Chemistry:Quinclorac
| |
| Names | |
|---|---|
| Preferred IUPAC name
3,7-Dichloroquinoline-8-carboxylic acid | |
| Other names
Quinchlorac
| |
| Identifiers | |
3D model (JSmol)
|
|
| ChEBI | |
| ChemSpider | |
| KEGG | |
PubChem CID
|
|
| UNII | |
| |
| |
| Properties | |
| C10H5Cl2NO2 | |
| Molar mass | 242.06 g·mol−1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
| Infobox references | |
Quinclorac is an organic compound with the formula {C
9NH
4Cl
2CO
2H. A colorless solid, it is soluble in hydrocarbons and alcohols. The compound is a derivative of quinoline.
Applications
Quinclorac is a herbicide used primarily to control crabgrass.[1] It is found in some household herbicides for lawn use. Most[citation needed] lawn maintenance companies use the product for the control of annual grass weeds like crabgrass.
Quinclorac is a synthetic auxin.[2][3] Heap considers it to also have a cellulose herbicide action,[4] although some studies show quinclorac to have no cellulose action.[5]
Regulation and registration
It is not approved to use in the European Union,[6] and has a high class 3 threshold of toxilogical concern.[7]
Resistance
Resistance to quinclorac is of concern in soybean cultivation. In rice, Graminaceous resistance is produced by the cytochrome P450 CYP81A6.[8]
Further reading
- Alonso-Simón, Ana; García-Angulo, Penélope; Mélida, Hugo; Encina, Antonio; Álvarez, Jesús M.; Acebes, José L. (2011). "The use of FTIR spectroscopy to monitor modifications in plant cell wall architecture caused by cellulose biosynthesis inhibitors". Plant Signaling & Behavior 6 (8): 1104–1110. doi:10.4161/psb.6.8.15793. PMID 21791979. Bibcode: 2011PlSiB...6.1104A.
References
- ↑ Müller, Franz; Applebyki, Arnold P. (2011). "Weed Control, 2. Individual Herbicides". Ullmann's Encyclopedia of Industrial Chemistry. doi:10.1002/14356007.o28_o01. ISBN 9783527303854.
- ↑ Grossmann, Klaus (1998). "Quinclorac belongs to a new class of highly selective auxin herbicides". Weed Science 46 (6): 707–716. doi:10.1017/S004317450008975X.
- ↑ Grossmann, Klaus; Kwiatkowski, Jacek (2000). "The Mechanism of Quinclorac Selectivity in Grasses". Pesticide Biochemistry and Physiology 66 (2): 83–91. doi:10.1006/pest.1999.2461. ISSN 0048-3575.
- ↑ Heap, Ian. "List of Herbicide Resistant Weeds by Herbicide Mode of Action (L/26)" (in en). Herbicide Resistance Action Committee. http://www.weedscience.org/summary/MOA.aspx?MOAID=19.
- ↑ Tresch, Stefan; Grossmann, Klaus (2003). "Quinclorac does not inhibit cellulose (cell wall) biosynthesis in sensitive barnyard grass and maize roots". Pesticide Biochemistry and Physiology 75 (3): 73–78. doi:10.1016/s0048-3575(03)00013-0. ISSN 0048-3575.Tresch, Stefan; Grossmann, Klaus (2003). "Erratum to "Quinclorac does not inhibit cellulose (cell wall) biosynthesis in sensitive barnyard grass and maize roots"". Pesticide Biochemistry and Physiology 76 (2): 70–71. doi:10.1016/s0048-3575(03)00064-6. ISSN 0048-3575.
- ↑ "Quinclorac". https://pubchem.ncbi.nlm.nih.gov/compound/Quinclorac.
- ↑ "Quinclorac (Ref: BAS 514H)". http://sitem.herts.ac.uk/aeru/ppdb/en/Reports/577.htm.
- ↑ Gaines, Todd A.; Duke, Stephen O.; Morran, Sarah; Rigon, Carlos A.G.; Tranel, Patrick J.; Küpper, Anita; Dayan, Franck E. (2020). "Mechanisms of Evolved Herbicide Resistance". Journal of Biological Chemistry (Elsevier BV) 295 (30): 10307–10330. doi:10.1074/jbc.rev120.013572. PMID 32430396.
External links
- Quinclorac in the Pesticide Properties DataBase (PPDB)
 |  |
