Cycloheptatriene

Base Information

• Chemical Name: Cycloheptatriene
• CAS No.: 544-25-2
• Molecular Formula: C7H8
• Molecular Weight: 92.1405
• Hs Code.: 29021990
• European Community (EC) Number: 208-866-3
• UN Number: 2603
• UNII: P58Q106NTF
• DSSTox Substance ID: DTXSID5073909
• Nikkaji Number: J14.160G,J2.695.164J
• Wikipedia: Cycloheptatriene
• Wikidata: Q421640
• Metabolomics Workbench ID: 55608
• Mol file: 544-25-2.mol

Synonyms:tropilidine

Chemical Property of Cycloheptatriene

Chemical Property:

• Appearance/Colour: clear yellow to brown liquid
• Vapor Pressure: 21.6mmHg at 25°C
• Melting Point: -79.5 ºC
• Refractive Index: n20/D 1.519(lit.)
• Boiling Point: 116-117 ºC
• Flash Point: 80 ºF
• PSA: 0.00000
• Density: 0.888
• LogP: 2.05870
• Storage Temp.: 2-8°C
• Water Solubility.: insoluble
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 92.062600255
• Heavy Atom Count: 7
• Complexity: 102
• Transport DOT Label: Flammable Liquid Poison

Purity/Quality:

99.0% ^*data from raw suppliers

1,3,5-Cycloheptatriene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: F,T
• Statements: 11-25-36/37/38-65
• Safety Statements: 16-26-36/37/39-45-62

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: C1C=CC=CC=C1
• Uses: 1,3,5-Cycloheptatriene functions as a ligand in organometallic chemistry and also as a building block in organic synthetic processes. 1,3,5-Cycloheptatriene is applied in cycloheptatrienyl transition zirconium complexes formation and in other organic complex formation processes.

Technology Process of Cycloheptatriene

There total 96 articles about Cycloheptatriene 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: 99.0%

triisobutylamine (1116-40-1) + tropylium tetrafluoroborate (27081-10-3) → N-isobutyl-2-methyl-N-(2-methylpropylidene)propan-1-aminium tetrafluoroborate (1262639-69-9) + Cyclohepta-1,3,5-triene (544-25-2)

Guidance literature:

In acetonitrile; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/ja109617y

Reference yield: 95.0%

ditropylether (16273-47-5) → Tropone (539-80-0) + Cyclohepta-1,3,5-triene (544-25-2)

Guidance literature:

With trifluoroacetic acid; for 2h; Ambient temperature;

Reference yield: 86.0%

tropylium tetrafluoroborate (27081-10-3) → Tropone (539-80-0) + Cyclohepta-1,3,5-triene (544-25-2)

Guidance literature:

With sodium carbonate; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1080/00397919308011237

upstream raw materials:

diazomethane

benzene

pyridine

bicyiclo<3.2.0>hept-2-en-6-ol

Downstream raw materials:

homobarrelene

p-hydroxy-2,3,5,6-tetrachlorophenoxyl radical

C₁₃H₁₁ClO₂

chloro-p-hydroquinone

Refernces

• 1、 Nefedov,Agavelyan. "-". . . Retrieved 1972.
• 2、 Okamoto et al.. "-". . p. 3249,3253. Retrieved 1969.
• 3、 Zhang, Geng-Wu,Shi, Qiang,Chen, Chuan-Feng. "Formation of charge-transfer complexes based on a tropylium cation and 2,6-helic[6]arenes: a visible redox stimulus-responsive process". . p. 2582 - 2585. Retrieved 2017.
• 4、 Holovka et al.. "-". . p. 5041. Retrieved 1968.
• 5、 Gassman,Creary. "-". . p. 6852,6853. Retrieved 1973.
• 6、 Franzus et al.. "-". . p. 3902. Retrieved 1963.
• 7、 Semikolenov, Sergey,Ivanov, Dmitry,Babushkin, Dmitry,Malykhin, Sergey,Kharitonov, Alexander,Dubkov, Konstantin. "Generation of methylene by the liquid phase oxidation of isobutene with nitrous oxide". . p. 3589 - 3595. Retrieved 2018/05/24.