.22 cm2 V?1 s?1.