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4-Chloroindole-3-acetic acid
| 4-Chloroindole-3-acetic acid |
|
| IUPAC name |
2-(4-chloro-1H-indol-3-yl)acetic acid |
| Identifiers |
| CAS number |
|
| PubChem |
100413 |
| SMILES |
C1=CC2=C(C(=C1)Cl)C(=CN2)CC(=O)O |
| Properties |
| Molecular formula |
C10H8ClNO2 |
| Molar mass |
209.629 |
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and 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
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- ^ 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.
- ^ 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.
- ^ 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.
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This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "4-Chloroindole-3-acetic_acid". A list of authors is available in Wikipedia.
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