Chemistry:Helional

From HandWiki
Helional
Ocean propanal.svg
Names
IUPAC name
3-(1,3-Benzodioxol-5-yl)-2-methylpropanal
Other names
2-Methyl-3-(3,4-methylenedioxyphenyl)propanal;
2-piperonylpropanal
Helional
Ocean propanal
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C11H12O3
Molar mass 192.214 g·mol−1
Appearance Colorless liquid
Odor floral, herbaceous
Density 1.162 g/cm3
Boiling point 282 °C (540 °F; 555 K)
Hazards
Safety data sheet [1]
GHS pictograms GHS07: Harmful
GHS Signal word Warning
H315, H319, H335
P261, P305+351+338
Legal status
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Helional (from heliotropin, from which is it commonly derived) is a chemical compound used as a perfume in soap and laundry detergent. Chemically it is an aldehyde with a hydrocinnamaldehyde motif; a structural element which is present in a number of other important commercial fragrances and odorants.[2]

Synthesis

Several synthetic routes exist but the most common is a crossed-aldol condensation between piperonal (heliotropin) and propanal followed by selective hydrogenation of the intermediate alkene. This produces a racemic product.

See also

References

  1. Sigma-Aldrich Co., 2-methyl-3-(3,4-methylenedioxyphenyl)propanal. Retrieved on 2016-03-02.
  2. Wetzel, Christian H.; Oles, Markus; Wellerdieck, Christiane; Kuczkowiak, Michael; Gisselmann, Gunter; Hatt, Hanns (1999). "Specificity and sensitivity of a human olfactory receptor functionally expressed in human embryonic kidney 293 cells and Xenopus laevis oocytes". Journal of Neuroscience 19 (1): 7426–7433. doi:10.1093/chemse/bji002. PMID 15647465.