Bicyclo[2.2.0]hexa-2,5-diene

Base Information

• Chemical Name: Bicyclo[2.2.0]hexa-2,5-diene
• CAS No.: 5649-95-6
• Molecular Formula: C6H6
• Molecular Weight: 78.1136
• NSC Number: 167530
• UNII: 885QNL8RTB
• DSSTox Substance ID: DTXSID00205033
• Nikkaji Number: J55.588F
• Wikipedia: Dewar_benzene
• Wikidata: Q425101
• Mol file: 5649-95-6.mol

Synonyms:Dewar benzene;Bicyclo[2.2.0]hexa-2,5-diene;5649-95-6;Bicyclo(2.2.0)hexa-2,5-diene;885QNL8RTB;NSC-167530;Tectene;dewar-benzene;NSC167530;TECTADIENE;UNII-885QNL8RTB;DTXSID00205033;NSC 167530;CIS-BICYCLO(2.2.0)HEXA-2,5-DIENE;Q425101

Chemical Property of Bicyclo[2.2.0]hexa-2,5-diene

Chemical Property:

• Vapor Pressure: 37.2mmHg at 25°C
• Boiling Point: 103.5°C at 760 mmHg
• PSA: 0.00000
• Density: 1.054g/cm³
• LogP: 1.35840
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 78.0469501914
• Heavy Atom Count: 6
• Complexity: 92

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2C1C=C2

Technology Process of Bicyclo[2.2.0]hexa-2,5-diene

There total 10 articles about Bicyclo[2.2.0]hexa-2,5-diene 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: 11.0%

7,8-Diazatetracyclo<3.3.0.02,4.03,6>oct-7-en (34122-54-8) → Dewar-benzol (5649-95-6)

Guidance literature:

In 1,1,2,2-tetrachloroethylene; at 20 ℃; for 20h; Irradiation;

Reference yield:

3,4-Diaza-tricyclo[3.1.0.02,6]hex-3-ene (114068-57-4) → 1,2-diazine (289-80-5) + syn-tricyclo{4.2.0.0(2.5)}octa-3,7-diene (20380-30-7) + Dewar-Benzol (5649-95-6)

Guidance literature:

Mechanism; Product distribution; Irradiation; photolysis with different solvent at varying temperatures;

DOI:10.1016/S0040-4039(00)96703-0

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

upstream raw materials:

Bicycloprop-2-enyl

7,8-Diazatetracyclo<3.3.0.0^2,4.0^3,6>oct-7-en

benzene

N-Methyl-7,8-diazatetracyclo<3.3.0.0^2,4.0^3,6>octan-7,8-dicarboximid

Downstream raw materials:

(1α,2β,5β,6α)-9,9-Dimethyl-7,8-diazatricyclo<4.3.0.0^2,5>nona-3,7-dien

propan-2-one azine

benzene

Refernces

• 1、 Ward,Wishnok. "". . p. 1085. Retrieved 1968.
• 2、 Billups, Edward W.,Haley, Michael M.. "Bicycloprop-2-enyl (C6H6)". . p. 1735 - 1737. Retrieved 2007/10/02.
• 3、 Christl, Manfred,Mattauch, Brigitte. "Experiments to Synthesize a Formal Nitrile Oxide-Benzene Adduct. 1,3-Dipolar Cycloadditions to Bicyclohex-5-ene-2,3-dicarboxylic Anhydride, Dewar Benzene, and 1,4-Cyclohexadiene". . p. 4203 - 4223. Retrieved 2007/10/02.