From Wikipedia, the free encyclopedia
2,4,5-Trimethoxypropiophenone
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Names
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Preferred IUPAC name
1-(3,4,5-Trimethoxyphenyl)propan-1-one
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Other names
Isoacoramone 2,4,5-Trimethoxypropiophenone
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Identifiers
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4-08-00-02746
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ChemSpider
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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
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CCC(=O)C1=CC(=C(C(=C1)OC)OC)OC
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Properties
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C12H16O4
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Molar mass
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224.256 g·mol−1
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Melting point
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109 °C (228 °F; 382 K)
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Boiling point
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186 °C (367 °F; 459 K)
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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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Chemical compound
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
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^ 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.
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^ 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.
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^ 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.
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^ 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.