Pentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one

Base Information

• Chemical Name: Pentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one
• CAS No.: 15291-18-6
• Molecular Formula: C₉H₈O
• Molecular Weight: 132.162
• Hs Code.: 2914299000
• Mol file: 15291-18-6.mol

Synonyms:Homocubanone;Pentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one

Chemical Property of Pentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one

Chemical Property:

• PSA: 17.07000
• LogP: 0.55310

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Pentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one

There total 3 articles about Pentacyclo[4.3.0.02,5.03,8.04,7]nonan-9-one 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: 90.0%

pentacyclo<4.3.0.02,5.03,8.04,7>nonan-9-one ethylene acetal (427-83-8) → Pentacyclo<4.3.0.02,5.03,8.04,7>nonan-9-one (15291-18-6)

Guidance literature:

With sulfuric acid; for 15h; Ambient temperature;

DOI:10.1021/jo01314a035

Reference yield:

1,4-dibromopentacyclo<4.3.0.02,503,804,7>nonan-9-one ethylene ketal (37794-26-6) → Pentacyclo<4.3.0.02,5.03,8.04,7>nonan-9-one (15291-18-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tert-butyl alcohol; lithium / tetrahydrofuran

2: sulfuric acid / water

With sulfuric acid; lithium; tert-butyl alcohol; In tetrahydrofuran; water;

DOI:10.1007/s00044-012-0029-7

Reference yield:

→ Pentacyclo<4.3.0.02,5.03,8.04,7>nonan-9-one (15291-18-6)

Guidance literature:

Keton 3, photochem.;

DOI:10.1016/0040-4039(70)80061-2

upstream raw materials:

pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonan-9-one ethylene acetal

1,4-dibromopentacyclo<4.3.0.0^2,50^3,80^4,7>nonan-9-one ethylene ketal

Downstream raw materials:

Pentacyclo<4.3.0.0^2,4.0^3,8.0^5,7>nonan

pentacyclo<4.3.0.0^2,5.0^3,8.0^4,7>nonan-9-one N-(2-phenylaziridyl)imine

pentacyclo<4.3.0.0^2,5.0^3.8.0^4,7>nonane

C₂₃H₂₀N₂

Refernces

• 1、 Mehta, Goverdhan,Srikrishna, A.,Suri, Suresh C.. "Convenient Preparative Routes to 1,8-Bishomocubane, 1,8-Bishomocubanone, Snoutanone, and Homocubanone". . p. 5375 - 5377. Retrieved 1980.
• 2、 Cargill et al.. "". . p. 1423,1426. Retrieved 1971.
• 3、 Hamlin, John E.,Toyne, Kenneth J.. "The 13C and 1H N.M.R. Spectra of Homocubane, Norsnoutane and their 9-Keto- and 9,9-Ethylenedioxy-derivatives, and a Novel Route to Functionalised Brendanes". . p. 2731 - 2736. Retrieved 2007/10/02.