101915-49-5

Basic information

• Product Name: Bicyclo[2.2.1]hept-2-ene-7-carboxylic acid, 5-oxo- (9CI)
• Synonyms: Bicyclo[2.2.1]hept-2-ene-7-carboxylic acid, 5-oxo- (9CI)
• CAS NO: 101915-49-5
• Molecular Formula: C8H8O3
• Molecular Weight: 152.14732
• Product Categories: CARBOXYLICACID
• Mol File: 101915-49-5.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 350.4±30.0 °C(Predicted)
• Appearance: /
• Density: 1.418±0.06 g/cm3(Predicted)
• PKA: 4.37±0.20(Predicted)
• CAS DataBase Reference: Bicyclo[2.2.1]hept-2-ene-7-carboxylic acid, 5-oxo- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-2-ene-7-carboxylic acid, 5-oxo- (9CI)(101915-49-5)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-2-ene-7-carboxylic acid, 5-oxo- (9CI)(101915-49-5)

Safety Data

• Hazardous Substances Data: 101915-49-5(Hazardous Substances Data)

Upstream product

• 50703-32-7 (+)-anti-5-oxotricyclo<2.2.1.0^2,6>heptane-3-carboxylic acid 
• 64248-11-9 (1R,2R,4R)-2-Iodo-5-oxo-bicyclo[2.2.1]heptane-7-carboxylic acid methyl ester 
• 90953-71-2 bicyclo<2.2.1>hept-2-ene-7-carboxylic acid 
• 64248-22-2 C₁₁H₁₅IO₄ 
• 73178-96-8 C₁₁H₁₄O₄ 
• 63379-11-3 methyl bycyclo<2.2.1>hept-2-ene-7-syn-carboxylate 
• 73650-17-6 anti-7-(dimethoxymethyl)bicyclo<2.2.1>hept-5-en-2-one 

Relevant articles and documents

A Formal Total Synthesis of (+/-)-9-Isocyanopupukeanane

The tricyclo3,7>decanol 21, a key intermediate in the Yamamoto's synthesis of 9-isocyanopupukeanane (1), is prepared in racemic form in 11 steps from the readily available ketone 5.The crucial steps include anionic oxy-Cope rearrangement of an endo-vinylnorbornenol 11 and cyclization of keto mesylate 16 to ketone 17.

Microbiological Asymmetric Hydroxylation of 7-Carboxybicycloheptane and hept-2-ene and Their Methyl Esters Giving Potentially Useful Chiral Synthons for Cyclopentanoids

One hundred and nineteen strains of microorganisms (yeast, bacteria, actinomycetes and fungi) were screened as to the hydroxylation of bicycloheptane-7-carboxylic acid, bicyclohept-2-ene-7-syn-carboxylic acid, and their methylesters.Several species belonging to the genera, Bacillus, Streptomyces, Penicillium, Aspergillus, Absidia, Beauveria, Cunninghamella, Drechslera, Mucor and Chaetomium, were found to asymmetrically hydroxylate some or all of the substrates.Bacillus thuringiensis and Aspergillus awamori were the most effective microorganisms for obtaining the chiral products, (1R)-2-hydroxy acids or esters,with enantiomeric purities of 75-90percent e.e., which are potentional intermediates for (-)-methyl jasmonate or natural prostaglandins.