4-Chloroindole-3-acetic acid
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4-Chloroindole-3-acetic acid
| 4-Chloroindole-3-acetic acid | |
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2-(4-chloro-1H-indol-3-yl)acetic acid |
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| Identifiers | |
| CAS number | 2519-61-1 |
| PubChem | 100413 |
| ChemSpider | 90727  |
| ChEBI | CHEBI:20339 |
| ChEMBL | CHEMBL309993 |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C10H8ClNO2 |
| Molar mass | 209.63 g mol−1 |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
4-Chloroindole-3-acetic acid (4-Cl-IAA) is a natural plant hormone.[1] It is a member of the class of compounds known as auxins and a chlorinated derivative of the more common auxin indole-3-acetic acid (IAA). 4-Cl-IAA is found in the seeds of a variety of plants, particularly legumes such as peas and broad beans.[2][3][4][5] It is hypothosized that 4-Cl-IAA may be a "death hormone" that maturing seeds use to trigger death of the parent plant by mobilizing nutrients to be stored in the seed.[6]
References
- ^ Reinecke, Dennis M. 4-Chloroindole-3-acetic acid and plant growth. Plant Growth Regulation (1999), 27(1), 3-13.
- ^ Pless, Tanja; Boettger, Michael; Hedden, Peter; Graebe, Jan (1984). "Occurrence of 4-Cl-indoleacetic acid in broad beans and correlation of its levels with seed development". Plant Physiology 74 (2): 320–3. doi:10.1104/pp.74.2.320. PMC 1066676. PMID 16663416. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1066676.
- ^ Ernstsen, Arild; Sandberg, Goeran (1986). "Identification of 4-chloroindole-3-acetic acid and indole-3-aldehyde in seeds of Pinus sylvestris". Physiologia Plantarum 68 (3): 511–18. doi:10.1111/j.1399-3054.1986.tb03390.x.
- ^ Katayama, Masato; Thiruvikraman, Singanallore V.; Marumo, Shingo (1987). "Identification of 4-chloroindole-3-acetic acid and its methyl ester in immature seeds of Vicia amurensis (the tribe Vicieae), and their absence from three species of Phaseoleae". Plant and Cell Physiology 28 (2): 383–386.
- ^ Magnus, Volker; Ozga, Jocelyn A.; Reinecke, Dennis M.; Pierson, Gerald L.; Larue, Thomas A.; Cohen, Jerry D.; Brenner, Mark L. 4-chloroindole-3-acetic and indole-3-acetic acids in Pisum sativum. Phytochemistry (1997), 46(4), 675-681.
- ^ Engvild, Kjeld C. (1996). "Herbicidal activity of 4-chloroindoleacetic acid and other auxins on pea, barley and mustard". Physiologia Plantarum 96 (2): 333–337. doi:10.1111/j.1399-3054.1996.tb00222.x.
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