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N3019

Sigma-Aldrich

2-Naphthoxyacetic acid

suitable for plant cell culture, BioReagent, crystalline

Synonym(s):

BNOA

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About This Item

Linear Formula:
C10H7OCH2CO2H
CAS Number:
Molecular Weight:
202.21
Beilstein:
1074148
EC Number:
MDL number:
UNSPSC Code:
10171502
PubChem Substance ID:
NACRES:
NA.72

product line

BioReagent

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

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)

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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)
Plant Cell culture Protocols, 77-86 (2006)
Somatic embryogenesis from stigmas and styles of grapevine
Carimi F, et al.
In Vitro Cellular & Developmental Biology. Plant, 41(3), 249-252 (2005)
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

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