Asarone

Asarone
α-Asarone
β-Asarone
Names
IUPAC names
1,2,4-Trimethoxy-5-[(E)-prop-1-enyl]benzene (α)
1,2,4-Trimethoxy-5-[(Z)-prop-1-enyl]benzene (β)
Other names
alpha-Azaron
cis-Isoelemicin
2,4,5-Trimethoxyphenyl-2-propene
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.018.858 Edit this at Wikidata
UNII
  • InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5+ checkY
    Key: RKFAZBXYICVSKP-AATRIKPKSA-N checkY
  • InChI=1S/C12H16O3/c1-5-6-9-7-11(14-3)12(15-4)8-10(9)13-2/h5-8H,1-4H3/b6-5- checkY
    Key: RKFAZBXYICVSKP-WAYWQWQTSA-N checkY
  • (α): O(c1cc(c(OC)cc1OC)/C=C/C)C
  • (β): C/C=C\c1cc(c(cc1OC)OC)OC
Properties
C12H16O3
Molar mass 208.257 g·mol−1
Appearance Colorless solid
Density α: 1.028 g/cm−3 [1]
Melting point 62 to 63 °C (144 to 145 °F; 335 to 336 K)[2] (α)
Boiling point 296 °C (565 °F; 569 K)[2] (α)
Insoluble
-131.4·10−6 cm3/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Asarone is chemical compound of the phenylpropanoid class found in certain plants such as Acorus and Asarum.[2] There are two isomers, α (or trans) and β (or cis).[3] As a volatile fragrance oil, it is used in killing pests and bacteria.[4]

  1. ^ Data for α-Asarone at ChemSpider
  2. ^ a b c "Asarone". The Merck Index. Vol. 14th edition. Merck Research Laboratories. 2006. p. 135. ISBN 978-0-911910-00-1.
  3. ^ Beta asarone has CAS# 5273-86-9
  4. ^ Asha DS, Ganjewala D (2009). "Antimicrobial activity of Acorus calamus (L.) rhizome and leaf extract". Acta Biol. Szeg. 53 (1): 45–49.