Acridine-9-carbaldehyde

Base Information

• Chemical Name: Acridine-9-carbaldehyde
• CAS No.: 885-23-4
• Molecular Formula: C14H9NO
• Molecular Weight: 207.232
• Hs Code.: 2933990090
• European Community (EC) Number: 804-978-7
• NSC Number: 158261
• UNII: 5XN5ZGH695
• DSSTox Substance ID: DTXSID50237081
• Nikkaji Number: J80.003A
• Wikidata: Q27456991
• Mol file: 885-23-4.mol

Synonyms:9-acridine carboxaldehyde;9-acridinecarboxaldehyde

Chemical Property of Acridine-9-carbaldehyde

Chemical Property:

• Vapor Pressure: 3.84E-07mmHg at 25°C
• Melting Point: 144-149°C
• Refractive Index: 1.758
• Boiling Point: 416.4 °C at 760 mmHg
• PKA: 2.70±0.10(Predicted)
• Flash Point: 211.7 °C
• PSA: 29.96000
• Density: 1.274g/cm³
• LogP: 3.20050
• Storage Temp.: 2-8°C
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 207.068413911
• Heavy Atom Count: 16
• Complexity: 244

Purity/Quality:

99.0% ^*data from raw suppliers

acridine-9-carbaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Acridine-9-carbaldehyde

There total 5 articles about Acridine-9-carbaldehyde 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: 77.0%

dibenzoazepine (256-96-2) → 9-acridincarboxaldehyde (885-23-4) + 2-oxo-2H-dibenzazepine (21186-31-2)

Guidance literature:

With potassium nitrososulfonate; Na₂HPO₂; In acetone; pH=7.22; cooling;

DOI:10.1021/jm030599o

Reference yield: 23.0%

dibenzoazepine (256-96-2) → acridine (260-94-6) + 9-acridincarboxaldehyde (885-23-4)

Guidance literature:

With tert-butylhypochlorite; In dichloromethane; at -78 ℃; for 4h; Product distribution; Mechanism; -78 deg C to r.t., overnight; other reagent: CF₃CO₂Ag, other solvent: CH₃OH;

Reference yield: 15.0%

dibenzoazepine (256-96-2) → acridine (260-94-6) + 9-acridincarboxaldehyde (885-23-4) + 5H-dibenzazepine-5-carboxaldehyde (31552-91-7) + 2-(5H-dibenzo[b,f]azepin-5-yl)-acridine-9-carbaldehyde (1229751-53-4)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1691/ph.2010.9309

upstream raw materials:

carbamazepine 10,11-epoxide

dibenzoazepine

carbamazepin

Downstream raw materials:

benzophenone-9-acridinealdehyde azine

acridine-9-N-(p-ethoxyphenyl)formimidoyl

Refernces

• 1、 Luboch,Wagner-Wysiecka,Jamrogiewicz,Szczygelska-Tao,Magielka,Biernat. "Determination of the chemical structure of potential organic impurities occurring in the drug substance opipramol". experimental part. p. 239 - 244. Retrieved 2011/07/31.
• 2、 Cann, Michael C.,Lezinsky, David. "Reaction of 5H-Dibenzazepine with t-Butyl Hypochlorite: An Aromatic Nitrenium Ion Intermediate?". . p. 863 - 865. Retrieved 2007/10/02.