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| Names | |
|---|---|
| Preferred IUPAC name rac-(2R)-2-(2,4,5-trichlorophenoxy)propanoic acid | |
| Other names 2-(2,4,5-Trichlorophenoxy)propionic acid Silvex | |
| Identifiers | |
| |
3D model (JSmol) | |
| Abbreviations | 2,4,5-TP |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| ECHA InfoCard | 100.002.066 |
| KEGG |
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| UNII | |
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| Properties[1] | |
| C9H7Cl3O3 | |
| Molar mass | 269.51 |
| Appearance | White powder |
| Density | 1.21 g/cm3 at 20 °C |
| Melting point | 180 °C (356 °F; 453 K) |
| logP | 3.8 (20 °C) |
| Acidity (pKa) | 2.84 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Fenoprop, also called2,4,5-TP, is theorganic compound 2-(2,4,5-trichlorophenoxy)propionic acid.[2] It is aphenoxy herbicide and aplant growth regulator, ananalog of2,4,5-T in which the latter'sacetic acid sidechain is replaced with apropionate group (with an extra CH3). The addition of this extramethyl group creates achiral centre in the molecule and usefulbiological activity is found only in the (2R)-isomer.[3] The compound's mechanism of action is to mimic the auxin growth hormoneindoleacetic acid (IAA).[4] When sprayed on plants it induces rapid, uncontrolled growth. As with 2,4,5-T, fenoprop is toxic to shrubs and trees.
The name Silvex was used in the USA but it has been banned from use there since 1985. According to theEnvironmental Protection Agency its greatest use was as a postemergence herbicide for control of woody plants, and broadleaf herbaceous weeds in rice and bluegrass turf, in sugarcane, in rangeland improvement programs and on lawns.[5]Fenoprop and some of itsesters were in use from 1945 but are now obsolete.[1]
