1,8-Dichloro-9-methylanthracene

Base Information

• Chemical Name: 1,8-Dichloro-9-methylanthracene
• CAS No.: 17122-96-2
• Molecular Formula: C15H10 Cl2
• Molecular Weight: 261.1459
• NSC Number: 122993
• DSSTox Substance ID: DTXSID90937932
• Wikidata: Q82914161
• Mol file: 17122-96-2.mol

Synonyms:1,8-Dichloro-9-methylanthracene;17122-96-2;NSC122993;Anthracene,8-dichloro-9-methyl-;DTXSID90937932;NSC-122993

Chemical Property of 1,8-Dichloro-9-methylanthracene

Chemical Property:

• Vapor Pressure: 1.01E-06mmHg at 25°C
• Boiling Point: 415.2°C at 760 mmHg
• Flash Point: 209.5°C
• Density: 1.319g/cm³
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 260.0159557
• Heavy Atom Count: 17
• Complexity: 252

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC3=C1C(=CC=C3)Cl)C=CC=C2Cl

Technology Process of 1,8-Dichloro-9-methylanthracene

There total 7 articles about 1,8-Dichloro-9-methylanthracene 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: 66.0%

1,8-dichloro-9,10-dihydroanthracen-9-one (50259-93-3) + methyllithium (917-54-4) → 9-methyl-1,8-dichloroanthracene (17122-96-2)

Guidance literature:

1,8-dichloro-9,10-dihydroanthracen-9-one; methyllithium; In diethyl ether; toluene; at -70 - 20 ℃; Inert atmosphere; Schlenk technique;

With hydrogenchloride; In diethyl ether; water; toluene; for 0.666667h; Reflux;

DOI:10.1055/s-0037-1611344

Reference yield: 63.0%

1,8-dichloro-9,10-dihydroanthracen-9-one (50259-93-3) + methylmagnesium bromide (75-16-1) → 9-methyl-1,8-dichloroanthracene (17122-96-2)

Guidance literature:

In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jo00356a031

Reference yield:

1,8-dichloroanthraquinone (82-43-9) → 9-methyl-1,8-dichloroanthracene (17122-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / conc. sulfuric acid, Al / 8 h / 25 - 30 °C

2: 63 percent / tetrahydrofuran / 1 h / 0 °C

With sulfuric acid; aluminium; In tetrahydrofuran;

DOI:10.1021/jo00356a031

upstream raw materials:

1,8-dichloro-9-methyl-9,10-dihydro-[9]anthrol

1,8-dichloro-9,10-dihydroanthracen-9-one

methylmagnesium bromide

methyl iodide

Downstream raw materials:

1,8-Bis-(2,3-dimethyl-phenyl)-9-methyl-anthracene