2-Azapyrene

Base Information

• Chemical Name: 2-Azapyrene
• CAS No.: 193-98-6
• Molecular Formula: C15H9N
• Molecular Weight: 203.2387
• DSSTox Substance ID: DTXSID70172900
• Nikkaji Number: J79.483J
• Wikidata: Q83042973
• Mol file: 193-98-6.mol

Synonyms:2-Azapyrene;naphth[2,1,8-def]isoquinoline;193-98-6;CCRIS 1603;NAPHTH(2,1,8-def)ISOQUINOLINE;BRN 4400266;6-azatetracyclo[6.6.2.04,16.011,15]hexadeca-1(15),2,4,6,8(16),9,11,13-octaene;SCHEMBL444834;DTXSID70172900;LS-95257

Chemical Property of 2-Azapyrene

Chemical Property:

• Vapor Pressure: 2.9E-06mmHg at 25°C
• Melting Point: 163-165 °C (sublm)(Solv: ethanol (64-17-5); water (7732-18-5))
• Boiling Point: 400.6°Cat760mmHg
• PKA: 5.37±0.30(Predicted)
• Flash Point: 183.2°C
• PSA: 12.89000
• Density: 1.309g/cm³
• LogP: 3.97900
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 203.073499291
• Heavy Atom Count: 16
• Complexity: 251

Purity/Quality:

98%,99%, ^*data from raw suppliers

NAPHTH[2,1,8-DEF]ISOQUINOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C3C(=C1)C=CC4=C3C(=CN=C4)C=C2

Technology Process of 2-Azapyrene

There total 8 articles about 2-Azapyrene 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: 94.0%

1,2,3,3a,4,5-hexahydro-2-azapyrene (106835-26-1) → 2-azapyrene (193-98-6)

Guidance literature:

palladium on activated charcoal; at 270 - 340 ℃; for 1h;

Reference yield: 74.0%

1,3,5-Triazine (290-87-9) + perinaphthane (479-58-3) → 2-azapyrene (193-98-6)

Guidance literature:

With PPA; at 140 ℃; for 3h;

DOI:10.1016/j.tetlet.2007.11.132

Reference yield:

2,2a,3,4-tetrahydrocyclopentaphenalen-1-one (54100-63-9) → 2-azapyrene (193-98-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / NH₂OH*HCl, aq. 50percent KOH / methanol / 4 h / Heating

2: 90 percent / polyphosphoric acid / 0.5 h / 130 °C

3: 84 percent / P₂S₅ / tetrahydrofuran / 1 h / Heating

4: 1) CH₃I, 2) NaBH₄, TiCl₄ / 1) THF, 18 h, 23 deg C, 2) dimethoxyethane, 3 h, 23 deg C

5: 94 percent / 10percent Pd on carbon / 1 h / 270 - 340 °C

With potassium hydroxide; sodium tetrahydroborate; PPA; tetraphosphorus decasulfide; hydroxylamine hydrochloride; titanium tetrachloride; methyl iodide; palladium on activated charcoal; In tetrahydrofuran; methanol;

upstream raw materials:

1,2,3,3a,4,5-hexahydro-2-azapyrene

2,2a,3,4-tetrahydrocyclopentaphenalen-1-one

2-(2,3-dihydrophenalenyl)acetic acid

3,3a,4,5-tetrahydro-2-azapyren-1(2H)-one

Refernces

• 1、 Tanga, Mary J.,Reist, Elmer J.. "Synthesis of 1-Azapyrene". . p. 747 - 752. Retrieved 2007/10/02.