50418-39-8

Basic information

• Product Name: Bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid, 3-methyl- (9CI)
• Synonyms: Bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid, 3-methyl- (9CI)
• CAS NO: 50418-39-8
• Molecular Formula: C9H10O2
• Molecular Weight: 150.1745
• Product Categories: CARBOXYLICACID
• Mol File: 50418-39-8.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid, 3-methyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid, 3-methyl- (9CI)(50418-39-8)
• EPA Substance Registry System: Bicyclo[2.2.1]hepta-2,5-diene-2-carboxylic acid, 3-methyl- (9CI)(50418-39-8)

Safety Data

• Hazardous Substances Data: 50418-39-8(Hazardous Substances Data)

Upstream product

• 590-93-2 2-Butynoic acid 
• 1755-01-7 endo-Dicyclopentadien 
• 542-92-7 cyclopenta-1,3-diene 
• 39753-54-3 2-butynoyl chloride 

Downstream Products

• 121676-03-7 5-Methyltetracyclo<3.2.0.0^2,7.0^4,6>heptan-1-carbonsaeure 
• 50418-44-5 3-Methylbicyclo<2.2.1>hept-2-en-2-carbonsaeure 

Relevant articles and documents

REGIO- AND STEREOSPECIFIC CONSTRUCTION OF VICINAL QUATERNARY CARBONS: TOTAL SYNTHESIS OF (+/-)-ALBENE

A regiospecific and stereoselective total synthesis of the trisnorsesquiterpene (+/-)-albene, via a prochiral precursor is described.The ortho ester Claisen rearrangement of the allyl alcohol, obtained in two regiospecific reactions from a Diels-Alder adduct, followed by hydrolysis of the resultant ester furnished an ene acid in a highly stereoselective manner.Anhydrous copper sulphate catalysed intramolecular cyclopropanation reaction of the diazo ketone derived from the ene acid, generated a cyclopropyl ketone.The regiospecific reductive cleavage of this cyclopropyl ketone resulted in a prochiral ketone.Finally, Shapiro reaction on the tosylhydrazone, derived from the latter ketone, furnished (+/-)-albene. - Keywords: Albene; quaternary carbons; Claisen rearrangement; diazo ketone; cyclopropanation; reductive cyclopropane cleavage; Shapiro reaction.

Experiments towards the Generation of 1,5- and 2,3-Didehydroquadricyclanes

Metalation of the (hydroxymethyl)quadricyclanes 7a - c with n-butyllithium in ether is determined mostly by the chelating effect of the CH2O-Li group and only to a lesser extent by the magnitude of the 13C-1H coupling constant of the position to be lithiated in the corresponding quadricyclane derivative.Similar results were obtained for 3-quadricyclanol (20a).Treatment of the bromide 26a, prepared by lithiation of 7b, with strong bases apparently generates the 1,2-didehydroquadricyclane 34.and not the 1,5-didehydroquadricyclane 35.Attempts to convert the dihalide 9 into the 2,3-didehydroquadricyclane 4 were unsuccessful.

Desaminierungsreaktionen, 36. Zerfall von Methylnorbornan-2-diazonium-Ionen

3-, 5-, 6- and 7-Methylnorbornane-2-diazonium ions were generated as exo/endo mixtures by photolysis of the corresponding methyl-2-norbornane tosylhydrazones (3, 5, 23, 27, 32, 34, 45, 47) in aqueous sodium hydroxide.The composition of the methyl-2-exo-no