9,10-BIS(4-METHOXYPHENYLETHYNYL)ANTHRACENE

Base Information

• Chemical Name: 9,10-BIS(4-METHOXYPHENYLETHYNYL)ANTHRACENE
• CAS No.: 80034-27-1
• Molecular Formula: C32H22 O2
• Molecular Weight: 438.525
• Mol file: 80034-27-1.mol

Synonyms:Anthracene,9,10-bis[(4-methoxyphenyl)ethynyl]- (9CI); NSC 281969

Chemical Property of 9,10-BIS(4-METHOXYPHENYLETHYNYL)ANTHRACENE

Chemical Property:

• Vapor Pressure: 1.12E-16mmHg at 25°C
• Melting Point: 240-241 °C(Solv: benzene (71-43-2))
• Boiling Point: 662.4°C at 760 mmHg
• Flash Point: 243.7°C
• PSA: 18.46000
• Density: 1.24g/cm³
• LogP: 6.80980

Purity/Quality:

98.5% ^*data from raw suppliers

9,10-BIS-(4-METHOXYPHENYLETHYNYL)ANTHRACENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9,10-BIS(4-METHOXYPHENYLETHYNYL)ANTHRACENE

There total 5 articles about 9,10-BIS(4-METHOXYPHENYLETHYNYL)ANTHRACENE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 81.0%

9,10-Dibromoanthracene (523-27-3) + 4-methoxyphenylacetylen (768-60-5) → 9,10-Bis(p-methoxyphenylethynyl)anthracene (80034-27-1)

Guidance literature:

With copper(l) iodide; bis(triphenylphosphine)palladium(II) chloride; diisopropylamine; In tetrahydrofuran; at 80 ℃; for 4.5h; Inert atmosphere;

DOI:10.1002/chem.201102230

Reference yield: 78.0%

1-bromo-4-methoxy-benzene (104-92-7) + 9,10-bis(trimethylsilyl)ethynylanthracene (18750-95-3) → 9,10-Bis(p-methoxyphenylethynyl)anthracene (80034-27-1)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; potassium hydroxide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ja306056x

Reference yield: 75.0%

9,10-bis(p-methoxyphenylethynyl)-9,10-dihydroanthracene-9,10-diol (80034-18-0) → 9,10-Bis(p-methoxyphenylethynyl)anthracene (80034-27-1)

Guidance literature:

With tin(ll) chloride; In acetic acid;

upstream raw materials:

9,10-bis(4-methoxystyryl)anthracene

9,10-bis(p-methoxyphenylethynyl)-9,10-dihydroanthracene-9,10-diol

9,10-Dibromoanthracene

4-methoxyphenylacetylen

Downstream raw materials:

9,10-bis(4-methoxyphenylethynyl)-9,10-dihydro-9,10-epidioxidoanthracene

Refernces

• 1、 Fudickar, Werner,Linker, Torsten. "Why triple bonds protect acenes from oxidation and decomposition". supporting information. p. 15071 - 15082. Retrieved 2012/11/06.
• 2、 Nakatsuji, Shin'ichi,Matsuda, Kosei,Uesugi, Yukiko,Nakashima, Kenichiro,Akiyama, Shuzo,Fabian, Walter. "Synthesis and Absorption/Emission Spectroscopic Properties of Bis(phenylethynyl)benzenes and 9,10-Bis(phenylethynyl)anthracenes". . p. 755 - 758. Retrieved 2007/10/02.