Phenyl anthracene-9-carboxylate

Base Information

• Chemical Name: Phenyl anthracene-9-carboxylate
• CAS No.: 1503-84-0
• Molecular Formula: C21H14O2
• Molecular Weight: 298.341
• DSSTox Substance ID: DTXSID50398626
• Nikkaji Number: J2.971.258A
• Mol file: 1503-84-0.mol

Synonyms:phenyl anthracene-9-carboxylate;1503-84-0;SCHEMBL22978747;DTXSID50398626;STK089023;AKOS005394347;Anthracene-9-carboxylic acid phenyl ester

Chemical Property of Phenyl anthracene-9-carboxylate

Chemical Property:

• XLogP3: 5.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 298.099379685
• Heavy Atom Count: 23
• Complexity: 390

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OC(=O)C2=C3C=CC=CC3=CC4=CC=CC=C42

Technology Process of Phenyl anthracene-9-carboxylate

There total 4 articles about Phenyl anthracene-9-carboxylate 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: 87.0%

anthracen-9-carboxylic acid (723-62-6) + Diphenyliodonium triflate (66003-76-7) → phenyl anthracene-9-carboxylate (1503-84-0)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/ol2012082

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → phenyl anthracene-9-carboxylate (1503-84-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 0.5 h / 0 - 20 °C

2: potassium tert-butylate / N,N-dimethyl-formamide / 1 h / Inert atmosphere; Reflux

With potassium tert-butylate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol2012082

Reference yield:

anthracen-9-carboxylic acid (723-62-6) + phenol (108-95-2,27073-41-2) → phenyl anthracene-9-carboxylate (1503-84-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In acetonitrile;

DOI:10.1016/j.saa.2019.05.020

upstream raw materials:

anthracen-9-carboxylic acid

Diphenyliodonium triflate

benzene

phenol

Downstream raw materials:

anthracene

Refernces

• 1、 Jalalian, Nazli,Petersen, Tue B.,Olofsson, Berit. "Metal-free arylation of oxygen nucleophiles with diaryliodonium salts". supporting information. p. 14140 - 14149,10. Retrieved 2012/12/12.