5-Vinyl-2-norbornene

Base Information

• Chemical Name: 5-Vinyl-2-norbornene
• CAS No.: 3048-64-4
• Deprecated CAS: 827315-16-2,1135584-97-2,1135584-97-2
• Molecular Formula: C9H12
• Molecular Weight: 120.194
• Hs Code.: 2902199090
• European Community (EC) Number: 221-259-8
• NSC Number: 61529
• DSSTox Substance ID: DTXSID6029250
• Nikkaji Number: J1.819H
• Wikipedia: Vinyl_norbornene
• ChEMBL ID: CHEMBL3186510
• Mol file: 3048-64-4.mol

Synonyms:5,2-VNB;5-vinyl-2-norbornene

Chemical Property of 5-Vinyl-2-norbornene

Chemical Property:

• Appearance/Colour: clear liquid
• Vapor Pressure: 304
• Melting Point: −80 °C(lit.)
• Boiling Point: 141°Cat760mmHg
• Flash Point: 26.2°C
• PSA: 0.00000
• Density: 1.006g/cm³
• LogP: 2.38460
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 1
• Exact Mass: 120.093900383
• Heavy Atom Count: 9
• Complexity: 155

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn:Harmful
• Statements: R10:Flammable.; R20:Harmful by inhalation.; R36/38:Irritating to eyes and skin.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S26:In case of contact with eyes, rinse immediately with plenty of

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: C=CC1CC2CC1C=C2

Technology Process of 5-Vinyl-2-norbornene

There total 23 articles about 5-Vinyl-2-norbornene 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: 95.0%

5-Ethynylbicyclo<2.2.1>-2-heptene (77891-01-1) → 5-vinyl-2-norbornene (3048-64-4)

Guidance literature:

With zinc/copper couple; In diethyl ether; water; at 45 - 50 ℃; for 40h;

DOI:10.1055/s-1981-29469

Reference yield: 55.0%

2-(5-norbornen-exo-2-yl)ethyl p-toluenesulfonate → 5-vinyl-8,9,10-trinorborn-2-ene (3048-64-4,23890-32-6,25093-48-5,117110-17-5,117110-18-6,142037-50-1)

Guidance literature:

With pyridine; for 12h; Heating;

DOI:10.1246/bcsj.60.1954

Reference yield: 0.3%

exo-vinylnorbornene (3048-64-4,23890-32-6,25093-48-5,117110-17-5,117110-18-6,142037-50-1) + endo-vinylnorbornene (3048-64-4,23890-32-6,25093-48-5,117110-17-5,117110-18-6,142037-50-1) → 4-ethenylcyclohexene (100-40-3) + bicyclo[4.3.0]nona-3,7-diene (3048-65-5) + 5-vinyl-2-norbornene (3048-64-4,23890-32-6,25093-48-5,117110-17-5,117110-18-6,142037-50-1) + dicyclopentadiene (77-73-6,933-60-8,1755-01-7,13257-74-4,25850-35-5,57429-84-2,109428-68-4,25038-78-2) + cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + buta-1,3-diene (106-99-0,130983-70-9,29406-96-0,9003-17-2)

Guidance literature:

at 150 ℃; for 69.6333h; Product distribution / selectivity; Pyrolysis;

upstream raw materials:

cyclopenta-1,3-diene

buta-1,3-diene

5-Ethynylbicyclo<2.2.1>-2-heptene

bi(cyclopentadiene)

Downstream raw materials:

5-ethylidene-2-norbornene

2-(5-norbornen-endo-2-yl)ethyl p-toluenesulfonate

5-vinyl-8,9,10-trinorborn-2-ene

cyclopenta-1,3-diene

Refernces

• 1、 Meng, Fan-Qiang,Feng, Xiu-Juan,Wang, Wan-Hui,Bao, Ming. "Synthesis of 5-vinyl-2-norbornene through Diels–Alder reaction of cyclopentadiene with 1,3-butadiene in supercritical carbon dioxide". . p. 900 - 904. Retrieved 2017.
• 2、 -. "METHOD OF PREPARING 5-VINYL-2-NORBORNENE USING XYLENE AS SOLVENT". Paragraph 0019-0023. . Retrieved 2020/09/01.
• 3、 -. "METHOD OF PREPARING 5-VINYL-2-NORBORNENE THROUGH ALKOXYLATION". Paragraph 0035; 0038. . Retrieved 2020/09/01.