Octahydro-1-methylpentalene

Base Information

• Chemical Name: Octahydro-1-methylpentalene
• CAS No.: 32273-77-1
• Molecular Formula: C9H16
• Molecular Weight: 124.226
• Hs Code.: 2912299000
• DSSTox Substance ID: DTXSID00858806
• Nikkaji Number: J101.125A
• Mol file: 32273-77-1.mol

Synonyms:OCTAHYDRO-1-METHYLPENTALENE;32273-77-1;Pentalene, octahydro-1-methyl-;1-Methyloctahydropentalene #;DTXSID00858806;XWDLMQDCTIPQFS-UHFFFAOYSA-N;exo-2-methylbicyclo[3.3.0]octane

Chemical Property of Octahydro-1-methylpentalene

Chemical Property:

• Vapor Pressure: 3.8mmHg at 25°C
• Boiling Point: 156°Cat760mmHg
• Flash Point: 31.7°C
• PSA: 0.00000
• Density: 0.869g/cm³
• LogP: 2.83260
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 124.125200510
• Heavy Atom Count: 9
• Complexity: 107

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C1CCC2

Technology Process of Octahydro-1-methylpentalene

There total 35 articles about Octahydro-1-methylpentalene 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: 65.0%

rel-(1S,3aR)-1,2,3,3a,4,5-hexahydro-1-methylpentalene → endo-2-methyl-cis-bicyclo<3.3.0>octane (1551-76-4,1551-77-5,32273-77-1) + exo-2-methyl-cis-bicyclo<3.3.0>octane (1551-76-4,1551-77-5,32273-77-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; under 760 Torr; Title compound not separated from byproducts;

DOI:10.1021/ja00222a042

Reference yield: 65.0%

rel-(1S,3aR)-1,2,3,3a,4,5-hexahydro-1-methylpentalene → endo-2-methyl-cis-bicyclo<3.3.0>octane (1551-76-4,1551-77-5,32273-77-1) + exo-2-methyl-cis-bicyclo<3.3.0>octane (1551-76-4,1551-77-5,32273-77-1)

Guidance literature:

With hydrogen; platinum(IV) oxide; under 760 Torr; Title compound not separated from byproducts;

DOI:10.1021/ja00222a042

Reference yield: 34.1%

Z-1-iodocyclooct-4-ene (103620-47-9) + methyllithium (917-54-4) → cis-Cyclooctene (931-88-4,931-87-3,25267-51-0) + bicyclo[3.3.0]oct-2-ene (5549-09-7) + cis-octahydro-pentalene (1755-05-1) + 2-methylbicyclo<3.3.0>octane (32273-77-1) + 5-methylcyclo-octene (15840-67-2) + 2-iodo-cis-bicyclo<3.3.0>octane (92285-04-6,93953-50-5)

Guidance literature:

With copper(l) iodide; In tetrahydrofuran; at 0 ℃; for 0.25h; Product distribution; Mechanism; other 5-substituted 1-cyclooctenes and substituted 6-iodo-1-hexenes; var. times, solvents, addition of p-DNB, Cu(I) salts and radicals scavangers;

DOI:10.1021/jo00229a023

upstream raw materials:

2-(trichloromethyl)bicyclo<3.3.0>octane

Z-1-iodocyclooct-4-ene

methyllithium

1,5-cis,cis-cyclooctadiene

Refernces

• 1、 Wells, Adam P.,Riches, Bruce H.,Kitching, William. "Electrophile Induced Reactions of Medium Ring Vinyl- and 1,2-Epoxy-silanes and Related Compounds". . p. 1575 - 1577. Retrieved 2007/10/02.
• 2、 Stapersma, J.,Kuipers, P.,Klumpp, G. W.. "The reaction of some polycyclic halides with lihium p,p'-di-tert-butylbiphenyl". . p. 213 - 218. Retrieved 2007/10/02.