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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:
88-75-5
Molecular Weight:
139.11
Beilstein:
775403
EC Number:
201-857-5
MDL number:
MFCD00011688
UNSPSC Code:
12352100
PubChem Substance ID:
24897541
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
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302 + H312 + H332,H410

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCH1166
BCCF3584
BCCF1870
BCCC7080
BCCB2407

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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)
Iron-catalyzed 2-arylbenzoxazole formation from o-nitrophenols and benzylic alcohols.
Wu M, et al.
Organic Letters, 14(11), 2722-2725 (2012)
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)
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
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Articles

US EPA Method 8041: GC Analysis of Phenols on Equity®-5

Separation of 2-Chlorophenol; 2,4-Dichlorophenol; 2,4,6-Tribromophenol; 2,4,6-Trichlorophenol; 2,4-Dinitrophenol; Pentafluorophenol; 2-Methylphenol, analytical standard; 2,3,4,6-Tetrachlorophenol; Pentachlorophenol; 4-Nitrophenol; 2-Bromophenol; 2,3,5,6-Tetrachlorophenol; 2,3,5-Trichlorophenol; 4-Chloro-3-methylphenol; 2,4,5-Trichlorophenol; 4-Methylphenol, analytical standard; 2,4-Dimethylphenol; 2-Nitrophenol; 3-Methylphenol, analytical standard; Phenol; 2-Methyl-4,6-dinitrophenol; 2,3,4-Trichlorophenol; 2,6-Dichlorophenol; 2,3,4,5-Tetrachlorophenol

Protocols

GC Analysis of Phenols in Water on a 5% Phenyl Column after SPE using Supelclean™ ENVI-Chrom P

Separation of 2-Nitrophenol; Pentachlorophenol; 2-Bromophenol; Phenol; 4-Nitrophenol; 3-Methylphenol, analytical standard; 4-Chloro-3-methylphenol; 2,4-Dichlorophenol; 2,3,4,6-Tetrachlorophenol; 2-Methylphenol, analytical standard; 2,4,6-Trichlorophenol; 2,4-Dimethylphenol; 2-Chlorophenol

HPLC Analysis of Phenols on SUPELCOSIL™ LC-8

HPLC Analysis of Phenols on SUPELCOSIL™ LC-8

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