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norcamphor
Sign in to saveNorcamphor is an organic compound, classified as a bicyclic ketone. It is an analog of camphor, but without the three methyl groups. A colorless solid, it is used as a building block in organic synthesis.
Chemical data
- Formula
- C7H10O
- Molecular weight
- 110.15 g/mol
- IUPAC name
- bicyclo[2.2.1]heptan-2-one
- SMILES
- C1CC2CC1CC2=O
- InChIKey
- KPMKEVXVVHNIEY-UHFFFAOYSA-N
- XLogP
- 1
- Polar surface area
- 17.1 Ų
- H-bond donors
- 0
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 110.073165
Show 4 more facts
- chemical formula
- C₇H₁₀O
- canonical SMILES
- C1CC2CC1CC2=O
- melting point
- 95.0
- Commons category
- Norcamphor
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis and reactions
- See also
- References
Norcamphor is an organic compound, classified as a bicyclic ketone. It is an analog of camphor, but without the three methyl groups. A colorless solid, it is used as a building block in organic synthesis.
==Synthesis and reactions== Norcamphor was prepared from a Diels-alder reaction of cyclopentadiene and vinyl acetate, followed by oxidation with chromic acid in acetic acid solution. A more recent synthesis produces norbornene via the 2-formate ester, oxidized with chromic acid in acetone. It is a precursor to norborneols. The enzymatically mediated Baeyer-Villiger oxidation of norcamphor gives the lactone.
Excerpted from Wikipedia’s “norcamphor” article, available under the CC BY-SA 4.0 licence.