Cyclamen aldehyde
Names
IUPAC name
3-(4-Isopropylphenyl)-2-methylpropanal
Other names
Cyclamal; 2-Methyl-3-(p-isopropylphenyl)propionaldehyde; 3-(4-Isopropylphenyl)-2-methylpropanal; alpha-Methyl-p-isopropylcinnamaldehyde
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.002.874
EC Number
  • 203-161-7
UNII
  • InChI=1S/C13H18O/c1-10(2)13-6-4-12(5-7-13)8-11(3)9-14/h4-7,9-11H,8H2,1-3H3
    Key: ZFNVDHOSLNRHNN-UHFFFAOYSA-N
  • CC(C)c1ccc(cc1)CC(C)C=O
Properties
C13H18O
Molar mass 190.286 g·mol−1
Appearance Colorless to pale yellow liquid
Odor Strong floral aroma
Density 0.95 g/mL
Boiling point 270 °C (518 °F; 543 K)
Insoluble
Solubility in other solvents Soluble in most fixed oils, ethanol; Insoluble in propylene glycol, glycerin
Hazards
Flash point 109 °C (228 °F; 382 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Cyclamen aldehyde is a fragrance molecule which has been used in soaps, detergents, lotions, and perfumes since the 1920s.[1] It was granted generally recognized as safe (GRAS) status by Flavor and Extract Manufacturers Association (FEMA) in 1965 and is approved by the Food and Drug Administration for food use in the United States. The Council of Europe (1970) included cyclamen aldehyde in the list of admissible artificial flavoring substances, at a level of 1 ppm.

Synthesis

Cyclamen aldehyde is not naturally occurring and is prepared by the crossed-aldol condensation of cuminaldehyde and propionaldehyde followed by hydrogenation in the presence of a catalyst.[2]

References

  1. ↑ "Monographs on fragrance raw materials". Food and Cosmetics Toxicology. 12 (3): 397. June 1974. doi:10.1016/0015-6264(74)90018-2.
  2. ↑ Bedoukian, P.Z. (1967). Pelfumery and Flavoring Synthetics (2nd ed.). Elsevier Publishing Co. p. 145.
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