Bicyclo[4.1.0]hept-2-ene

Base Information

• Chemical Name: Bicyclo[4.1.0]hept-2-ene
• CAS No.: 2566-57-6
• Molecular Formula: C7H10
• Molecular Weight: 94.1564
• DSSTox Substance ID: DTXSID90948543
• Nikkaji Number: J1.280.762G
• Mol file: 2566-57-6.mol

Synonyms:Bicyclo[4.1.0]hept-2-ene;Bicyclo(4.1.0)hept-2-ene;2566-57-6;DTXSID90948543;WJSPKNSMGLBHBW-UHFFFAOYSA-N

Chemical Property of Bicyclo[4.1.0]hept-2-ene

Chemical Property:

• Vapor Pressure: 28.1mmHg at 25°C
• Boiling Point: 110.3°Cat760mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.955g/cm³
• LogP: 1.97250
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 94.078250319
• Heavy Atom Count: 7
• Complexity: 103

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC2C=C1

Technology Process of Bicyclo[4.1.0]hept-2-ene

There total 9 articles about Bicyclo[4.1.0]hept-2-ene 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: 13.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + cyclohexa-1,3-diene (1165952-91-9) → bicyclo[4.1.0]hept-2-ene (2566-57-6) + exo-endo-tricyclo<5.1.0.02,4>octane (277-05-4,50695-42-6,50895-58-4)

Guidance literature:

palladium(II) acetylacetonate; In diethyl ether; at -10 ℃;

DOI:10.1007/BF00956960

Reference yield:

vinyltriphenylphosphonium bromide (5044-52-0) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → norborn-2-ene (498-66-8) + bicyclo[4.1.0]hept-2-ene (2566-57-6)

Guidance literature:

vinyltriphenylphosphonium bromide; cyclopenta-1,3-diene; In acetonitrile; at 80 ℃; for 48h;

With sodium tetrahydroborate; In dimethyl sulfoxide;

Reference yield:

tricyclo<3,2,0,02,7>heptane (279-18-5) → norborn-2-ene (498-66-8) + 4-Methylen-1-cyclohexen (13407-18-6) + bicyclo[4.1.0]hept-2-ene (2566-57-6) + 3-Vinyl-1-cyclopenten (26727-45-7)

Guidance literature:

In pentane; at 21 ℃; for 1.16667h; Product distribution; Quantum yield; Mechanism; Irradiation; 185-nm photolyses; also in CF₃CH₂OH for 75 min;

DOI:10.1021/jo00010a026

upstream raw materials:

diazomethane

cyclohexa-1,3-diene

3-norcarene

tricyclo<3,2,0,0^2,7>heptane

Downstream raw materials:

2,3,5,6-tetrachlorobenzene-1,4-diol

norborn-2-ene

trans-1,3,6-heptatriene

1,2,6-heptatriene

Refernces

• 1、 Newcomb, Martin,Chandrasena, R. Esala P.,Lansakara-P, Dharmika S. P.,Kim, Hye-Yeong,Lippard, Stephen J.,Beauvais, Laurance G.,Murray, Leslie J.,Izzo, Viviana,Hollenberg, Paul F.,Coon, Minor J.. "Desaturase reactions complicate the use of norcarane as a mechanistic probe. Unraveling the mixture of twenty-plus products formed in enzyme-catalyzed oxidations of norcarane". . p. 1121 - 1127. Retrieved 2007/10/03.
• 2、 Adam, Waldemar,Zang, Gerald. "185-nm Photolysis and Pyrolysis of the Spirocyclopropane-Substituted Azoalkanes of 2,3-Diazatricyclo4,9>non-2-ene and Their Denitrogenated Hydrocarbon Products, the Tricyclo2,7>heptanes". . p. 3315 - 3323. Retrieved 2007/10/02.