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1-Naphthaleneacetic acid

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1-Naphthaleneacetic acid
1-Naphthaleneacetic acid
Names
IUPAC name 2-(1-Naphthyl)acetic acid
Other names 1-Naphthaleneacetic acid
α-Naphthaleneacetic acid
Naphthylacetic acid
NAA
Identifiers
CAS Number
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.001.551 Edit this at Wikidata
KEGG
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)Key: PRPINYUDVPFIRX-UHFFFAOYSA-N
  • InChI=1/C12H10O2/c13-12(14)8-10-6-3-5-9-4-1-2-7-11(9)10/h1-7H,8H2,(H,13,14)Key: PRPINYUDVPFIRX-UHFFFAOYAF
SMILES
  • O=C(O)Cc2cccc1ccccc12
Properties
Chemical formula C12H10O2
Molar mass 186.2066 g/mol
Appearance White powder
Melting point 135 °C
Solubility in water 0.38 g/L (17 °C)
Acidity (pKa) 4.24 (25 °C)
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

1-Naphthaleneacetic acid, commonly abbreviated NAA, is an organic compound with the formula C10H7CH2CO2H. This colourless 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 plant hormone in the auxin family and is an ingredient in many commercial plant rooting horticultural products; it is a rooting agent and used for the vegetative propagation of plants from stem and leaf cutting. It is also used for plant tissue culture.

The hormone 1-Naphthyl acetic acid (NAA) does not occur naturally. Under the Federal Insecticide, Fungicide, and Rodenticide Act (FIFRA), products containing NAA require registration with the Environmental Protection Agency (EPA) as pesticides.

See also

References

  1. Naphthaleneacetic Acid (environmentalchemistry.com)
  2. J. Chem. Soc. (1954) 4102
  3. Cultured cells of Australian laurel, Pittosporaceae and a method for culturing tissues by using said cultured cells US Patent Issued on October 5, 2004

External links

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