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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:
120-23-0
Molecular Weight:
202.21
Beilstein:
1074148
EC Number:
204-380-0
MDL number:
MFCD00004066
UNSPSC Code:
10171502
PubChem Substance ID:
24897616
NACRES:
NA.72

product line

BioReagent

Quality Level

200

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

Preparation and Use

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Sufang Fan et al.
Journal of separation science, 34(6), 640-650 (2011-02-12)
In the experiment, a high-performance liquid chromatography and electrospray ionization-tandem mass spectrometry with selected reaction monitoring was used to simultaneously determine various classes of phytohormones, including indole-3-acetic acid, α-naphthaleneacetic acid, 2-chlorobenzoic acid, 4-chlorobenzoic acid, indole-3-butyric acid, gibberellic acid, 2,4-dichlorophenoxyacetic acid
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)
Somatic embryogenesis of Vitis vinifera L.(cv. Sugraone) from stigma and style culture
Morgana C, et al.
Vitis, 43(4), 169-173 (2004)
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