5-NORBORNENE-2-PHENYL

Base Information

• Chemical Name: 5-NORBORNENE-2-PHENYL
• CAS No.: 6143-30-2
• Molecular Formula: C13H14
• Molecular Weight: 170.25
• Hs Code.: 2902909090
• Mol file: 6143-30-2.mol

Synonyms:2-Norbornene,5-phenyl- (6CI,7CI,8CI);5-Phenyl-2-norbornene;5-Phenylbicyclo[2.2.1]hept-2-ene;

Chemical Property of 5-NORBORNENE-2-PHENYL

Chemical Property:

• Vapor Pressure: 0.038mmHg at 25°C
• Refractive Index: 1.5510 (589.3 nm 20℃)
• Boiling Point: 248.5 °C at 760 mmHg
• Flash Point: 99 °C
• PSA: 0.00000
• Density: 1.046 g/cm³
• LogP: 3.36620

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-Phenylbicyclo[2.2.1]hept-2-ene 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-NORBORNENE-2-PHENYL

There total 17 articles about 5-NORBORNENE-2-PHENYL 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%

norborn-2-ene (498-66-8) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → exo-5-phenylbicyclo[2.2.1]hept-2-ene (6143-30-2,26280-24-0,41914-91-4,139152-91-3,139152-98-0)

Guidance literature:

With formic acid; triethylamine; [o-C₆H₄(P(NMe₂)2)CH₂PdOAc]2; In dimethyl sulfoxide; at 120 ℃; for 16h;

DOI:10.1002/1521-3773(20000602)39:11<1946::AID-ANIE1946>3.0.CO;2-I

Reference yield: 93.0%

iodobenzene (591-50-4) + bicyclo[2.2.1]hepta-2,5-diene (121-46-0) → exo-5-phenylbicyclo[2.2.1]hept-2-ene (6143-30-2,26280-24-0,41914-91-4,139152-91-3,139152-98-0)

Guidance literature:

With 1-(2-PPh₂-C₆H₄)-3-(2,4,6-Me₃Ph)imidazolidinium chloride; potassium tert-butylate; triethylamine; palladium diacetate; formic acid; In dimethyl sulfoxide; at 120 ℃;

DOI:10.1055/s-2006-939077

Reference yield: 90.0%

C33H24O4S2 (141831-92-7,141900-61-0) → exo-5-phenylbicyclo[2.2.1]hept-2-ene (6143-30-2,26280-24-0,41914-91-4,139152-91-3,139152-98-0)

Guidance literature:

With sodium dihydrogenphosphate; sodium amalgam; In methanol; for 12h; Ambient temperature;

DOI:10.1016/S0040-4020(01)92236-7

upstream raw materials:

iodobenzene

bicyclo[2.2.1]hepta-2,5-diene

styrene

cyclopenta-1,3-diene

Refernces

• 1、 Dejmek, Milan,Hrebabecky, Hubert,Sala, Michal,Drainsky, Martin,Nencka, Radim. "Microwave-assisted solvent-free Diels-Alder reaction - A fast and simple route to various 5,6-substituted norbornenes and polychlorinated norbornenes". experimental part. p. 4077 - 4083. Retrieved 2012/01/05.
• 2、 Zhong, Jun,Xie, Jian-Hua,Wang, Ai-E.,Zhang, Wei,Zhou, Qi-Lin. "New phosphine-functionalized N-heterocyclic carbene ligands for palladium-catalyzed hydroarylation reaction". . p. 1193 - 1196. Retrieved 2007/10/03.