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Key Documents

N19702

Sigma-Aldrich

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
Beilstein:
775403
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

1 mmHg ( 49.3 °C)

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

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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

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Storage Class Code

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

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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Journal of the American Chemical Society, 138(40), 13111-13114 (2016)
Chemoenzymatic asymmetric synthesis of 1, 4-benzoxazine derivatives: Application in the synthesis of a levofloxacin precursor.
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The Journal of Organic Chemistry, 80(8), 3815-3824 (2015)
Iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols.
Wu M, et al.
Organic Letters, 14(11), 2722-2725 (2012)
Jun Chen et al.
The journal of physical chemistry. A, 115(44), 12235-12242 (2011-10-01)
Nitrophenols and methylnitrophenols have been identified as photolytic precursors of nitrous acid, HONO, but their gas-phase absorption has not previously been reported. In this study, the absorption cross sections of 2-nitrophenol, 3-methyl-2-nitrophenol, and 4-methyl-2-nitrophenol were measured from 320 to 450

Protocols

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

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

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

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

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