154279-12-6

Basic information

• Product Name: Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2,3-dimethyl-, (1S,2R,3R,4R)- (9CI)
• Synonyms: Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2,3-dimethyl-, (1S,2R,3R,4R)- (9CI)
• CAS NO: 154279-12-6
• Molecular Formula: C10H14O
• Molecular Weight: 150.21756
• Product Categories: ALDEHYDE
• Mol File: 154279-12-6.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2,3-dimethyl-, (1S,2R,3R,4R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2,3-dimethyl-, (1S,2R,3R,4R)- (9CI)(154279-12-6)
• EPA Substance Registry System: Bicyclo[2.2.1]hept-5-ene-2-carboxaldehyde, 2,3-dimethyl-, (1S,2R,3R,4R)- (9CI)(154279-12-6)

Safety Data

• Hazardous Substances Data: 154279-12-6(Hazardous Substances Data)

Upstream product

• 497-03-0 2-methylbut-2-enal 
• 542-92-7 cyclopenta-1,3-diene 
• 1115-11-3 2-methyl-2-pentenal 
• 623-36-9 (E)-2-methylpent-2-enal 
• 509149-27-3 [(1RS,2RS,3RS,4SR)-2,3-dimethylbicyclo[2.2.1]hept-5-en-2-yl]methanol 
• 6038-09-1 (Z)-2-methyl-2-butenal 

Downstream Products

• 509149-27-3 [(1RS,2SR,3RS,4SR)-2,3-dimethylbicyclo[2.2.1]hept-5-en-2-yl]methanol 
• 509149-27-3 [(1RS,2SR,3SR,4SR)-2,3-dimethylbicyclo[2.2.1]hept-5-en-2-yl]methanol 

Relevant articles and documents

Strained silacycle-catalyzed asymmetric Diels-Alder cycloadditions: the first highly enantioselective silicon Lewis acid catalyst

The first highly enantioselective silicon Lewis acid catalyst for an asymmetric organic transformation has been developed. The catalyst derives its activity from the strain induced in the silicon center by virtue of being constrained in a five-membered ri

Bis-selenonium Cations as Bidentate Chalcogen Bond Donors in Catalysis

Lewis acids are frequently employed in catalysis but they often suffer from high moisture sensitivity. In many reactions, catalysts are deactivated because of the problem that strong Lewis acids also bond to the products. In this research, hydrolytically stable bidentate Lewis acid catalysts derived from selenonium dicationic centers have been developed. The bis-selenonium catalysts are employed in the activation of imine and carbonyl groups in various transformations with good yields and selectivity. Lewis acidity of the bis-selenonium salts was found to be stronger than that of the monoselenonium systems, attributed to the synergistic effect of the two cationic selenonium centers. In addition, the bis-selenonium catalysts are not inhibited by strong bases or moisture.

Enantioselective Diels-Alder Reaction Induced by Chiral Supramolecular Lewis Acid Catalysts Based on CN?B and PO?B Coordination Bonds

Chiral supramolecular boron Lewis acid catalysts were prepared from chiral 3-phosphoryl-1,1′-bi-2-naphthols, (2-cyanophenyl)boronic acids, and tris(pentafluorophenyl)borane, bound through CN···B and PO···B coordination bonds. In particular, the coordinated tris(pentafluorophenyl)boranes increase the Lewis acidity of the active center in the manner of a Lewis acid assisted Lewis acid catalyst system. A possible cavity in these catalysts was highly suitable for several Diels-Alder probe reactions of acroleins with cyclic or acyclic dienes, which gave the corresponding adducts in good to high yields and high enantio-selectivities.