2-Hydroxyacridine

Base Information

• Chemical Name: 2-Hydroxyacridine
• CAS No.: 22817-17-0
• Molecular Formula: C₁₃H₉NO
• Molecular Weight: 195.221
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90177371
• Nikkaji Number: J55.115E
• Wikidata: Q83047705
• Mol file: 22817-17-0.mol

Synonyms:2-Hydroxyacridine;2-ACRIDINOL;22817-17-0;3-Hydroxyacridine (European);BRN 0142310;acridin-2-ol;SCHEMBL4435489;DTXSID90177371

Chemical Property of 2-Hydroxyacridine

Chemical Property:

• Vapor Pressure: 1.57E-07mmHg at 25°C
• Refractive Index: 1.6060 (estimate)
• Boiling Point: 416.6°Cat760mmHg
• Flash Point: 205.7°C
• PSA: 33.12000
• Density: 1.307g/cm³
• LogP: 3.09360
• Water Solubility.: 3.904mg/L(20 oC)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 195.068413911
• Heavy Atom Count: 15
• Complexity: 231

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C3C=C(C=CC3=N2)O

Technology Process of 2-Hydroxyacridine

There total 14 articles about 2-Hydroxyacridine 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: 67.0%

2-methoxyacridine (3295-60-1) → acridin-2-ol (22817-17-0)

Guidance literature:

With boron tribromide; In dichloromethane; at -20 - 20 ℃; for 3h; Inert atmosphere;

Reference yield: 12.0%

1:2-epoxy-1,2-dihydroacridine (155007-31-1) → 1-hydroxyacridine (5464-73-3) + acridin-2-ol (22817-17-0) + cis-1,2-Dihydroxy-1,2-dihydroacridine (404875-20-3) + trans-1,2-Dihydroxy-1,2-dihydroacridine (404875-20-3)

Guidance literature:

With water; In 1,4-dioxane; at 25 ℃; Rate constant; Product distribution; Mechanism; ionic strenght of 0.1 M (NaClO₄); acidic condition; dependence of the rate constants for solvolysis on pH from 1 to 13;

DOI:10.1021/jo00084a013

Reference yield:

2-ethoxy-acridine → acridin-2-ol (22817-17-0)

Guidance literature:

With phosphorus; hydrogen iodide;

upstream raw materials:

2-methoxyacridine

2-aminoacridine

1:2-epoxy-1,2-dihydroacridine

2-hydroxy-9-acridanone

Downstream raw materials:

2-benzyl-2,3-dihydro-1H-[1,3]oxazino[5,6-a]acridine

bromo-3 methoxy-2 acridinedione-1,4

Refernces

• 1、 Boyd, Derek R.,Davies, R. Jeremy H.,Hamilton, Lynne,McCullough, John J.,Malone, John F.,et al.. "Synthesis and Solvolysis of Acridine 1,2- and 3,4-Oxides: Crystal Structure of Acridine 1,2-Oxide". . p. 984 - 990. Retrieved 2007/10/02.