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2,4,5-Trimethoxypropiophenone
2,4,5-Trimethoxypropiophenone's chemical structure
Names
Preferred IUPAC name
1-(3,4,5-Trimethoxyphenyl)propan-1-one
Other names
Isoacoramone
2,4,5-Trimethoxypropiophenone
Identifiers
3D model (JSmol)
4-08-00-02746
ChemSpider
  • InChI=1S/C12H16O4/c1-5-9(13)8-6-11(15-3)12(16-4)7-10(8)14-2/h6-7H,5H2,1-4H3
    Key: KUQHFNICKXWOBZ-UHFFFAOYSA-N
  • InChI=1S/C12H16O4/c1-5-9(13)8-6-10(14-2)12(16-4)11(7-8)15-3/h6-7H,5H2,1-4H3
    Key: FNFSOYGIQWSIEX-UHFFFAOYSA-N
  • CCC(=O)C1=CC(=C(C(=C1)OC)OC)OC
Properties
C12H16O4
Molar mass 224.256 g·mol−1
Melting point 109 °C (228 °F; 382 K)
Boiling point 186 °C (367 °F; 459 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2,4,5-Trimethoxypropiophenone is a natural phenylpropanoid and precursor in the synthesis of α-asarone.[1]

Natural occurrence

2,4,5-Trimethoxypropiophenone is a component of several plant species' essential oils. The chemical has been identified in Piper marginatum,[2] Acorus tatarinowii,[3] and Asarum maximum.[4]

References

  1. ^ Francisco, Díaz; Leticia, Contreras; Rosa, Flores; Joaquín, Tamariz; Fernando, Labarrios; Germán, Chamorro; Héber, Muñoz (1991). "An Efficient Synthesis of α-Asarone". Organic Preparations and Procedures International. 23 (2): 133–138. doi:10.1080/00304949109458299.
  2. ^ Oliveira Santos, Bárbara Viviana; Oliveira Chaves, Maria Célia (1999). "2,4,5-Trimethoxypropiophenone from Piper marginatum". Biochemical Systematics and Ecology. 27 (5): 539–541. doi:10.1016/S0305-1978(98)00109-4.
  3. ^ Jinfeng, Hu; Xiaozhang, Feng (2000). "Phenylpropanes from Acorus tatarinowii". Planta Medica. 66 (7): 662–664. doi:10.1055/s-2000-8628. PMID 11105577. S2CID 260283667.
  4. ^ X., Wang; Long, C.; Cai, S.; Zhao, Y. (2000). "Studies on the Chemical Constituents of the Root of Asarum maximum". Zhong Cao Yao. 31 (12): 888–890.


source: http://en.wikipedia.org/wiki/2,4,5-Trimethoxypropiophenone