Jump to content

Isosafrole

From Wikipedia, the free encyclopedia

This is an old revision of this page, as edited by Daviesje (talk | contribs) at 10:49, 7 October 2010. The present address (URL) is a permanent link to this revision, which may differ significantly from the current revision.

Isosafrole[1]
File:Isosafrole Space-filling.png
Names
IUPAC name
(E)-5-(prop-1-enyl)benzo[d][1,3]dioxole
Other names
5-(1-propenyl)-1,3-benzodioxole;
3,4-methylenedioxyphenyl-1-propene
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.004.010 Edit this at Wikidata
  • C/C=C/C1=CC=C2C(OCO2)=C1
Properties
C10H10O2
Molar mass 162.188 g/mol
Density 1.1206 g/cm3, trans
1.1182 g/cm3, cis
Melting point 8.2 °C, trans
-21.5 °C, cis
Boiling point 253 °C, trans
77-79 °C, cis @ 3.5 mmHg
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Isosafrole is an aromatic organic chemical with a smell similar to anise or licorice. It is found in small amounts in various essential oils, but is most commonly obtained by isomerizing the plant oil safrole.

It forms two geometric isomers: cis-isosafrole and trans-isosafrole.

Isosafrole is a precursor for MDP2P which is converted into the psychoactive drug MDMA ('ecstasy'). As such requires permits to purchase or sell in any significant quantity in the US.

References

  1. ^ Merck Index, 11th Edition, 5112.