Bicyclo(2.2.2)oct-2-ene, 1-methoxy-

Base Information

• Chemical Name: Bicyclo(2.2.2)oct-2-ene, 1-methoxy-
• CAS No.: 25489-02-5
• Molecular Formula: C9H14O
• Molecular Weight: 138.2069
• DSSTox Substance ID: DTXSID60180175
• Wikidata: Q83050693
• Mol file: 25489-02-5.mol

Synonyms:25489-02-5;Bicyclo(2.2.2)oct-2-ene, 1-methoxy-;Bicyclo[2.2.2]oct-2-ene,1-methoxy-;DTXSID60180175

Chemical Property of Bicyclo(2.2.2)oct-2-ene, 1-methoxy-

Chemical Property:

• Vapor Pressure: 1.49mmHg at 25°C
• Boiling Point: 176.2°Cat760mmHg
• Flash Point: 51.6°C
• PSA: 9.23000
• Density: 0.98g/cm³
• LogP: 2.13160
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 138.104465066
• Heavy Atom Count: 10
• Complexity: 152

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC12CCC(CC1)C=C2

Technology Process of Bicyclo(2.2.2)oct-2-ene, 1-methoxy-

There total 5 articles about Bicyclo(2.2.2)oct-2-ene, 1-methoxy- 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: 91.0%

6-Benzenesulfonyl-1-methoxy-bicyclo[2.2.2]oct-2-ene (73301-17-4,87637-87-4) → 1-methoxybicyclo<2.2.2>oct-2-ene (25489-02-5)

Guidance literature:

With sodium amalgam; Na₂HPO₄ buffer; In methanol; at -20 ℃;

DOI:10.1021/ja00522a075

Reference yield: 91.0%

endo-1-methoxy-6-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene (87637-87-4) → 1-methoxybicyclo<2.2.2>oct-2-ene (25489-02-5)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; for 11h;

DOI:10.1021/jo00173a039

Reference yield:

C16H18O2Se → 1-Methoxy-bicyclo<2.2.2>oct-2-en (25489-02-5) + 2-methoxybicyclo[3.2.1]oct-6-ene + 2-endo-methoxybicyclo<3.2.1>oct-6-ene (85698-96-0)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tris-(trimethylsilyl)silane; In benzene; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.5b03112

upstream raw materials:

endo-1-methoxy-6-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene

6-Benzenesulfonyl-1-methoxy-bicyclo[2.2.2]oct-2-ene

1-Methoxy-bicyclo[2.2.2]oct-5-ene-2-carbonitrile