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N3019

Sigma-Aldrich

2-Naphthoxyacetic acid

suitable for plant cell culture, BioReagent, crystalline

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Synonym(s):
BNOA
Linear Formula:
C10H7OCH2CO2H
CAS Number:
Molecular Weight:
202.21
Beilstein/REAXYS Number:
1074148
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

Quality Level

form

crystalline

technique(s)

cell culture | plant: suitable

color

white to gray

mp

151-154 °C (lit.)

application(s)

agriculture

SMILES string

OC(=O)COc1ccc2ccccc2c1

InChI

1S/C12H10O3/c13-12(14)8-15-11-6-5-9-3-1-2-4-10(9)7-11/h1-7H,8H2,(H,13,14)

InChI key

RZCJYMOBWVJQGV-UHFFFAOYSA-N

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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.

Application

β-Naphthoxyacetic acid (BNOA) is a phytohormone used as a plant growth regulator on tomatoes and strawberries.
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.

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.

Preparation Note

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

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Simultaneous determination of 2-naphthoxyacetic acid and indole-3-acetic acid by first derivation synchronous fluorescence spectroscopy
Liu X and Wan Y
Spectrochimica Acta. Part A, Molecular and Biomolecular Spectroscopy, 111(2), 230-236 (2013)
The development and comparison of a fluorescence and a phosphorescence optosensors for determining the plant growth regulator 2-naphthoxyacetic acid
Casado-Terrones S, et al.
Sensors and Actuators B, Chemical, 107(2), 929-935 (2005)
Somatic embryogenesis from stigmas and styles of grapevine
Carimi F, et al.
In Vitro Cellular & Developmental Biology. Plant, 41(3), 249-252 (2005)
Plant Cell culture Protocols, 77-86 (2006)
Synthesis and controlled release properties of beta-naphthoxyacetic acid intercalated Mg-Al layered double hydroxides nanohybrids
Li S, et al.
Arabian Journal of Chemistry (2015)

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