1-Naftalenacetatna kiselina

1-Naftalenacetatna kiselina
Nazivi
	IUPAC naziv 2-(1-Naftl)acetatna kiselina
	Drugi nazivi 1-Naftalenacetatna kiselina; α-Naftalenacetatna kiselina; Naftilacetatna kiselina; NAA
Identifikacija
CAS broj	86-87-3 ;
3D model (Jmol)	interaktivna slika;
ChEBI	CHEBI:32918 ;
ChemSpider	6601 ;
DrugBank	DB01750 ;
ECHA InfoCard	100.001.551
KEGG	D01558 ;
PubChem C ID	6862;
	SMILES O=C(O)Cc2cccc1ccccc12; ; ; ; ; ;
Svojstva
Hemijska formula	C12H10O2
Molarna masa	186,21 g·mol−1
Agregatno stanje	Beli prah
Tačka topljenja	135 °C
Rastvorljivost u vodi	0,38 g/L (17°C)
Kiselost (pKa)	4,24
Srodna jedinjenja
Srodne auksinske materije	Indol-3-acetatna kiselina
	Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje materijala (na 25 °C [77 °F], 100 kPa).
	verifikuj (šta je ?)
	Reference infokutije

1-Naftilsirćetna kiselina (NAA) je organsko jedinjenje sa formulom C₁₀H₇CH₂CO₂H. Ova bezbojna čvrsta materija je rastvoriva u organskim rastvaračima. Sadrži karboksilmetilnu grupu (CH₂CO₂H) sa naftalenom u 1-poziciji.

Upotreba

NAA je sintetički biljni hormon iz grupe auksina i sastojak mnogih komercijalnih hortikulturnih preparata, prvenstveno onih za ožiljavanje reznica.^[5]

Reference

^ Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
^ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди
^ Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.
^ Dippy, J. F. J.; Hughes, S. R. C.; Laxton, J. W. (1954). „Chemical Constitution and the Dissociation Constants of Monocarboxylic Acids. Part XIV. Monomethylcyclohexanecarboxylic Acids”. Journal of the Chemical Society (Resumed). 1954: 4102—4106. doi:10.1039/JR9540004102.
^ US patent 6800482, Morikawa, H.; Takahashi, M., "Cultured cells of Australian laurel, Pittosporaceae and a method for culturing tissues by using said cultured cells", issued 5. 10. 2004.

Literatura

Tomlin, C.D.S., 2006. The Pesticide Manual, 14th ed. UK
V.A. Lozovaya, M.N. Markova, and I.A. Tarchevskii, Fiziol. Rast. (Moscow) 35, 1, 97 (1987)
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
Q.M. Lu, L.H. Chen, M.H. Lu, G.N. Chen, L. Zhang Extraction and analysis of auxins in plants using dispersive liquid–liquid microextraction followed by high-performance liquid chromatography with fluorescence detection J. Agric. Food Chem., 58 (2010), pp. 2763–2770
W. Guan, P. Xu, K. Wang, Y. Song, H. Zhang Determination and study on dissipation of 1-naphthylacetic acid in garlic and soil using high performance liquid chromatography–tandem mass spectrometry College of Science, China Agricultural University, Beijing 100193, PR China
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

Vidi još

[1] Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.

[2] Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. PMID 20970519. doi:10.1016/j.drudis.2010.10.003. уреди

[3] Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1.

[4] Dippy, J. F. J.; Hughes, S. R. C.; Laxton, J. W. (1954). „Chemical Constitution and the Dissociation Constants of Monocarboxylic Acids. Part XIV. Monomethylcyclohexanecarboxylic Acids”. Journal of the Chemical Society (Resumed). 1954: 4102—4106. doi:10.1039/JR9540004102.

[5] US patent 6800482, Morikawa, H.; Takahashi, M., "Cultured cells of Australian laurel, Pittosporaceae and a method for culturing tissues by using said cultured cells", issued 5. 10. 2004.

[1]

[2]

[3]

[4]

[5]