53171-52-1

Basic information

• Product Name: Bicyclo[3.2.0]heptan-2-one, 1,4,4-trimethyl-
• CAS NO: 53171-52-1
• Molecular Formula: C10H16O
• Mol File: 53171-52-1.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Bicyclo[3.2.0]heptan-2-one, 1,4,4-trimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Bicyclo[3.2.0]heptan-2-one, 1,4,4-trimethyl-(53171-52-1)
• EPA Substance Registry System: Bicyclo[3.2.0]heptan-2-one, 1,4,4-trimethyl-(53171-52-1)

Safety Data

• Hazardous Substances Data: 53171-52-1(Hazardous Substances Data)

Upstream product

• 503-93-5 eucarvone 
• 65878-59-3 Δ²-(+)-carene 
• 92121-69-2 1,4,4-trimethyl-cis-bicyclo<3.2.0>hept-2-ene 
• 4497-92-1 2-carene 
• 92121-71-6 (1R,6R)-1,5,5-Trimethyl-3-oxa-tricyclo[4.2.0.0^2,4]octane 

Downstream Products

• 55760-14-0 1-Cyanomethyl-2-isopropyliden-1-methylcyclobutan 
• 29578-30-1 cis-1-methyl-2-(1-methylethenyl)-cyclobutaneacetic acid 
• 55759-86-9 (1S,5S)-1,4,4-Trimethyl-3-[1-phenyl-meth-(E)-ylidene]-bicyclo[3.2.0]heptan-2-one 
• 53171-63-4 (+/-)-3-oximino-1,4,4-trimethylbicyclo<3.2.0>heptane 

Relevant articles and documents

Photoinduced Vinylcyclopropane-Cyclopentene Rearrangement: A Methodology for Chiral Bicycloheptenes. Formal Syntheses of (+/-)-Grandisol and Naturally Occurring (-)-Δ9(12)-Capnellene and its Antipode

The problem of achieving reaction selectivity in cis-alkyl vinylcyclopropanes in favour of their rearrangement to cyclopentenes, obviating the competing low energy process of the (homo)sigmatropic hydrogen shift, is addressed.It has been demonstrated that the readily available bicycloheptenes derived from (+)-Δ3-carene (1), upon photosensitized irradiation, are conveniently transformed into chiral cis-bicyclo heptenes.The synthetic potential of this strategy has been demonstrated in realization of efficient formal syntheses of the important insect sex pheromone (+/-)-grandisol (2) and both the enantiomers of Δ9(12)-capnellene (3) from readily available 1, a major component of Indian turpentine oil.