2,3-Epoxy-5-vinylnorbornane

Base Information

• Chemical Name: 2,3-Epoxy-5-vinylnorbornane
• CAS No.: 2886-87-5
• Molecular Formula: C9H12 O
• Molecular Weight: 136.191
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID40951486
• Nikkaji Number: J421.640G
• Mol file: 2886-87-5.mol

Synonyms:2,3-Epoxy-5-vinylnorbornane;2886-87-5;5-Vinylnorbornene-2,3-oxide;3-Oxatricyclo(3.2.1.02,4)octane, 6-ethenyl-;3-Oxatricyclo[3.2.1.02,4]octane, 6-ethenyl-;SCHEMBL665423;DTXSID40951486;AKOS025295079;6-Ethenyl-3-oxatricyclo[3.2.1.0~2,4~]octanato(2-)

Chemical Property of 2,3-Epoxy-5-vinylnorbornane

Chemical Property:

• Vapor Pressure: 0.706mmHg at 25°C
• Boiling Point: 191.7°Cat760mmHg
• Flash Point: 63.4°C
• PSA: 12.53000
• Density: 1.175g/cm³
• LogP: 1.59580
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 136.088815002
• Heavy Atom Count: 10
• Complexity: 187

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CC1CC2CC1C3C2O3

Technology Process of 2,3-Epoxy-5-vinylnorbornane

There total 10 articles about 2,3-Epoxy-5-vinylnorbornane 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: 100.0%

6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane (2886-88-6) → exo-2,3-epoxy-5-vinylbicyclo[2.2.1]heptane (2886-87-5,88424-89-9,88424-90-2)

Guidance literature:

With triphenylphosphine; at 200 ℃; for 8.5h;

Reference yield: 78.0%

endo-6-vinylbicyclo<2.2.1>hept-2-ene (25093-48-5) → (1R,5R,6R)-6-Vinyl-3-oxa-tricyclo[3.2.1.02,4]octane (2886-87-5)

Guidance literature:

With potassium superoxide; 2-Nitrobenzenesulfonyl chloride; In acetonitrile; at -35 ℃; for 5h; Product distribution; var. oxidation agent;

DOI:10.1021/jo00157a045

Reference yield: 29.0%

5-vinyl-2-norbornene (3048-64-4) → 6-epoxyethyl-3-oxatricyclo<3.2.1.02,4>octane (2886-88-6) + 2,3-epoxy-5-vinylnorbornane (2886-87-5)

Guidance literature:

With sodium hydroxide; dihydrogen peroxide; N-tosylimidazole; In methanol; for 3h;

DOI:10.1016/0040-4020(95)01128-5

upstream raw materials:

endo-6-vinylbicyclo<2.2.1>hept-2-ene

5-vinyl-2-norbornene

5-vinyl-bicyclo[2.2.1]hept-2-ene

6-epoxyethyl-3-oxatricyclo<3.2.1.0^2,4>octane

Refernces

• 1、 -. "PREPARATION OF ALICYCLIC DIEPOXIDES". Page/Page column 22-23. . Retrieved 2010/04/28.
• 2、 Osokin,Karpov,Kryukov,Surovtsev,Osokin,Bychkov. "Catalytic epoxidation of 5-vinyl-2-norbornene with organic hydroperoxides". . p. 410 - 414. Retrieved 2007/10/03.