3H-Benz[e]indene

Base Information

• Chemical Name: 3H-Benz[e]indene
• CAS No.: 232-55-3
• Molecular Formula: C13H10
• Molecular Weight: 166.222
• Hs Code.: 2902909090
• DSSTox Substance ID: DTXSID20455336
• Nikkaji Number: J405.516K
• Wikidata: Q82277292
• Mol file: 232-55-3.mol

Synonyms:3H-Benz[e]indene;232-55-3;3H-CYCLOPENTA[A]NAPHTHALENE;benz[e]indene;DTXSID20455336;AKOS006287228

Chemical Property of 3H-Benz[e]indene

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 48.5-50 °C
• Refractive Index: 1.692
• Boiling Point: 312.183 °C at 760 mmHg
• Flash Point: 147.476 °C
• PSA: 0.00000
• Density: 1.139 g/cm³
• LogP: 3.40910
• XLogP3: 4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 166.078250319
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C=CC2=C1C=CC3=CC=CC=C32

Technology Process of 3H-Benz[e]indene

There total 6 articles about 3H-Benz[e]indene 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: 25.0%

5-(2-Ethynyl-phenyl)-pent-4-ynal O-benzyl-oxime → 3H-Benzindene (232-55-3) + 1H-Benzindene (232-54-2) + N-(Phenylmethoxy)-2,3-dihydro-1H-benzinden-1-amine

Guidance literature:

With cyclohexa-1,4-diene; In chlorobenzene; at 190 ℃; for 8h; Yield given. Title compound not separated from byproducts;

DOI:10.1021/jo00076a011

Reference yield: 20.0%

5-(2-ethynylphenyl)-4-pentynal (150723-29-8) → 2-ethylnaphthalene (939-27-5) + 3H-Benzindene (232-55-3) + 1H-Benzindene (232-54-2) + 3-(naphthalen-2-yl)propanal (136415-67-3)

Guidance literature:

With cyclohexa-1,4-diene; In chlorobenzene; at 190 ℃; for 8h; Yields of byproduct given;

DOI:10.1021/jo00076a011

Reference yield: 18.0%

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene (1694-19-5) → trans-4-Hydroxystilbene (6554-98-9) + 3H-Benzindene (232-55-3) + 1H-Benzindene (232-54-2)

Guidance literature:

at 800 ℃; under 0.01 Torr;

upstream raw materials:

2'-methylbiphenyl-2,3-dicarboxylic anhydride

5-(2-ethynylphenyl)-4-pentynal

6-methyl-6-phenylfulvene

E-1-(phenyl)-2-(4'-methoxyphenyl)ethene

Refernces

• 1、 Chu, Li-Tse,Yu, Pin-Chih,Wu, Bo-Jian,Liao, Ying-Chi,Chou, Chin-Hsing. "Synthesis of areno[e]indenes by the flash vacuum pyrolysis of 4-methoxystyrylarenes". . p. 165 - 173. Retrieved 2008/02/02.
• 2、 Grissom, Janet Wisniewski,Klingberg, Detlef. "Aryl Radical Additions to Aldehydes and Oxime Ethers: The Tandem Enediyne-Radical Cyclization". . p. 6559 - 6564. Retrieved 2007/10/02.