1,2-Diethenylcyclohex-1-ene

Base Information

• Chemical Name: 1,2-Diethenylcyclohex-1-ene
• CAS No.: 53081-66-6
• Molecular Formula: C10H14
• Molecular Weight: 134.221
• DSSTox Substance ID: DTXSID30565556
• Wikidata: Q82450716
• Mol file: 53081-66-6.mol

Synonyms:1,2-Diethenylcyclohex-1-ene;53081-66-6;cis-divinylcyclohexene;DTXSID30565556

Chemical Property of 1,2-Diethenylcyclohex-1-ene

Chemical Property:

• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 134.109550447
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C=CC1=C(CCCC1)C=C

Technology Process of 1,2-Diethenylcyclohex-1-ene

There total 4 articles about 1,2-Diethenylcyclohex-1-ene 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: 72.0%

1,9-decadiene-3,8-dione → 1,2-divinyl-1-cyclohexene (53081-66-6)

Guidance literature:

With titanium nanoparticles; In tetrahydrofuran; at 66 ℃; for 6h; Inert atmosphere;

DOI:10.3998/ark.5550190.0012.726

Reference yield:

hexanedial (1072-21-5) → 1,2-divinyl-1-cyclohexene (53081-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: iodine; magnesium / diethyl ether / Inert atmosphere; Reflux

1.2: 0 °C / Inert atmosphere

2.1: pyridinium dichromate / dichloromethane / 20 °C

3.1: titanium nanoparticles / tetrahydrofuran / 6 h / 66 °C / Inert atmosphere

With pyridinium dichromate; iodine; magnesium; In tetrahydrofuran; diethyl ether; dichloromethane;

DOI:10.3998/ark.5550190.0012.726

Reference yield:

cyclohexane-1,2-dione (765-87-7) → 1,2-divinyl-1-cyclohexene (53081-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran

2: (i) THF, (ii) P₂I₄, Py, CS₂

In tetrahydrofuran;

DOI:10.1016/0040-4020(73)80197-8

upstream raw materials:

2‐hydroxy‐2‐vinylcyclohexan‐1‐one

vinyl magnesium bromide

cyclohexane-1,2-dione

hexanedial