2-Phenylnorborna-2-ene

Base Information

• Chemical Name: 2-Phenylnorborna-2-ene
• CAS No.: 4237-08-5
• Molecular Formula: C13H14
• Molecular Weight: 170.254
• Mol file: 4237-08-5.mol

Synonyms:2-phenylnorbornene;Bicyclo[2.2.1]hept-2-ene,2-phenyl;CTK1D3250;2-Phenyl-2-norbornen;2-Phenyl-2-norbornene;AC1LBSWN;2-phenylnorborn-2-ene;phenylnorbornene;2-phenylbicyclo<2.2.1>hept-2-ene;

Chemical Property of 2-Phenylnorborna-2-ene

Chemical Property:

• PSA: 0.00000
• LogP: 3.49990

Purity/Quality:

2-PHENYL-2-NORBORNENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 2-Phenylnorborna-2-ene

There total 23 articles about 2-Phenylnorborna-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: 81.0%

norborn-2-ene (498-66-8) + bromobenzene (108-86-1,52753-63-6) → 2-phenylnorborn-2-ene (4237-08-5) + (1α,4α,4aβ,8bβ)-1,2,3,4,4a,8b-hexahydro-1,4-methanobiphenylene (31641-96-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium salt of di-t-butyl-p-cresol; In various solvent(s); at 105 ℃; Yields of byproduct given;

DOI:10.1016/0022-328X(85)80360-0

Reference yield: 71.0%

endo-2-phenyl-exo-3,4,5-trithiatricyclo<5.2.1.02,6>decane (109909-04-8) → 2-phenylnorborn-2-ene (4237-08-5) + 3,4,5-trithiatricyclo<5.2.1.02,6>dec-8-ene (109958-15-8)

Guidance literature:

With bicyclo[2.2.1]hepta-2,5-diene; In benzene; at 102 ℃; for 6h;

DOI:10.1021/ja00230a037

Reference yield: 52.0%

norborn-2-ene (498-66-8) + iodobenzene (591-50-4) → 2-phenylnorborn-2-ene (4237-08-5) + 1-benzylcyclobutene (91347-87-4) + C25H22 (121617-88-7) + 1,2,3,4,4a-exo-8b-exo-hexahydro-5-(2'-exo-(3'-exo-phenyl)norbornyl)-1,4-methanobiphenylene (134937-90-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; Yields of byproduct given;

DOI:10.1016/0022-328X(91)86321-G

upstream raw materials:

norborn-2-ene

bromobenzene

iodobenzene

(1R,2R,5R,6R,7S)-2-Phenyl-3,4,5-trithia-tricyclo[5.2.1.0^2,6]decane 5-oxide

Downstream raw materials:

N-(3-Phenyl-bicyclo[2.2.1]hept-2-yl)-acetamide

N-(3-Phenyl-tricyclo[2.2.1.0^2,6]hept-3-yl)-acetamide

3,3'-Diphenyl-[2,2']bi[bicyclo[2.2.1]heptyl]-2,2'-diene

endo-2-(3-bromophenyl)norbornane

Refernces

• 1、 Creary, Xavier,Burtch, Elizabeth A.,Jiang, Ziqi. "Carbocation-forming reactions in dimethyl sulfoxide". . p. 1117 - 1127. Retrieved 2007/10/03.
• 2、 Catellani, Marta,Chiusoli, Gian Paolo,Castagnoli, Carlo. "Changing selectivity in palladium-catalyzed reactions involving oxidation state IV. A new synthesis from iodobenzene and norbornene". . p. C30 - C33. Retrieved 2007/10/02.