Description
2-naphthyloxyacetic acid is a plant hormone used to encourage fruit set. It is moderately soluble in water and is not volatile. It is not considered to be environmentally persistent but does have potential to leach to groundwater. It has a moderate to low toxicity to most biodiversity. 2-naphthyloxyacetic acid has a moderate oral mammalian toxicity and is a recognised irritant.
Chemical Properties
2-Naphthoxyacetic acid is Gray crystals
Uses
2-Naphthoxyacetic acid has been used as a component for embryo cell suspension maintenance medium. It has been used as a medium component for inducing somatic embryogenesis in grapevine.
Uses
2-Naphthoxyacetic Acid is a derivative of Naphthalene (N345600) and considered to be a phytohormone belonging to the class of auxins.
Uses
2-Naphthoxyacetic acid is a phytohormone used as a plant growth regulator on tomatoes and strawberries.
Definition
ChEBI: 2-naphthyloxyacetic acid is a naphthyloxyacetic acid.
Production Methods
2-Naphthyloxyacetic acid is commercially synthesised by a process that involves a nucleophilic substitution reaction, where 2-naphthol is treated with chloroacetic acid (or sodium chloroacetate) in the presence of a base such as sodium hydroxide. This facilitates the formation of an ether bond between the naphthol and acetic acid moieties, yielding the active compound 2-naphthyloxyacetic acid. The reaction is typically carried out in aqueous or alcoholic media under reflux, followed by acidification and crystallisation to purify the product.
General Description
2-Naphthoxyacetic acid is a plant growth hormone having structure related to auxin and is majorly used to regulate growth of tomatoes, apple and grapes.
Biochem/physiol Actions
2-Naphthoxyacetic acid promotes seed germination and early flowering in tomatoes. 2-naphthoxyacetic acid effectively improves fruit size and color. However, it is also regarded slightly hazardous and may contribute to mutagenesis.
Mechanism of action
Absorbed by leaves and roots
Purification Methods
Crystallise the acid from hot water or *benzene. [Beilstein 6 IV 4274.]
Pesticide Type
Plant Growth Regulator; Herbicide
