Anthracene-2-carbonyl chloride

Base Information

• Chemical Name: Anthracene-2-carbonyl chloride
• CAS No.: 16331-51-4
• Molecular Formula: C15H9ClO
• Molecular Weight: 240.689
• DSSTox Substance ID: DTXSID50579130
• Wikidata: Q82469545
• Mol file: 16331-51-4.mol

Synonyms:ANTHRACENE-2-CARBONYL CHLORIDE;16331-51-4;SCHEMBL8156791;DTXSID50579130

Chemical Property of Anthracene-2-carbonyl chloride

Chemical Property:

• PSA: 17.07000
• LogP: 4.37200
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 240.0341926
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C=C3C=C(C=CC3=CC2=C1)C(=O)Cl

Technology Process of Anthracene-2-carbonyl chloride

There total 1 articles about Anthracene-2-carbonyl chloride 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:

2-methylanthracene-9,10-dione (84-54-8) → Anthracene-2-carboxylic acid chloride (16331-51-4)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium dichromate; sulfuric acid

2: zinc dust; diluted ammonia

3: PCl₅

With potassium dichromate; ammonium hydroxide; phosphorus pentachloride; sulfuric acid; zinc;

Reference yield:

Anthracene-2-carboxylic acid chloride (16331-51-4) → 2-methylanthracene (613-12-7)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap; triethylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

2: 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); nickel(II) acetylacetonate dihydrate / 1,4-dioxane; hexane / 16 h / 170 °C / Inert atmosphere; Sealed tube

With dmap; nickel(II) acetylacetonate dihydrate; 3,4-thiene-2,3-diylbis(dicyclohexylphosphine); triethylamine; In 1,4-dioxane; hexane; dichloromethane;

DOI:10.1021/acs.orglett.8b01233

Reference yield:

Anthracene-2-carboxylic acid chloride (16331-51-4) + phenol (108-95-2,27073-41-2) → phenyl anthracene-2-carboxylate

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/acs.orglett.8b01233

upstream raw materials:

2-methylanthracene-9,10-dione

Downstream raw materials:

2-chloroanthracene

C₆₁H₉₃NO₆

2-methylanthracene