N-(9-Anthracenylmethylene)-2-hydroxyaniline

Base Information

• Chemical Name: N-(9-Anthracenylmethylene)-2-hydroxyaniline
• CAS No.: 6076-01-3
• Molecular Formula: C21H15NO
• Molecular Weight: 297.356
• European Community (EC) Number: 666-970-8
• DSSTox Substance ID: DTXSID10361558
• Mol file: 6076-01-3.mol

Synonyms:Phenol, 2-[(9-anthracenylmethylene)amino]-;6076-01-3;N-(9-ANTHRACENYLMETHYLENE)-2-HYDROXYANILINE;SCHEMBL802230;DTXSID10361558;2-[(9-anthrylmethylene)amino]phenol;AKOS003409388

Chemical Property of N-(9-Anthracenylmethylene)-2-hydroxyaniline

Chemical Property:

• Melting Point: 118 °C
• Boiling Point: 552.9±33.0 °C(Predicted)
• PSA: 32.59000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 5.44920
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 297.115364102
• Heavy Atom Count: 23
• Complexity: 398

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=CC=CC3=C2C=NC4=CC=CC=C4O

Technology Process of N-(9-Anthracenylmethylene)-2-hydroxyaniline

There total 4 articles about N-(9-Anthracenylmethylene)-2-hydroxyaniline 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: 80.0%

2-amino-phenol (95-55-6) + 9-anthracene aldehyde (642-31-9) → trans-N-(9-Anthrylmethylene)-o-aminophenol (6076-01-3)

Guidance literature:

With acetic acid; In ethanol; for 1h; Reflux;

DOI:10.1016/j.jorganchem.2019.120964

Reference yield:

9-anthracene aldehyde (642-31-9) → cis-N-(9-Anthrylmethylene)-o-aminophenol (6076-01-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / Heating

2: methylcyclohexane / Ambient temperature; Irradiation

In ethanol; methyl cyclohexane;

DOI:10.1021/jo00334a029

Reference yield:

trans-N-(9-Anthrylmethylene)-o-aminophenol (6076-01-3) → 2-Anthracen-9-yl-2,3-dihydro-benzooxazole + cis-N-(9-Anthrylmethylene)-o-aminophenol (6076-01-3)

Guidance literature:

In methyl cyclohexane; Title compound not separated from byproducts; Ambient temperature; Irradiation;

DOI:10.1021/jo00334a029

upstream raw materials:

2-amino-phenol

9-anthracene aldehyde

Refernces

• 1、 Premkumar, Muniyappan,Vijayan, Paranthaman,Venkatachalam, Galmari. "Half-sandwich Ruthenium(II) Schiff base complexes: Synthesis, characterization and effective catalysts for one-pot conversion of aldehydes to amides". . . Retrieved 2019/10/08.