5-methylcyclo-octene

Base Information

• Chemical Name: 5-methylcyclo-octene
• CAS No.: 15840-67-2
• Molecular Formula: C₉H₁₆
• Molecular Weight: 124.226
• Mol file: 15840-67-2.mol

Synonyms:5-methylcyclo-octene

Chemical Property of 5-methylcyclo-octene

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 5-methylcyclo-octene

There total 3 articles about 5-methylcyclo-octene 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: 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

Reference yield:

cyclo-oct-4-enylmethyl bromide (113358-30-8) → bicyclo[3.3.1]nonane (280-65-9) + bicyclo<4.2.1>nonane (284-10-6) + 5-methylcyclo-octene (15840-67-2)

Guidance literature:

With tri-n-butyl-tin hydride; at 135 ℃; for 2.5h; Yield given. Yields of byproduct given; Irradiation;

DOI:10.1039/P19890000347

Reference yield:

cis-bicyclo[6.1.0]nonane (13757-43-2) + acetic acid (64-19-7,77671-22-8) → 1-methylcyclooctene (15840-64-9) + 5-methylcyclo-octene (15840-67-2) + 4-methylcyclo-octene (15840-66-1) + Acetic acid (1R,4S)-4-methyl-cyclooctyl ester (92057-87-9,140390-27-8) + Acetic acid 3-methyl-cyclooctyl ester + cis-2-Methyl-cyclooctyl-acetat

Guidance literature:

toluene-4-sulfonic acid; Rate constant; Product distribution; Thermodynamic data; ΔH^(excit.), ΔS^(excit.);

DOI:10.1021/ja00290a042

upstream raw materials:

Z-1-iodocyclooct-4-ene

methyllithium

cyclo-oct-4-enylmethyl bromide

cis-bicyclo[6.1.0]nonane

Refernces

• 1、 Ashby, E. C.,Coleman, David. "Evidence for Single Electron Transfer in the Reactions of Lithium Dimethylcuprate with Alkyl Halides". . p. 4554 - 4565. Retrieved 2007/10/02.
• 2、 Wiberg, Kenneth B.,Kass, Steven R.,Meijere, Armin de,Bishop, K. C.. "Electrophilic Cleavage of Cyclopropanes. Acetolysis of Bicyclic and Tricyclic Cyclopropanes". . p. 1003 - 1007. Retrieved 2007/10/02.