tricyclo[3.2.2.0~2,4~]nona-6,8-diene

Base Information

• Chemical Name: tricyclo[3.2.2.0~2,4~]nona-6,8-diene
• CAS No.: 7092-05-9
• Molecular Formula: C9H10
• Molecular Weight: 118.178
• Mol file: 7092-05-9.mol

Synonyms:

Chemical Property of tricyclo[3.2.2.0~2,4~]nona-6,8-diene

Chemical Property:

• Vapor Pressure: 2.38mmHg at 25°C
• Boiling Point: 166.2°Cat760mmHg
• Flash Point: 32°C
• Density: 1.091g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tricyclo[3.2.2.0~2,4~]nona-6,8-diene

There total 11 articles about tricyclo[3.2.2.0~2,4~]nona-6,8-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: 61.0%

anti-6,7-bis(phenylsulfonyl)tricyclo<3.2.2.02,4>non-8-ene (83818-44-4) → tricyclo<3.2.2.02,4>nona-6,8-diene (7092-05-9)

Guidance literature:

With methanol; sodium dihydrogenphosphate; sodium amalgam; Ambient temperature;

DOI:10.1021/jo00178a004

Reference yield: 15.0%

(3aα,4β,4aα,5aα,6β,6aα)-4,4a,5,5a,6,6a-hexahydro-4,6-etheno-1H-cycloprop[f]isobenzofuran-1,3(3aH)-dione (944-41-2) → homobarrelene (7092-05-9)

Guidance literature:

With water; triethylamine; In pyridine; at 10 ℃; continuous-flow apparatus incorporated in a capillary slit cell; electrolysis: anode: cylindrical platinum plate (230 cm²), cathode: stainless steel cylinder (slit 1mm);

Reference yield:

Cyclohepta-1,3,5-triene (544-25-2) → tricyclo<3.2.2.02,4>nona-6,8-diene (7092-05-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / toluene / 130 °C

2: 60 percent / 2percent Na-amalgam, NaH₂PO₄*2H₂O / methanol / Ambient temperature

With sodium dihydrogenphosphate; sodium amalgam; In methanol; toluene;

DOI:10.1039/C39820000914

upstream raw materials:

(3aα,4β,4aα,5aα,6β,6aα)-4,4a,5,5a,6,6a-hexahydro-4,6-etheno-1H-cycloprop[f]isobenzofuran-1,3(3aH)-dione

anti-6,7-bis(phenylsulfonyl)tricyclo<3.2.2.0^2,4>non-8-ene

Cyclohepta-1,3,5-triene

maleic anhydride

Downstream raw materials:

exo,exo-bishomobarrelene

endo,exo-bishomobarrelene

Refernces

• 1、 Lucchi, Ottorino De,Lucchini, Vittorio,Pasquato, Lucia,Modena, Giorgio. "(Z)- and (E)-1,2-Bis(phenylsulfonyl)ethylenes as Synthetic Equivalents to Acetylene as Dienophile". . p. 596 - 604. Retrieved 2007/10/02.
• 2、 Bryce-Smith, Derek,Foulger, Brian,Forrester, John,Gilbert, Andrew,Orger, Brian H.,et al.. "The Photoaddition of Ethylenic Hydrocarbons to Benzene". . p. 55 - 71. Retrieved 2007/10/02.