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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:
88-75-5
Molecular Weight:
139.11
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24897541
EC Number:
201-857-5
Beilstein/REAXYS Number:
775403
MDL number:
MFCD00011688

Key Documents

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Product Name

2-Nitrophenol, 98%

InChI key

IQUPABOKLQSFBK-UHFFFAOYSA-N

InChI

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

SMILES string

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

vapor pressure

1 mmHg ( 49.3 °C)

assay

98%

form

needles

Quality Level

200

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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.

pictograms

Exclamation markEnvironment
GHS07,GHS09

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN8568
BCCN6570
BCCM4997
BCCH1166
BCCF3584

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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)
Hg2+-selective ratiometric and ?Off? On? chemosensor based on the azadiene? pyrene derivative.
Zhou Y, et al.
Organic Letters, 12(11), 2566-2569 (2010)
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)
Iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols.
Wu M, et al.
Organic Letters, 14(11), 2722-2725 (2012)
Wei Guan et al.
Journal of separation science, 35(4), 490-497 (2012-01-28)
The novel surface molecularly imprinted polymer (MIP) with 2-nitrophenol (2-NP) as the template has been prepared and used as the adsorbent for the solid-phase extraction (SPE). The selectivity of the polymer was checked toward several selected nitrophenols (NPs) such as
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