Benzvalene

Base Information

• Chemical Name: Benzvalene
• CAS No.: 659-85-8
• Molecular Formula: C6H6
• Molecular Weight: 78.1136
• DSSTox Substance ID: DTXSID00216109
• Nikkaji Number: J55.580K
• Wikipedia: Benzvalene
• Wikidata: Q416723
• Mol file: 659-85-8.mol

Synonyms:Benzvalene;659-85-8;Tricyclo(3.1.0,02,6)hex-3-ene;Tricyclo[3.1.0.02,6]hex-3-ene;Tricyclo(2.1.1.05,6)hex-2-ene;DTXSID00216109;Q416723

Chemical Property of Benzvalene

Chemical Property:

• Vapor Pressure: 106mmHg at 25°C
• Refractive Index: 1.4770 (estimate)
• Boiling Point: 77.6°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 1.264g/cm³
• LogP: 1.04820
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 78.0469501914
• Heavy Atom Count: 6
• Complexity: 107

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2C3C1C23

Technology Process of Benzvalene

There total 4 articles about Benzvalene 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:

dichloromethane (75-09-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → benzvalene (659-85-8)

Guidance literature:

With lithium aluminium tetrahydride; methyllithium; In diethyl ether; at -78 - 20 ℃;

DOI:10.1021/jo990883g

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → benzvalene (659-85-8) + Dewar-benzol (5649-95-6) + fulvene (497-20-1)

Guidance literature:

In solid matrix; at -269 ℃; Mechanism; Irradiation;

DOI:10.1021/j100154a033

Reference yield:

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → benzvalene (659-85-8)

Guidance literature:

In water; Quantum yield; Irradiation; laser flash photolysis;

DOI:10.1246/bcsj.56.389

upstream raw materials:

benzene

dichloromethane

cyclopenta-1,3-diene

Downstream raw materials:

C₁₃H₁₂N₂

C₂₀H₁₆O₂

Benzvalenylphenylsulfon

7,7-diphenyl-tetracyclo<4.1.0.0^2,4.0^3,5>heptane

Refernces

• 1、 Shimo,Nakashima,Yoshihara. "LASER FLASH PHOTOLYSIS OF BENZENE - 6. PHOTOLYSIS IN AQUEOUS SOLUTION.". . p. 389 - 391. Retrieved 1983.
• 2、 Katz, Thomas J.,Roth, Ronald J.,Acton, Nancy,Carnahan, Eileen Jang. "Synthesis of benzvalene". . p. 7663 - 7664. Retrieved 1999.
• 3、 Griffith et al.. "". . p. 436,437-441. Retrieved 1975.