7-Phenylcyclohepta-1,3,5-triene

Base Information

• Chemical Name: 7-Phenylcyclohepta-1,3,5-triene
• CAS No.: 1541-11-3
• Molecular Formula: C13H12
• Molecular Weight: 168.238
• DSSTox Substance ID: DTXSID30492075
• Nikkaji Number: J2.999.690C
• Mol file: 1541-11-3.mol

Synonyms:7-phenylcyclohepta-1,3,5-triene;7-Phenyl-1,3,5-cycloheptatriene;1541-11-3;DTXSID30492075;InChI=1/C13H12/c1-2-5-9-12(8-4-1)13-10-6-3-7-11-13/h1-12

Chemical Property of 7-Phenylcyclohepta-1,3,5-triene

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 168.093900383
• Heavy Atom Count: 13
• Complexity: 210

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=CC(C=C1)C2=CC=CC=C2

Technology Process of 7-Phenylcyclohepta-1,3,5-triene

There total 17 articles about 7-Phenylcyclohepta-1,3,5-triene 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: 91.0%

bromobenzene (108-86-1,52753-63-6) + tropylium tetrafluoroborate (27081-10-3) → 7-phenylcycloheptatriene (1541-11-3)

Guidance literature:

bromobenzene; With iodine; magnesium; In tetrahydrofuran; Inert atmosphere; Reflux;

tropylium tetrafluoroborate; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jacs.1c10038

Reference yield: 80.0%

7-phenyl-tetracyclo<4.1.0.02,4.03,5>heptane (77429-87-9,77481-23-3) → 7-phenylcycloheptatriene (1541-11-3)

Guidance literature:

With silver perchlorate; In chloroform-d1; benzene; at 0 ℃; for 0.166667h;

DOI:10.1016/S0040-4020(01)80119-8

Reference yield: 67.0%

tropylium tetrafluoroborate (27081-10-3) + phenyllithium (591-51-5) → 7-phenylcycloheptatriene (1541-11-3)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1021/ja205046h

upstream raw materials:

ditropylether

phenyllithium

7-ethoxy-1,3,5-cycloheptatriene

7-methoxy-1,3,5-cycloheptatriene

Downstream raw materials:

diphenylchloromethane

tricarbonyl(1-4-η-6-phenylcyclohepta-1,3,5-triene)iron

tricarbonyl(7-exo-phenylcycloheptatriene)chromium⁽⁰⁾

2-Phenylbenzaldehyde

Refernces

• 1、 Bhadbhade, Mohan M.,Crocker, Reece D.,Lyons, Demelza J. M.,Mai, Binh Khanh,Nguyen, Thanh Vinh,Pace, Domenic P.,Wong, Wallace W. H.,Zhang, Bolong. "Unusual Alternating Crystallization-Induced Emission Enhancement Behavior in Nonconjugated ω-Phenylalkyl Tropylium Salts". supporting information. p. 20384 - 20394. Retrieved 2021/12/03.
• 2、 Yin, Xiang,Mato, Mauro,Echavarren, Antonio M.. "Gold(I)-Catalyzed Synthesis of Indenes and Cyclopentadienes: Access to (±)-Laurokamurene B and the Skeletons of the Cycloaurenones and Dysiherbols". supporting information. p. 14591 - 14595. Retrieved 2017/10/18.