1-Naphthaleneacetic acid

changed 477199155 1-Naphthaleneacetic acid Kwas_naftylooctowy.svg 180 1-Naphthaleneacetic acid 1-Naphthaleneacetic-acid-3D-balls.png 220 1-Naphthaleneacetic acid molecule (Naphthalen-1-yl)acetic acid 1-Naphthaleneacetic acidα-Naphthaleneacetic acidNaphthylacetic acidNAA2-(1-Naphthyl)acetic acid correct drugbank DB01750 O=C(O)Cc2cccc1ccccc12 correct chemspider correct EBI 32918 6601 correct kegg D01558 1/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14) PRPINYUDVPFIRX-UHFFFAOYAF correct EBI 428495 correct chemspider 1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14) correct chemspider PRPINYUDVPFIRX-UHFFFAOYSA-N correct CAS 6862 86-87-3 correct FDA 33T7G7757C 12 10 2 White powder 0.42 g/L (20 °C) 135 C F 4.24 Chemical Constitution and the Dissociation Constants of Monocarboxylic Acids. Part XIV. Monomethylcyclohexanecarboxylic Acids Dippy J. F. J. Hughes S. R. C. Laxton J. W. Journal of the Chemical Society (Resumed) 1954 1954 4102–4106 10.1039/JR9540004102 SIRI.org sciencelab.com Auxins Indole-3-acetic acid 1-Naphthaleneacetic acid (NAA) is an organic compound with the formula C10H7CH2CO2H. This colorless solid is soluble in organic solvents. It features a carboxylmethyl group (CH2CO2H) linked to the "1-position" of naphthalene. Use and regulation NAA is a synthetic plant hormone in the auxin family and is an ingredient in many commercial horticultural products; it is a rooting agent and used for the vegetative propagation of plants from stem and leaf cuttings. It is also used for plant tissue culture. US patent 6800482 Cultured cells of Australian laurel, Pittosporaceae and a method for culturing tissues by using said cultured cells 2004-10-05 Morikawa, H.; Takahashi, M. The hormone NAA does not occur naturally, and, like all auxins, is toxic to plants at high concentrations. In the United States, under the Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA), products containing NAA require registration with the Environmental Protection Agency (EPA) as pesticides. Use and analysis NAA is widely used in agriculture for various purposes. It is considered to be only slightly toxic but when at higher concentrations it can be toxic to animals. This was shown when tested on rats via oral ingestion at 1000–5900 mg/kg.Tomlin, C.D.S., 2006. The Pesticide Manual, 14th ed. UK NAA has been shown to greatly increase cellulose fiber formation in plants when paired with another phytohormone called gibberellic acid. Because it is in the auxin family it has also been understood to prevent premature dropping and thinning of fruits from stems. It is applied after blossom fertilization. Increased amounts can actually have negative effects however, and cause growth inhibition to the development of plant crops. It has been used on many different crops including apples, olives, oranges, potatoes, and various other hanging fruits. In order for it to obtain its desired effects it must be applied in concentrations ranging from 20–100 μg/mL.A. Navalón, R. Blanc, J.L. Vilchez Determination of 1-naphthylacetic acid in commercial formulations and natural waters by solid-phase spectrofluorimetry Mikcrochim. Acta, 126 (1997), pp. 33–38 NAA present in the environment undergoes oxidation reactions with hydroxyl radicals and sulfate radicals. Radical reactions of NAA were studied using pulse radiolysis technique. Hydroxyl adduct radical was formed as the intermediate during the reaction of hydroxyl radical with NAA. The intermediate naphthyl methyl radical was formed during the reaction of sulfate radical anion with NAA.Naduvilpurakkal B. Shibin, Radhakrishnan Sreekanth, Usha K. Aravind, Kadavilpparampu M. Afsal Mohammed, Narayana V. Chandrashekhar, Jayan Joseph, Sisir K. Sarkar, Devidas B. Naik and Charuvila T. Aravindakumar. Radical chemistry of glucosamine naphthalene acetic acid and naphthalene acetic acid: a pulse radiolysis study. J. Phys. Org. Chem., 2014 In micropropagation of various plants, NAA is typically added to a medium containing nutrients essential to the plants' survival. It is added to help induce root formation in various plant types. It can also be applied by spraying it onto plants and which is typical in agricultural use. It is prohibited in many areas to use it in high concentrations due to the health concerns towards humans and other animals. NAA can be detected by HPLC-tandem mass spectrometry (HPLC-MS/MS).M.J. Benotti, F.P. Lee, R.A. Rieger, C.R. Iden, C.E. Heine, B.J. Brownawell HPLC/TOF-MS: an alternative to LC/MS/MS for sensitive and selective determination of polar organic contaminants in the aquatic environment Ferrer Imma, E.M. Thurman (Eds.), Liquid Chromatography/Mass Spectrometry, MS/MS and Time of Flight MS, American Chemical Society, New York (2003), pp. 109–127 See also 1-Naphthaleneacetamide Micropropagation Tissue culture Indole-3-butyric acid - Another chemical used as a plant rooting agent. References Category:Acetic acids Category:Auxins Category:1-Naphthyl compounds Category:Plant growth regulators