Epoxy-4-vinylcyclohexene

Base Information

• Chemical Name: Epoxy-4-vinylcyclohexene
• CAS No.: 5116-65-4
• Molecular Formula: C8H12 O
• Molecular Weight: 124.183
• Hs Code.: 2910900090
• European Community (EC) Number: 234-315-1
• DSSTox Substance ID: DTXSID20911907
• Nikkaji Number: J402.007C
• Mol file: 5116-65-4.mol

Synonyms:4-(epoxyethyl)cyclohexene;4-vinylcyclohexene monooxide;1,2-epoxy-4-vinylcyclohexane;1,2-VCHE;vinylcyclohexane 1,2-monoepoxide

Chemical Property of Epoxy-4-vinylcyclohexene

Chemical Property:

• PSA: 12.53000
• LogP: 1.74150
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 124.088815002
• Heavy Atom Count: 9
• Complexity: 129

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC(CC=C1)C2CO2

Technology Process of Epoxy-4-vinylcyclohexene

There total 11 articles about Epoxy-4-vinylcyclohexene 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: 86.0%

trimethylsulfonium methyl sulfate (1059150-27-4) + 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → 7,8-Epoxy-1-Cyclohexene (5116-65-4)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 20 ℃; for 5h;

DOI:10.1021/tx000255q

Reference yield: 78.0%

trimethylsulfoxonium iodide (1774-47-6) + 3-Cyclohexene-1-carboxaldehyde (100-50-5,61746-36-9) → 7,8-Epoxy-1-Cyclohexene (5116-65-4)

Guidance literature:

trimethylsulfoxonium iodide; With sodium methylsulfinylmethanide; In dimethyl sulfoxide; at 20 ℃;

3-Cyclohexene-1-carboxaldehyde; In dimethyl sulfoxide;

DOI:10.1080/02772249409358008

Reference yield: 2.5%

1,1,3,3-tetrachloropropanone (632-21-3) + 4-ethenylcyclohexene (100-40-3) → 4-vinylcyclohexene dioxide (106-87-6,73752-15-5) + 1,2-Epoxy-4-vinylcyclohexane (106-86-5) + 7,8-Epoxy-1-Cyclohexene (5116-65-4) + tetrachloroacetone hydrate (78950-58-0)

Guidance literature:

With disodium hydrogenphosphate; dihydrogen peroxide; In chloroform; for 24h; Ambient temperature;

DOI:10.1016/S0040-4039(01)93284-8

upstream raw materials:

1,1,3,3-tetrachloropropanone

4-ethenylcyclohexene

trimethylsulfoxonium iodide

3-Cyclohexene-1-carboxaldehyde

Downstream raw materials:

4-(1,2-dihydroxyethyl)cyclohexene

Refernces

• 1、 Chiappe, Cinzia,De Rubertis, Antonietta,De Carlo, Massimiliano,Amato, Giada,Gervasi, Pier Giovanni. "Stereochemical aspects in the 4-vinylcyclohexene biotransformation with rat liver microsomes and purified P450s. Monoepoxides and diols". . p. 492 - 499. Retrieved 2001.
• 2、 Guerrero, Isabel,Romero, Isabel,Teixidor, Francesc,Vi?as, Clara. "A stand-alone cobalt bis(dicarbollide) photoredox catalyst epoxidates alkenes in water at extremely low catalyst load". supporting information. p. 10123 - 10131. Retrieved 2021/12/27.
• 3、 Yazerski, Vital A.,Spannring, Peter,Gatineau, David,Woerde, Charlotte H.M.,Wieclawska, Sara M.,Lutz, Martin,Kleijn, Henk,Klein Gebbink, Robertus J.M.. "Making Fe(BPBP)-catalyzed C-H and CC oxidations more affordable". supporting information. p. 2062 - 2070. Retrieved 2014/03/21.