Bicyclo[2.2.1]hept-2-ene

Base Information

• Chemical Name: Bicyclo[2.2.1]hept-2-ene
• CAS No.: 498-66-8
• Deprecated CAS: 27416-03-1
• Molecular Formula: C7H10
• Molecular Weight: 94.1564
• European Community (EC) Number: 207-866-0
• NSC Number: 120425,22453
• DSSTox Substance ID: DTXSID2022042
• Nikkaji Number: J6.109C
• Wikipedia: Norbornene
• Wikidata: Q420176
• Mol file: 498-66-8.mol

Synonyms:2-norbornene;norbornene;norbornylene

Chemical Property of Bicyclo[2.2.1]hept-2-ene

Chemical Property:

• Appearance/Colour: white crystalline mass
• Vapor Pressure: 50.685mmHg at 25°C
• Melting Point: 44-46 °C(lit.)
• Refractive Index: 1.52
• Boiling Point: 96 °C at 760 mmHg
• Flash Point: °C
• PSA: 0.00000
• Density: 0.955 g/cm³
• LogP: 1.97250
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 0
• Exact Mass: 94.078250319
• Heavy Atom Count: 7
• Complexity: 90.6

Purity/Quality:

99.9% ^*data from raw suppliers

Safty Information:

• Pictogram(s): F
• Hazard Codes: F:Highly flammable
• Statements: R11:Highly flammable.
• Safety Statements: S16:Keep away from sources of ignition - No smoking.; S33:Take precautionary measures against static discharges.

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Aliphatics, Unsaturated
• Canonical SMILES: C1CC2CC1C=C2

Technology Process of Bicyclo[2.2.1]hept-2-ene

There total 156 articles about Bicyclo[2.2.1]hept-2-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: 98.0%

exo-3-(trimethylsilyl)-endo-2-norbornyl trifluoroacetate (129850-00-6,129938-42-7) → norborn-2-ene (498-66-8)

Guidance literature:

With water; In acetone; at 65.1 ℃; Kinetics; Product distribution; Rate constant;

Reference yield: 85.0%

5-norbornen-2-ol mesylate → norborn-2-ene (498-66-8)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at 60 ℃; for 4h;

DOI:10.1016/S0022-328X(98)01175-9

Reference yield: 83.0%

C7H10Br2 → norborn-2-ene (498-66-8)

Guidance literature:

With periodic acid; potassium bromide; In dichloromethane; water; at 20 ℃; for 0.25h;

DOI:10.1055/s-0029-1216994

upstream raw materials:

quinoline

exo-2-bromonorbornane

ethene

endo-Dicyclopentadien

Downstream raw materials:

exo-2,3-epoxynorbornane

exo-2,3-epoxynorbornane

exo-tricyclo[3.2.1.0(2,4)]octane

exo-3-Methoxy-2-norbornylquecksilberchlorid

Refernces

• 1、 Baldwin, John E.,Belfield, Kevin D.. "Stereochemistry of the Thermal Isomerization of Bicyclohept-2-ene to Bicyclohept-2-ene". . p. 296 - 297. Retrieved 1988.
• 2、 Sonnenberg,Stille. "". . p. 3441. Retrieved 1966.
• 3、 de Montellano et al.. "". . p. 3365. Retrieved 1967.
• 4、 Davies et al.. "". . p. 725. Retrieved 1966.
• 5、 Zbiral,E.,Stuetz,A.. "". . p. 4953 - 4963. Retrieved 1971.
• 6、 Cristol,Gleason. "". . p. 1762. Retrieved 1969.
• 7、 Algera, Russell F.,Collum, David B.,Ma, Yun,Woltornist, Ryan A.. "Reactions of Sodium Diisopropylamide: Liquid-Phase and Solid-Liquid Phase-Transfer Catalysis by N, N, N′, N″, N″-Pentamethyldiethylenetriamine". supporting information. p. 13370 - 13381. Retrieved 2021/09/03.
• 8、 Kumar, Anubhav,Mondal, Supratim,Banerjee, Shibdas. "Aqueous Microdroplets Capture Elusive Carbocations". supporting information. p. 2459 - 2463. Retrieved 2021/02/16.