24672-76-2

Basic information

• Product Name: 9,10-BIS(4-METHOXYPHENYL)ANTHRACENE
• Synonyms: 9,10-BIS(4-METHOXYPHENYL)ANTHRACENE;9 10-BIS(4-METHOXYPHENYL)ANTHRACENE 95%;9,10-Bis(p-anisyl)anthracene;9,10-Di-p-anisylanthracene;NSC-652541;9,10-Di(p-methoxyphenyl)anthracene
• CAS NO: 24672-76-2
• Molecular Formula: C₂₈H₂₂O₂
• Molecular Weight: 390.47
• Mol File: 24672-76-2.mol
• Article Data: 15

Chemical Properties

• Melting Point: 274 °C(lit.)
• Boiling Point: 526.8 °C at 760 mmHg
• Flash Point: 190.2 °C
• Appearance: /
• Density: 1.161 g/cm³
• Vapor Pressure: 1.17E-10mmHg at 25°C
• Refractive Index: 1.662
• CAS DataBase Reference: 9,10-BIS(4-METHOXYPHENYL)ANTHRACENE(CAS DataBase Reference)
• NIST Chemistry Reference: 9,10-BIS(4-METHOXYPHENYL)ANTHRACENE(24672-76-2)
• EPA Substance Registry System: 9,10-BIS(4-METHOXYPHENYL)ANTHRACENE(24672-76-2)

Safety Data

• Hazardous Substances Data: 24672-76-2(Hazardous Substances Data)

Usage

General Description

9,10-Bis(4-methoxyphenyl)anthracene is a chemical compound commonly used as a building block in the synthesis of organic semiconductors for various electronic and optoelectronic applications. It is a polycyclic aromatic hydrocarbon with a molecular formula C32H24O2 and a molecular weight of 424.53 g/mol. This chemical is known for its high thermal stability and excellent charge transport properties, making it suitable for use in organic light-emitting diodes (OLEDs), organic photovoltaic cells, and organic field-effect transistors. Its unique molecular structure and properties make it a valuable component in the development of advanced materials for next-generation electronics. Additionally, 9,10-Bis(4-methoxyphenyl)anthracene possesses potential toxicological and environmental hazards, which should be carefully assessed and managed during its production, handling, and disposal.

InChI:InChI=1/C28H22O2/c1-29-21-15-11-19(12-16-21)27-23-7-3-5-9-25(23)28(26-10-6-4-8-24(26)27)20-13-17-22(30-2)18-14-20/h3-18H,1-2H3

Upstream product

• 124483-75-6 9,10-dihydroanthracene-9,10-bis(4-methoxyphenyl)-9,10-diol 
• 120-12-7 anthracene 
• 100-66-3 methoxybenzene 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 523-27-3 9,10-Dibromoanthracene 
• 4346-59-2 para-methoxyphenyldiazonium chloride 
• 605-48-1 9,10-dichloroanthracene 
• 5720-07-0 4-methoxyphenylboronic acid 
• 84-65-1 9,10-phenanthrenequinone 
• 3995-39-9 N,N-diethyl-3,5-dimethylaniline 
• 1021540-43-1 9,10-bis(4-methoxyphenyl)-9,10-dihydro-9,10-epidioxidoanthracene 
• 64-19-7 acetic acid 
• 280-57-9 1,4-diaza-bicyclo[2.2.2]octane 
• 92-85-3 Thianthrene 

Downstream Products

• 179803-79-3 9,10-bis-(4-hydroxyphenyl)anthracene 
• 124483-75-6 9,10-dihydroanthracene-9,10-bis(4-methoxyphenyl)-9,10-diol 
• 179803-80-6 9-(4-methoxyphenyl)-10-(4-hydroxyphenyl)anthracene 
• 1400693-53-9 9,10-bis(4-bromopropoxyphenyl)anthracene 
• 1021540-43-1 9,10-bis(4-methoxyphenyl)-9,10-dihydro-9,10-epidioxidoanthracene 
• 640289-13-0 9,10-bis-(4-methoxy-3-nitrophenyl)-anthracene 
• 43217-31-8 9,10-di-p-tolyl-anthracene 
• 1499-10-1 9,10-diphenylanthracene 
• 50722-41-3 2,7-dimethoxy-9,10-dihydro-phenanthrene 
• 92-85-3 Thianthrene 
• 262-20-4 phenoxathiine 

Relevant articles and documents

Solid-state Suzuki-Miyaura cross-coupling reactions: Olefin-accelerated C-C coupling using mechanochemistry

The Suzuki-Miyaura cross-coupling reaction is one of the most reliable methods for the construction of carbon-carbon bonds in solution. However, examples for the corresponding solid-state cross-coupling reactions remain scarce. Herein, we report the first broadly applicable mechanochemical protocol for a solid-state palladium-catalyzed organoboron cross-coupling reaction using an olefin additive. Compared to previous studies, the newly developed protocol shows a substantially broadened substrate scope. Our mechanistic data suggest that olefin additives might act as dispersants for the palladium-based catalyst to suppress higher aggregation of the nanoparticles, and also as stabilizer for the active monomeric Pd(0) species, thus facilitating these challenging solid-state C-C bond forming cross-coupling reactions.

Novel methoxy spirobifluorene and alkyl substituted diphenylacene based organic blue light emitting polymers for application in organic electronics

We report on the synthesis and characterisation of a series of blue light emitting alkoxy substituted poly(spirobifluorenes) based on acene moiety. The obtained polymers had been fully characterised by FTIR, NMR, TGA, GPC techniques. The obtained polymers showed good photoluminescence and electroluminescence properties with blue fluorescence, obtained by supressing the excimer formation as a result of intermolecular interactions. The optical band gaps of all polymers were estimated to be in the range of 2.64–2.71 eV with good fluorescent quantum yield. The introduction of a spiro-structure in polymer backbone leads to its high thermal stability and good solubility in common organic solvents such as CH2Cl2, CH3Cl, toluene, tetrahydrofuran etc.

Synthesis and properties of thermotropic liquid-crystalline polyesters containing 9,10-diphenylanthracene moiety in the main chain

We synthesized thermotropic liquid-crystalline polyesters in which 9,10-diphenylanthracene moieties are incorporated into the main chain type of polyester forming the chiral smectic C (Sm C*). The polymers were prepared by the isopropyltitanate-catalyzed reaction of biphenyldicarboxylic acid and the corresponding diols, with different ratios of diol of 9,10- diphenylanthracene moiety to the alkane diols (1, 5, and 10 mol %) under nitrogen atmosphere. The polymers exhibited thermotropic liquid crystals despite the presence of a bulky diphenylanthracene moiety in the main chain. The circular dichroism spectra revealed that a Sm C*phase was formed in the polymer with 1 mol % of anthracene moiety, although only an Sm A phase was formed in the other polymers. This is the first example of a Sm C*polyester containing a diphenylanthracene moiety in the main chain. Furthermore, we measured the optical properties of the polymers and found that they exhibited very high fluorescent efficiency. The fluorescence spectra of the thin film differed from that of a CH2Cl2 solution.