2404-87-7

Basic information

• Product Name: 3-PHENYLTHIOPHENE
• Synonyms: 3-PHENYLTHIOPHENE 95+%;3-Phenylthiophene 95%;3-PHENYLTHIOPHENE;Thiophene, 3-phenyl-;Phenylthiophene;3-PHENYLTHIOPHEN 95%
• CAS NO: 2404-87-7
• Molecular Formula: C₁₀H₈S
• Molecular Weight: 160.24
• EINECS: 219-297-5
• Product Categories: Sulphur Derivatives;Functional Materials;Reagents for Conducting Polymer Research;Thiophene Derivatives (for Conduting Polymer Research);Thiophen;Organic Electronics and Photonics;Synthetic Tools and Reagents;Thiophene Monomers and Building Blocks;Thiophenes
• Mol File: 2404-87-7.mol
• Article Data: 196

Chemical Properties

• Melting Point: 90-93 °C(lit.)
• Boiling Point: 256 °C
• Flash Point: 65.5 °C
• Appearance: /
• Density: 1.111 g/cm³
• Vapor Pressure: 0.11mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-PHENYLTHIOPHENE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-PHENYLTHIOPHENE(2404-87-7)
• EPA Substance Registry System: 3-PHENYLTHIOPHENE(2404-87-7)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 2404-87-7(Hazardous Substances Data)

Usage

Uses

Conducting polymer precursor.

Synthesis Reference(s)

The Journal of Organic Chemistry, 33, p. 2902, 1968 DOI: 10.1021/jo01271a064

InChI:InChI=1/C10H8S/c1-2-4-9(5-3-1)10-6-7-11-8-10/h1-8H

Upstream product

• 99059-46-8 2,3-dihydro-4-phenylthiophene 
• 188290-36-0 thiophene 
• 2227-79-4 benzenecarbothioamide 
• 622-25-3 1-(2-chlorovinyl)benzene 
• 74-86-2 acetylene 
• 98-81-7 1-bromovinylbenzene 
• 108-86-1 bromobenzene 
• 6846-13-5 N-phenyl-2-thiophenecarboxamide 
• 2684-02-8 benzenediazonium 
• 536-74-3 phenylacetylene 
• 75-01-4 chloroethylene 
• 119405-65-1 tri-n-butyl(thien-3-yl)tin 
• 10486-61-0 3-thienyl iodide 
• 591-50-4 iodobenzene 

Downstream Products

• 10341-87-4 2-bromo-3-phenylthiophene 
• 16939-13-2 3,4-diphenylthiophene 
• 16766-62-4 3-phenyltetrahydrothiophene 
• 16939-12-1 2,3-diphenylthiophene 
• 1884-68-0 tetraphenylthiophene 
• 362612-68-8 4-phenyl-2-thiopheneboronic acid 
• 914360-72-8 2-bromo-9-(3-phenyl-thiophen-2-yl)-9H-fluoren-9-ol 
• 914360-68-2 9-(3-phenylthiophen-2-yl)fluoren-9-ol 
• 20851-07-4 2,3,5-triphenylthiophene 
• 713518-93-5 2,5-bis(hydroxymethylphenyl)-3-phenylthiophene 

Relevant articles and documents

Suzuki-Miyaura coupling under air in water promoted by polymer supported palladium nanoparticles

Suzuki couplings of aryl bromides were efficiently performed by a polymer supported palladium catalyst under air in water at 100°C without additives. In the case of activated aryl chlorides the reactions proceeded smoothly in the presence of a suitable phase transfer agent. The catalyst was active and recyclable for at least five times. Atomic absorption analyses revealed that the metal content in the polymeric support did not significantly decrease with the cycles while inductively coupled plasma analyses revealed that the palladium amount both in the mother liquors and in the organic products after reactions was lower than 500 ppb. The activity of the mother liquors has been investigated in detail. A transmission electron microscopy study of the supported catalyst before, during and after duty is also described.

Structure and Internal Rotation in 3-Phenylthiophene Using NMR Spectra of Liquid-Crystalline Solutions

The NMR spectra of 3-phenylthiophene as solute in liquid-crystal solvents were analyzed and the direct couplings constants, Dij obtained were used to test different models of the potential energy function V(φ) for intramolecular rotation of the phenyl and thiophene units.The data are consistent with a V(φ) having a minimum at about 24 deg.The LCNMR technique is highly discriminant among different models of V(φ) provided that enough Dij couplings are available.Ab initio calculations are also reported.

A C3v-symmetric triphosphine ligand derived from trindane skeleton: synthesis, inclusion of C60, and catalytic activity of its Pd complex

With the aim to design a multidentate C3v-symmetric trindane-based trisphosphine ligand 3 for Suzuki-Miyaura cross-coupling of 3-bromothiophene with phenylboronic acid, we observed the ability of this ligand to form an inclusion complex with buckyball C60. Along with its catalytic activity, the pyramidal inversion at phosphorous atoms of 3 and the formation of 3@C60 were investigated by 1H NMR, 31P{1H} NMR and DFT methods.

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Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives

A uniqueN,O-bidentate ligand 6-oxo-1,6-dihydro-pyridone-2-carboxylic acid dimethylamide (L1) catalyzed direct C(sp2)-H (intra/intermolecular) arylation of unactivated arenes has been developed to expedite access to (Het)biaryl scaffolds under UV-irradiation at room temperature. The protocol tolerated diverse functional groups and substitution patterns, affording the target products in moderate to excellent yields. Mechanistic investigations were also carried out to better understand the reaction pathway. Furthermore, the synthetic applicability of this unified approach has been showcasedviathe construction of biologically relevant 4-quinolone, tricyclic lactam and sultam derivatives.

Sterically controlled C-H alkenylation of pyrroles and thiophenes

Pd-catalyzed C-H alkenylations targeting the least hindered position of N-alkyl pyrroles and 3-substituted thiophenes, as opposed to electronically controlled approaches, are developed. The steric demand and stable bidentate binding mode of the pyrazolonaphthyridine ligand are key to the success of these sterically controlled alkenylations using oxygen as an oxidant.

Cap-dependent endonuclease inhibitors

The present invention provides a compound of formula (I) for inhibiting influenza virus replication. A pharmaceutically acceptable salt, metabolite, or prodrug thereof. The compounds can be used for preparing medicaments for treating influenza. The invention further discloses a method and for preparing the same, and a composition comprising the compound and a pharmaceutically acceptable carrier.