53803-33-1

Basic information

• Product Name: 5,5-dimethyl-6-methylidenebicyclo[2.2.1]heptan-2-one
• Synonyms: 5,5-Dimethyl-6-methylenebicyclo[2.2.1]heptan-2-one
• CAS NO: 53803-33-1
• Molecular Formula: C₁₀H₁₄O
• Molecular Weight: 150.2176
• Mol File: 53803-33-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 208.4°C at 760 mmHg
• Flash Point: 75.7°C
• Density: 0.99g/cm³
• Vapor Pressure: 0.214mmHg at 25°C
• Refractive Index: 1.495
• CAS DataBase Reference: 5,5-dimethyl-6-methylidenebicyclo[2.2.1]heptan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethyl-6-methylidenebicyclo[2.2.1]heptan-2-one(53803-33-1)
• EPA Substance Registry System: 5,5-dimethyl-6-methylidenebicyclo[2.2.1]heptan-2-one(53803-33-1)

Safety Data

• Hazardous Substances Data: 53803-33-1(Hazardous Substances Data)

Upstream product

• 54672-39-8 exo-2,2-dimethyl-3-methylenebicyclo<2.2.1>heptan-5-ol 
• 1003311-00-9 (+)-camphor oxime 
• 7647-01-0 hydrogenchloride 
• 64-17-5 ethanol 
• 7732-18-5 water 

Downstream Products

• 1901-38-8 (RS)-(+/-)-2-(2,2,3-trimethyl-cyclopent-3-en-1-yl)ethanol 
• 3292-05-5 endo-Isocamphan-5-on, α-Dihydrocamphenon 

Relevant articles and documents

NOVEL PRODUCTS FROM BECKMANN FRAGMENTATION OF CAMPHOR OXIME IN POLYPHOSPHORIC ACID

Heating camphor oxime with PPA affords, besides the known fragmentation products isoaminocamphor (4) and β-campholenonitrile (13), four isomeric ketones C10H14O resulting from intramolecular acylation of the intermediate α-campholenonitrile (3).The ketones have been identified as 5-ketocamphene (6), 6-ketocamphene (8), tricyclenone (9), and endo-2,4-dimethylbicyclooct-2-ene-7-one (14).The latter results from a novel ring expansion, probably by way of a protonated cyclopropane.

Terpenoid biotransformation in mammals II: Biotransformation of dl-camphene in rabbits

The biotransformation of dl-camphene in rabbits was investigated. Four neutral metabolites, 6-exo-hydroxycamphene, 10-hydroxycamphene, and diastereoisomers of camphene-2,10-glycol, were identified and two alcohols, 7-hydroxycamphene and 3-hydroxytricyclene, were estimated by IR, UV, NMR, and mass spectra and chemical degradations. The formation of these compounds can be explained through a homoallylic oxidation or an epoxide formation.