Cyclohexene, 2-ethenyl-1,3,3-trimethyl-

Base Information

• Chemical Name: Cyclohexene, 2-ethenyl-1,3,3-trimethyl-
• CAS No.: 5293-90-3
• Molecular Formula: C11H18
• Molecular Weight: 150.264
• Mol file: 5293-90-3.mol

Synonyms:Cyclohexene, 2-ethenyl-1,3,3-trimethyl-

Chemical Property of Cyclohexene, 2-ethenyl-1,3,3-trimethyl-

Chemical Property:

• Vapor Pressure: 0.805mmHg at 25°C
• Refractive Index: 1.506
• Boiling Point: 189°C at 760 mmHg
• Flash Point: 55.5°C
• PSA: 0.00000
• Density: 0.858g/cm³
• LogP: 3.69900

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexene, 2-ethenyl-1,3,3-trimethyl-

There total 12 articles about Cyclohexene, 2-ethenyl-1,3,3-trimethyl- 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: 96.0%

1-(2,6,6-Trimethyl-cyclohex-1-enyl)-2-trimethylsilanyl-ethanol (87570-43-2) → 1,3,3-trimethyl-2-vinylcyclohexene (5293-90-3)

Guidance literature:

With sulfuric acid; toluene-4-sulfonic acid; In tetrahydrofuran; for 0.0833333h;

Reference yield: 94.0%

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) + methyl-triphenylphosphonium iodide (2065-66-9) → 1,3,3-trimethyl-2-vinylcyclohexene (5293-90-3)

Guidance literature:

methyl-triphenylphosphonium iodide; With n-butyllithium; In tetrahydrofuran; hexane; at -50 - 20 ℃;

2,6,6-trimethylcyclohex-1-enecarbaldehyde; In tetrahydrofuran; hexane; at -50 - 20 ℃; for 8h;

DOI:10.1021/ol3020013

Reference yield: 88.0%

2,6,6-trimethylcyclohex-1-enecarbaldehyde (432-25-7) + Methyltriphenylphosphonium bromide (1779-49-3) → 1,3,3-trimethyl-2-vinylcyclohexene (5293-90-3)

Guidance literature:

Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -50 - -10 ℃; for 0.75h;

2,6,6-trimethylcyclohex-1-enecarbaldehyde; In tetrahydrofuran; hexane; at -50 - 20 ℃;

DOI:10.1002/anie.201104930

upstream raw materials:

2,5,5,8a-tetramethyl-6,7,8,8a-tetrahydro-5H-thiochromene

5‐(2,6,6‐trimethylcyclohex‐1‐en‐1‐yl)pentan‐2‐one

2,6,6-trimethylcyclohex-1-enecarbaldehyde

(trimethylsilyl)methylmagnesium chloride

Downstream raw materials:

2,3-dihydro-6-methoxy-2-(2,6,6-trimethyl-1-cyclohexenyl)-5-benzofuranol

9-hydroxy-cinnamolide

dimethyl 1,4,4a,5,6,7,8,8a-octahydro-1α-hydroxy-5,5,8a-trimethyl-4aα,8aβ-naphthalene-1,2-dicarboxylate

(5aR,9aR,9bS)-6,6,9a-Trimethyl-1,3,5,5a,6,7,8,9,9a,9b-decahydro-naphtho[1,2-c]furan-1-ol

Refernces

• 1、 Dong, Guangbin,Xu, Yan,Zhou, Xukai. "Olefination via Cu-Mediated Dehydroacylation of Unstrained Ketones". supporting information. p. 20042 - 20048. Retrieved 2021/12/03.
• 2、 Mayo,Silk,Abeysekera,MaGee. "Synthesis of three putative kairomones of the beech leaf-mining weevil Orchestes fagi (L.)". supporting information. p. 1124 - 1132. Retrieved 2016/07/21.