octahydrodicyclopropa[cd,gh]pentalene

Base Information

• Chemical Name: octahydrodicyclopropa[cd,gh]pentalene
• CAS No.: 765-72-0
• Molecular Formula: C8H10
• Molecular Weight: 106.167
• Mol file: 765-72-0.mol

Synonyms:

Chemical Property of octahydrodicyclopropa[cd,gh]pentalene

Chemical Property:

• Vapor Pressure: 9.68mmHg at 25°C
• Boiling Point: 135.1°Cat760mmHg
• Flash Point: 9.8°C
• Density: 1.249g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of octahydrodicyclopropa[cd,gh]pentalene

There total 5 articles about octahydrodicyclopropa[cd,gh]pentalene 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: 44.0%

bicyclo<3.2.1>octa-3,6-dien-2-one tosylhydrazone lithium salt (80976-42-7) → tetracyclo<3.3.02,8.04,6.0>octane (765-72-0) + bicyclo<3.2.1>octa-2,6-diene (4096-95-1,61617-42-3) + 5-ethynyl-1,3-cyclohexadiene (57015-38-0) + tricyclo<3.2.1.02,7>oct-3-ene (3725-23-3)

Guidance literature:

at 198 ℃; for 0.166667h; under 0.1 Torr; Yield given. Further byproducts given;

DOI:10.1021/jo00132a011

Reference yield: 18.9%

bicyclo<3.2.1>octa-3,6-dien-2-one tosylhydrazone (80976-41-6) → tetracyclo<3.3.02,8.04,6.0>octane (765-72-0) + bicyclo<3.2.1>octa-2,6-diene (4096-95-1,61617-42-3) + 5-ethynyl-1,3-cyclohexadiene (57015-38-0) + semibullvalene (6909-37-1) + tricyclo<3.2.1.02,7>oct-3-ene (3725-23-3) + endo-6-ethynylbicyclo<3.1.0>hex-2-ene (77879-68-6)

Guidance literature:

With 18-crown-6 ether; potassium hydride; In diethylene glycol dimethyl ether; at 140 ℃; for 2h; Product distribution; Mechanism; decomposition of the lithium salt of the tosylhydrazone; various conditions of decomp.;

DOI:10.1021/jo00132a011

Reference yield:

endo-tricyclo<3.2.1.02,4>oct-6-ene (3635-94-7) → bicyclo<3.2.1>octa-2,6-diene (4096-95-1) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + tetracyclo<3.3.0.02,8.04,6>octane (765-72-0) + prop-1-yne (74-99-7)

Guidance literature:

at 290.3 ℃; Rate constant; Product distribution; Kinetics; Arrhenius parameters (E_A);

upstream raw materials:

bicyclo<3.2.1>octa-3,6-dien-2-one tosylhydrazone

bicyclo<3.2.1>octa-3,6-dien-2-one tosylhydrazone lithium salt

C₈H₁₀N₂

exo-tricyclo<3.2.1.0^2,4>oct-6-ene

Downstream raw materials:

ethene

1-ethenyl-1,3-cyclohexadiene

bicyclo<3.3.0>-2,6-octadiene

bicyclo<3.2.1>octa-2,6-diene

Refernces

• 1、 Freeman, Peter K.,Swenson, Karl E.. "Chemistry of 2-Carbenabicyclooctadiene". . p. 2033 - 2039. Retrieved 2007/10/02.