1-naphthylacetic acid

Structural formula
General
Surname	2- (1-naphthyl) acetic acid
other names	α-naphthylacetic acid; 1-naphthaleneacetic acid; 1-naphthalenethanoic acid; NAA;
Molecular formula	C 12 H 10 O 2
Brief description	colorless to white, odorless solid
External identifiers / databases
EC number	201-705-8
ECHA InfoCard	100.001.551
PubChem	6862
ChemSpider	6601
DrugBank	DB01750
Wikidata	Q161660
properties
Molar mass	186.21 g mol −1
Physical state	firmly
Melting point	134.5-135.5 ° C
boiling point	decomposition
solubility	very bad in water (0.42 g l −1 at 20 ° C)
safety instructions
H and P phrases	H: 302-315-318-335
	P: 261-280-305 + 351 + 338
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

The 1-naphthylacetic acid is one having a naphthyl group substituted acetic acid , thus a carboxylic acid and a potential of two positional isomers of the Naphthylessigsäuren. Like many other aromatically substituted acetic acids, it shows an auxin-analogous effect in plants. Therefore it is used as a synthetic phytohormone .

use

1-Naphthylacetic acid has the same effect as the natural auxin indole-3-acetic acid (IES), to which there is a structural relationship. She will u. a. Used in the vegetative propagation of plants, where it is the main component of various rooting hormones ("root fix") for the propagation of cuttings .

In fruit growing, NAA can be used in high concentrations (1000 ppm) to control root saplings and water shoots . NAA is used in low concentrations (10–20 ppm) for chemical thinning when used during flowering up to 14 days later or against premature fruit fall 2–4 weeks before harvest.

Admission status

In Germany, Austria and Switzerland, plant protection products containing 1-naphthylacetic acid are permitted.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f Entry on 1-naphthylacetic acid in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .
↑ Lucas' Instructions for Fruit Growing , 31st edition 1992, p. 206.
↑ General Directorate Health and Food Safety of the European Commission: Entry on 1-Naphthylacetic acid (1-NAA) in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f Entry on 1-naphthylacetic acid in the GESTIS substance database of the IFA , accessed on February 7, 2017(JavaScript required) .

[2] Lucas' Instructions for Fruit Growing , 31st edition 1992, p. 206.

[PSM-3] General Directorate Health and Food Safety of the European Commission: Entry on 1-Naphthylacetic acid (1-NAA) in the EU pesticide database; Entry in the national registers of plant protection products in Switzerland , Austria and Germany ; accessed on December 7, 2019.