Dibenz[a,h]acridine

Base Information

• Chemical Name: Dibenz[a,h]acridine
• CAS No.: 226-36-8
• Molecular Formula: C₂₁H₁₃N
• Molecular Weight: 279.341
• Hs Code.: 2933990090
• European Community (EC) Number: 680-472-8
• UN Number: 2811
• UNII: I64KK77PZY
• DSSTox Substance ID: DTXSID3059761
• Nikkaji Number: J2.977G
• Wikidata: Q26840760
• NCI Thesaurus Code: C44367
• Mol file: 226-36-8.mol

Synonyms:dibenz(a,h)acridine;dibenz(a,j)acridine;dibenzacridine

Chemical Property of Dibenz[a,h]acridine

Chemical Property:

• Vapor Pressure: 6.07E-11mmHg at 25°C
• Melting Point: 223-224oC
• Refractive Index: 1.8240 (estimate)
• Boiling Point: 534°Cat760mmHg
• PKA: 4.71±0.30(Predicted)
• Flash Point: 240.3°C
• PSA: 12.89000
• Density: 1.274g/cm³
• LogP: 5.69440
• Storage Temp.: 2-8°C
• Solubility.: Benzene (Slightly), Chloroform (Slightly)
• XLogP3: 6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 279.104799419
• Heavy Atom Count: 22
• Complexity: 405
• Transport DOT Label: Poison

Purity/Quality:

98%Min ^*data from raw suppliers

Dibenz[a,h]acridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-40-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Polycyclic Aromatic Hydrocarbons
• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=C4C=CC5=CC=CC=C5C4=N3
• Uses: A urinary metabolite from inhalation and dermal exposure to polycyclic aromatics hydrocarbons in hot mix asphalt paving workers. A heterocyclic aromatic compound with potent mutagenic and carcinogenic properties. One of the azaarenes found in grilled meat. A urinary metabolite from inhalation and dermal exposure to polycyclic aromatics hydrocarbons in hot mix asphalt paving workers. A heterocyclic aromatic compound with potent mutagenic and carcinogenic properties.One of the azaarenes found in grilled meat.

Technology Process of Dibenz[a,h]acridine

There total 17 articles about Dibenz[a,h]acridine 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: 100.0%

12,13-Dihydro-dibenzo[a,h]acridine (33944-01-3) → dibenz[a,h]acridine (226-36-8)

Guidance literature:

palladium on activated charcoal; In various solvent(s); Heating;

DOI:10.1016/S0040-4039(00)95165-7

Reference yield:

C21H15N → dibenz[a,h]acridine (226-36-8)

Guidance literature:

With ammonium cerium (IV) nitrate; In acetone; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01775

Reference yield:

Naphthalen-2-yl-{2-[(Z)-naphthalen-2-yliminomethyl]-naphthalen-1-yl}-amine; hydrochloride (122599-66-0) → dibenz[a,h]acridine (226-36-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 98.5 percent / 0.05 h / heating just above the melting point

2: 100 percent / Pd-C / various solvent(s) / Heating

palladium on activated charcoal; In various solvent(s);

DOI:10.1016/S0040-4039(00)95165-7

upstream raw materials:

bis(2-hydroxy-1-naphthyl)methane

1-amino-naphthalene

diiodomethane

naphthalen-2-ylamine

Downstream raw materials:

1a,13b-dihydrodibenzoxirenoacridine

Refernces

• 1、 Klemm, L.H.,Chiang, Eva,O'Bannon, Gerald W.. "Synthesis of an s-Butyldibenzacridine. Alkyl Migration in the Bernthsen Reaction". . p. 571 - 574. Retrieved 2007/10/02.
• 2、 Kumar, Subodh. "Synthesis of trans-10,11-Dihydroxy-10,11-dihydrodibenz(a,h)acridine and Its Diastereomeric Epoxides. Possible Carcinogenic Metabolites of Dibenz(a,h)acridine". . p. 3070 - 3073. Retrieved 2007/10/02.