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About This Item
Linear Formula:
C10H7OCH2CO2H
CAS Number:
Molecular Weight:
202.21
UNSPSC Code:
10171502
NACRES:
NA.72
PubChem Substance ID:
EC Number:
204-380-0
Beilstein/REAXYS Number:
1074148
MDL number:
Form:
crystalline
InChI key
RZCJYMOBWVJQGV-UHFFFAOYSA-N
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)
SMILES string
OC(=O)COc1ccc2ccccc2c1
product line
BioReagent
form
crystalline
technique(s)
cell culture | plant: suitable
color
white to gray
mp
151-154 °C (lit.)
application(s)
agriculture
Quality Level
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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
signalword
Warning
hcodes
pcodes
Hazard Classifications
Acute Tox. 4 Oral
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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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)
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)
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