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Merck
CN

N19702

2-Nitrophenol

98%

Synonym(s):

2-Hydroxynitrobenzene, o-Hydroxynitrobenzene, o-Nitrophenol

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About This Item

Linear Formula:
O2NC6H4OH
CAS Number:
Molecular Weight:
139.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-857-5
Beilstein/REAXYS Number:
775403
MDL number:
Assay:
98%
Form:
needles
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vapor pressure

1 mmHg ( 49.3 °C)

Quality Level

assay

98%

form

needles

SMILES string

Oc1ccccc1[N+]([O-])=O

InChI

1S/C6H5NO3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H

InChI key

IQUPABOKLQSFBK-UHFFFAOYSA-N

Application

  • 2-Nitrophenol can be used in the iron-catalyzed synthesis of 2-arylbenzoxazole from benzylic alcohols.
  • It is employed in the preparation of heterodiazocines, which are potential photochromic compounds for applications in photopharmacology and functional materials.
  • It can be used as a precursor in synthesizing “off-on” chemosensor for Hg2+ detection in aqueous acetonitrile solution.
  • Additional application includes the synthesis of 1,4-benzoxazine derivative in the total synthesis of antimicrobial agent, levofloxacin.

Physical form

Due to its specific melting range the product may be solid, liquid, a solidified melt or a supercooled melt.


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pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

212.9 °F - closed cup

flash_point_c

100.5 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Regulatory Information

危险化学品

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Protocols

Analytical standard separation of various phenols for research and industrial applications.


Chemoenzymatic asymmetric synthesis of 1, 4-benzoxazine derivatives: Application in the synthesis of a levofloxacin precursor.
Lopez-Iglesias M, et al.
The Journal of Organic Chemistry, 80(8), 3815-3824 (2015)
Heterodiazocines: Synthesis and Photochromic Properties, Trans to Cis Switching within the Bio-optical Window.
Hammerich M, et al.
Journal of the American Chemical Society, 138(40), 13111-13114 (2016)
Hg2+-selective ratiometric and ?Off? On? chemosensor based on the azadiene? pyrene derivative.
Zhou Y, et al.
Organic Letters, 12(11), 2566-2569 (2010)



Global Trade Item Number

SKUGTIN
N19702-5G04061834110019
N19702-100G04061834109983
N19702-500G04061834110002
N19702-1KG04061834109990