Structure via PubChem · Public domain (PubChem)
bourgeonal
Sign in to saveBourgeonal (also known as cyclamen propanal) is an aromatic aldehyde used in perfumery. It has a fragrance reminiscent of lily of the valley, otherwise described as floral, watery, green, and aldehydic. It is a pale yellow liquid at room temperature.
Chemical data
- Formula
- C13H18O
- Molecular weight
- 190.28 g/mol
- IUPAC name
- 3-(4-tert-butylphenyl)propanal
- SMILES
- CC(C)(C)C1=CC=C(C=C1)CCC=O
- InChIKey
- FZJUFJKVIYFBSY-UHFFFAOYSA-N
- XLogP
- 3.3
- 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
- aldehydes
- Mass
- 190.136
Show 3 more facts
- chemical formula
- C₁₃H₁₈O
- canonical SMILES
- CC(C)(C)C1=CC=C(C=C1)CCC=O
- Commons category
- Bourgeonal
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- Synthesis
- Biological effects
- References
Bourgeonal (also known as cyclamen propanal) is an aromatic aldehyde used in perfumery. It has a fragrance reminiscent of lily of the valley, otherwise described as floral, watery, green, and aldehydic. It is a pale yellow liquid at room temperature.
==Synthesis== Industrial synthesis of bourgeonal involves a mixed aldol reaction of 4-tert-butylbenzaldehyde and acetaldehyde, followed by hydrogenation. Alternatively it may be produced by the Heck reaction of 1-bromo-4-tert-butylbenzene with 2-hydroxymethylpropene followed by isomerisation.
Excerpted from Wikipedia’s “bourgeonal” article, available under the CC BY-SA 4.0 licence.