1-(4-Methylphenyl)-9,10-anthraquinone

Base Information

• Chemical Name: 1-(4-Methylphenyl)-9,10-anthraquinone
• CAS No.: 20600-74-2
• Molecular Formula: C21H14O2
• Molecular Weight: 298.33500
• Hs Code.: 2914690090
• Mol file: 20600-74-2.mol

Synonyms:1-(4-Methylphenyl)-9,10-anthraquinone;Anthraquinone,1-p-tolyl;1-(4-Methylphenyl)anthra-9,10-quinone;

Chemical Property of 1-(4-Methylphenyl)-9,10-anthraquinone

Chemical Property:

• PSA: 34.14000
• LogP: 4.43740

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-(4-Methylphenyl)-9,10-anthraquinone

There total 1 articles about 1-(4-Methylphenyl)-9,10-anthraquinone 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: 99.0%

1-iodo-9,10-anthraquinone (3485-80-1) + 4-methylphenylboronic acid (5720-05-8) → 1-(4-methylphenyl)-9,10-anthraquinone (20600-74-2)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In ethanol; water; toluene; for 30h; Heating;

DOI:10.1246/bcsj.78.917

Reference yield: 60.0%

1-(4-methylphenyl)-9,10-anthraquinone (20600-74-2) → 4-(4-methylphenyl)-9-anthrone + 1-(4-methylphenyl)-9-anthrone (627810-58-6)

Guidance literature:

With hydrogenchloride; tin; acetic acid; In water; for 0.5h; Heating;

DOI:10.1246/bcsj.78.917

Reference yield:

1-(4-methylphenyl)-9,10-anthraquinone (20600-74-2) → bis[1-(4-methylphenyl)-9-anthryl]ethyne

Guidance literature:

Multi-step reaction with 3 steps

1.1: 60 percent / tin; HCl; acetic acid / H₂O / 0.5 h / Heating

2.1: lithium hexamethyldisilazane / CH₂Cl₂; hexamethylphosphoric acid triamide / 2 h / -70 °C

2.2: 74 percent / CH₂Cl₂; hexamethylphosphoric acid triamide / 12 h / -70 °C

3.1: 96 percent / LiCl / Pd(PPh₃)4 / acetonitrile / 15 h / Heating

With hydrogenchloride; tin; acetic acid; lithium chloride; lithium hexamethyldisilazane; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water; acetonitrile;

DOI:10.1246/bcsj.78.917

upstream raw materials:

1-iodo-9,10-anthraquinone

4-methylphenylboronic acid

Downstream raw materials:

1-(4-methylphenyl)-9-anthrone

1-(4-methylphenyl)-9-[(trifluoromethylsulfonyl)oxy]anthracene

Refernces

• 1、 Toyota, Shinji,Makino, Toshiaki. "Rotational isomerism involving an acetylenic carbon. Part 5: Restricted rotation about acetylenic axis in sterically crowded bis(1-phenyl-9-anthryl)ethynes". . p. 7775 - 7778. Retrieved 2007/10/03.