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Helional

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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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.013.528 Edit this at Wikidata
  • 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
  • CC(CC1=CC2=C(C=C1)OCO2)C=O
Properties
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
GHS labelling:
class="wikitable collapsible" style="min-width: 50em;"
GHS hazard pictograms[2]
Pictogram Code Symbol description Image link
GHS01: Explosive GHS01 {{GHS exploding bomb}} Image:GHS-pictogram-explos.svg Explosive
GHS02: Flammable GHS02 {{GHS flame}} Image:GHS-pictogram-flamme.svg
GHS03: Oxidizing GHS03 {{GHS flame over circle}} Image:GHS-pictogram-rondflam.svg
GHS04: Compressed Gas GHS04 {{GHS gas cylinder}} Image:GHS-pictogram-bottle.svg
GHS05: Corrosive GHS05 {{GHS corrosion}} Image:GHS-pictogram-acid.svg Corrosive
GHS06: Toxic GHS06 {{GHS skull and crossbones}} Image:GHS-pictogram-skull.svg Accute Toxic
GHS07: Exclamation mark GHS07 {{GHS exclamation mark}} Image:GHS-pictogram-exclam.svg Irritant
GHS08: Health hazard GHS08 {{GHS health hazard}} Image:GHS-pictogram-silhouette.svg Health Hazard
GHS09: Environmental hazard GHS09 {{GHS environment}} Image:GHS-pictogram-pollu.svg Environment

See also

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| Warning

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| H315, H319, H335

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| P261, P305+P351+P338

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| Safety data sheet (SDS) | [1] |-





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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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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 dihydrocinnamaldehyde motif; a structural element which is present in a number of other important commercial fragrances and odorants.[3]

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. ^ "Globally Harmonized System of Classification and Labelling of Chemicals" (pdf). 2021. Annex 3: Codification of Statements and Pictograms (pp 268–385).
  3. ^ "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. 1999. doi:10.1093/chemse/bji002. {{cite journal}}: Unknown parameter |authors= ignored (help)