3H-Benzo[e]indole

Base Information

• Chemical Name: 3H-Benzo[e]indole
• CAS No.: 232-84-8
• Molecular Formula: C12H9N
• Molecular Weight: 167.21
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20462924
• Nikkaji Number: J38.209D
• Wikidata: Q82287563
• Mol file: 232-84-8.mol

Synonyms:3H-Benzo[e]indole;3H-Benz[e]indole;232-84-8;naphthazole;benzo[e]indole;3H-Benzo [e]indole;SCHEMBL280428;DTXSID20462924;ALGIYXGLGIECNT-UHFFFAOYSA-N;EN300-104330

Chemical Property of 3H-Benzo[e]indole

Chemical Property:

• Vapor Pressure: 2.26E-05mmHg at 25°C
• Boiling Point: 371.1oC at 760 mmHg
• Flash Point: 168.8oC
• PSA: 15.79000
• Density: 1.229g/cm3
• LogP: 3.32110
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 167.073499291
• Heavy Atom Count: 13
• Complexity: 190

Purity/Quality:

3H-Benzo[e]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC3=C2C=CN3

Technology Process of 3H-Benzo[e]indole

There total 17 articles about 3H-Benzo[e]indole 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: 70.0%

4,5-dihydrobenzo[g]indole (4995-14-6) → 1H-benz[g]indole (233-34-1) + 3H-benz[e]indole (232-84-8)

Guidance literature:

NiS/Al₂O₃; In benzene; at 350 ℃; for 2.5h;

DOI:10.1016/j.mencom.2007.09.017

Reference yield: 15.0%

2-nitronaphthalene (581-89-5) + vinyl magnesium bromide (1826-67-1) → 3H-benz[e]indole (232-84-8) + naphthalen-2-ylamine (91-59-8)

Guidance literature:

In tetrahydrofuran; at -40 ℃;

DOI:10.1016/S0040-4039(01)93730-X

Reference yield: 0.7%

4,5-dihydrobenzo[g]indole (4995-14-6) → 4,5-dihydro-3H-benz[e]indole + 1H-benz[g]indole (233-34-1) + 3H-benz[e]indole (232-84-8)

Guidance literature:

aluminum oxide; In benzene; at 350 ℃; for 8.5h;

DOI:10.1016/j.mencom.2007.09.017

upstream raw materials:

1,2,3,4-tetrahydrobenzo[f]quinolin-2-ol

ethyl pyruvate (E)-2-<(2-naphthyl)hydrazone>

2-nitronaphthalene

vinyl magnesium bromide

Refernces

• 1、 Miller, Thomas A.,Vachaspati, Prakash R.,Labroli, Marc A.,Thompson, Charles D.,Bulman, Amanda L.,Macdonald, Timothy L.. "The synthesis and evaluation of benzannelated-azatoxins: The benzazatoxins". . p. 1065 - 1070. Retrieved 1998.
• 2、 Trofimov, Boris A.,Vasil'tsov, Alexander M.,Ushakov, Igor' A.,Ivanov, Andrey V.,Schmidt, Elena Yu.,Mikhaleva, Al'bina I.,Protsuk, Nadezhda I.,Kobychev, Vladimir B.. "A peculiar selective rearrangement during the NiS-catalysed dehydrogenation of 4,5-dihydro-1H-benz[g]indole". . p. 296 - 298. Retrieved 2007.
• 3、 -. "Benzoindoline compounds". Page/Page column 3. . Retrieved 2008/06/13.