endo-2-Acetylbicyclo[2.2.1]hept-5-ene

Base Information

• Chemical Name: endo-2-Acetylbicyclo[2.2.1]hept-5-ene
• CAS No.: 824-60-2
• Molecular Formula: C9H12O
• Molecular Weight: 136.194
• Mol file: 824-60-2.mol

Synonyms:endo-2-Acetylbicyclo[2.2.1]hept-5-ene;

Chemical Property of endo-2-Acetylbicyclo[2.2.1]hept-5-ene

Chemical Property:

• Boiling Point: 191.458 °C at 760 mmHg
• Flash Point: 61.667 °C
• PSA: 17.07000
• Density: 1.05g/cm³
• LogP: 1.78760

Purity/Quality:

98%Min ^*data from raw suppliers

ENDO-2-ACETYL-5-NORBORNENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-2-Acetylbicyclo[2.2.1]hept-5-ene

There total 37 articles about endo-2-Acetylbicyclo[2.2.1]hept-5-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: 95.06%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + methyl vinyl ketone (78-94-4,25038-87-3) → 2-acetyl-5-norbornene (824-60-2) + exo-5-acetyl-2-norbornene (824-60-2,824-61-3,5063-03-6,58001-95-9,65166-67-8,107740-92-1,128441-68-9)

Guidance literature:

With [O=P(2-py)3W(CO)(NO)2](BF₄)2; In nitromethane; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2004.09.078

Reference yield: 95.06%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + methyl vinyl ketone (78-94-4,25038-87-3) → 2-acetyl-5-norbornene (824-60-2) + exo-5-acetyl-2-norbornene (824-60-2,824-61-3,5063-03-6,58001-95-9,65166-67-8,107740-92-1,128441-68-9)

Guidance literature:

With [O=P(2-py)3W(CO)(NO)2](BF₄)2; In nitromethane; at 20 ℃; for 5h;

DOI:10.1016/j.tet.2004.09.078

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + methyl vinyl ketone (78-94-4,25038-87-3) → 2-acetyl-5-norbornene (5063-03-6) + bicyclo[2.2.1]hept-5-ene-2-carboxylic acid methyl ester (824-60-2,824-61-3,5063-03-6,65166-67-8,107740-92-1,128441-68-9,58001-95-9) + endo-2-acetyl-bicyclo[2.2.1]hept-5-ene (107740-92-1)

Guidance literature:

With 2,6-dimethylpyridine; [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6]; In dichloromethane; at -20 ℃; for 24h; Overall yield = 74 %; Overall yield = 66.2 mg; Molecular sieve; Schlenk technique; Inert atmosphere;

DOI:10.1002/hlca.201600139

upstream raw materials:

cyclopenta-1,3-diene

methyl vinyl ketone

bi(cyclopentadiene)

endo-7-propylbicyclo[3.2.0]hept-2-en-6-one

Downstream raw materials:

2-bicyclo[2.2.1]hept-5-en-2-ylpropan-2-ol

endo-5-isopropenylnorbornene

(bicyclo<2.2.1>heptene-5 yle-2)-1 (trimethyl-2,3,6 phenyl)-3 propanone-1

(bicyclo<2.2.1>heptene-5 yle-2)-1 (trimethyl-2,3,6 phenyl)-3 propanone-1, endo

Refernces

• 1、 He, Xinxin,Wang, Xinyan,Tse, Ying-Lung Steve,Ke, Zhihai,Yeung, Ying-Yeung. "Bis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis". . p. 12632 - 12642. Retrieved 2021/10/21.
• 2、 Martí-Centelles, Vicente,Lawrence, Andrew L.,Lusby, Paul J.. "High Activity and Efficient Turnover by a Simple, Self-Assembled "artificial Diels-Alderase"". supporting information. p. 2862 - 2868. Retrieved 2018/03/08.