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Α-Hexylcinnamaldehyde

2-(Phenylmethylidene)octanal Lilial 2-Methylundecanal

α-Hexylcinnamaldehyde (hexyl cinnamal) is a common additive in the perfume and cosmetic industry as aroma substance. It is found naturally in the essential oil of chamomile. It is a pale yellow to yellow liquid to solid, which is nearly insoluble in water but soluble in oils. The commercial material often contains low levels of 2,6-di-tert-butyl-4-methoxyphenol as a stabilizer. It is a derivative of cinnamaldehyde with a hexyl substituent.

One supplier reported that its hexyl cinnamaldehyde (or "hexyl cinnamic aldehyde") contained at least 90% trans isomer.

Synthesis

Hexyl cinnamaldehyde is typically produced via crossed-aldol condensation of octanal and benzaldehyde.

Safety

Hexyl cinnamaldehyde is known to cause contact allergies in some individuals but the rate of incidence is low, with patch tests indicating ~0.1% of people to be susceptible.

References

References

  1. [http://www.thegoodscentscompany.com/data/rw1005971.html alpha-hexyl cinnamaldehyde], thegoodscentscompany.com
  2. (2010). "Hexyl Cinnamic Aldehyde". International Flavors & Fragrances Inc..
  3. (2007). "Sensitization to 26 fragrances to be labelled according to current European regulation.". Contact Dermatitis.
  4. (2005). "Patch testing with a new fragrance mix detects additional patients sensitive to perfumes and missed by the current fragrance mix". Contact Dermatitis.
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flavors conjugated-aldehydes perfume-ingredients
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