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Perillaldehyde

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Perillaldehyde
Skeletal formula of perillaldehyde
Skeletal formula of perillaldehyde
Ball-and-stick model of perillaldehyde
Ball-and-stick model of perillaldehyde
Names
IUPAC name (S)-4-(1-Methylethenyl)-1-cyclohexene-1-carboxaldehyde
Other names Perilla aldehyde; 4-Mentha-1,8-dien-7-al
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.016.639 Edit this at Wikidata
KEGG
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3Key: RUMOYJJNUMEFDD-UHFFFAOYSA-N
  • InChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3,7,10H,1,4-6H2,2H3Key: RUMOYJJNUMEFDD-UHFFFAOYAO
SMILES
  • O=C\C1=C\CC(\C(=C)C)CC1
Properties
Chemical formula C10H14O
Molar mass 150.221 g·mol
Appearance Colorless liquid
Density 0.953 g/mL (20 °C)
Boiling point 237 °C (745 mmHg)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Perillaldehyde, or perilla aldehyde, is a natural organic compound found most abundantly in the annual herb perilla, but also in a wide variety of other plants and essential oils. It is a monoterpenoid containing an aldehyde functional group.

Perillaldehyde, or volatile oils from perilla that are rich in perillaldehyde, are used as food additives for flavoring and in perfumery to add spiciness. Perillaldehyde can be readily converted to perilla alcohol, which is also used in perfumery. It has a mint-like, cinnamon odor and is primarily responsible for the flavor of perilla.

The oxime of perillaldehyde is known as perillartine or perilla sugar and is about 2000 times sweeter than sucrose and is used in Japan as a sweetener.

References

  1. Merck Index, 12th Edition, 7308.
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