Helional

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]

Helional

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
CAS Number	1205-17-0
3D model (JSmol)	Interactive image
ChemSpider	58337
ECHA InfoCard	100.013.528
PubChem CID	64805
UNII	L65EG8H6PA
CompTox Dashboard (EPA)	DTXSID7043908
InChI InChI=1S/C11H12O3/c1-8(6-12)4-9-2-3-10-11(5-9)14-7-13-10/h2-3,5-6,8H,4,7H2,1H3 Key: BOPPSUHPZARXTH-UHFFFAOYSA-N InChI=1/C11H12O3/c1-8(6-12)4-9-2-3-10-11(5-9)14-7-13-10/h2-3,5-6,8H,4,7H2,1H3 Key: BOPPSUHPZARXTH-UHFFFAOYAR
SMILES CC(CC1=CC2=C(C=C1)OCO2)C=O
Properties
Chemical formula	C11H12O3
Molar mass	192.214 g·mol^−1
Appearance	clear colorless liquid
Odor	floral, herbaceous
Density	1.162 g/ml
Boiling point	282°C
Hazards
Safety data sheet	[1]
GHS pictograms
GHS Signal word	Warning
GHS hazard statements	H315, H319, H335
GHS precautionary statements	P261, P305+351+338
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

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

• Cyclamen aldehyde
• Lilial
• Hexyl cinnamaldehyde

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: 7426–7433. doi:10.1093/chemse/bji002. PMID 15647465.CS1 maint: uses authors parameter (link)