1-Naphthaleneacetic acid

1-Naphthaleneacetic acid
IUPAC name 2-(1-Naphthyl)acetic acid
Other names 1-Naphthaleneacetic acid α-Naphthaleneacetic acid Naphthylacetic acid NAA
Identifiers
CAS number	86-87-3 Y
PubChem	6862
ChemSpider	6601 Y
DrugBank	DB01750
KEGG	D01558 Y
ChEBI	CHEBI:32918 Y
ChEMBL	CHEMBL428495 Y
Jmol-3D images	Image 1
SMILES O=C(O)Cc2cccc1ccccc12
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) Y Key: PRPINYUDVPFIRX-UHFFFAOYSA-N Y 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
Properties
Molecular 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)[1]
Hazards
MSDS	SIRI.org
Related compounds
Related Auxins	Indole-3-acetic acid
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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.^[2]

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

• 1-Naphthaleneacetamide
• Micropropagation
• Tissue culture
• SUPERthrive

References

External links

• MSDS
• Handbook of Plant Physiology