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Names

Apiole
2,5-Dimethoxy-3,4-methylenedioxyphenylprop-2-ene

IUPAC names

4,7-Dimethoxy-5-(prop-2-en-1-yl)-2H-1,3-benzodioxole
4,7-Dimethoxy-5-(prop-2-en-1-yl)-1,3-benzodioxole

ID 1091 · Formula C₁₂H₁₄O₄ · Molecular weight 222.237

Tags Essential oil

InChI InChI=1S/C12H14O4/c1-4-5-8-6-9(13-2)11-12(10(8)14-3)16-7-15-11/h4,6H,1,5,7H2,2-3H3

InChI Key QQRSPHJOOXUALR-UHFFFAOYSA-N This stereoisomer Any stereoisomer

SMILES C=CCc1cc(OC)c2c(c1OC)OCO2

ChemSpider 21106259
PubChem 10659
Wikidata Q21071561
Wikipedia Apiol
Rhodium The complete book of ecstacy

PiHKAL #58 DMMDA · #59 DMMDA-2 · #132 MMDA · #157 TMA

Shulgin, AT; Sargent, T. Psychotropic phenylisopropylamines derived from apiole and dillapiole. Nature, 1 Jan 1967, 215, 1494–1495. 262 kB. https://doi.org/10.1038/2151494b0 Rhodium.

Shulgin, AT. Possible implication of myristicin as a psychotropic substance. Nature, 1 Jan 1966, 210, 380–384. 707 kB. https://doi.org/10.1038/210380a0

Dal Cason, TA. An evaluation of the potential for clandestine manufacture of 3,4-methylenedioxyamphetamine (MDA) analogs and homologs. J. Forensic Sci., 1 May 1990, 35 (3), 675–697. 2.2 MB. https://doi.org/10.1520/JFS12874J

Shulgin, AT. The separation and identification of the components of the aromatic ether fraction of essential oils by gas-liquid chromatography. J. Chromatogr. A, 1 Jan 1967, 30, 54–61. 769 kB. https://doi.org/10.1016/S0021-9673(00)84112-6

4,7-Dimethoxy-5-[(1Z)-prop-1-en-1-yl]-2H-1,3-benzodioxole

Isoapiole

Dillapiole

1102

Isodillapiole

1852

4-AlO-3,5-DMBAL · 4-Allyloxy-3,5-dimethoxybenzaldehyde

3,4-MeO-CPCA

6775

11026

pseudo-Dillapiole

7 Dec 2019 · · Isomer Design