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163031

Sigma-Aldrich

3-Nitrophenol

ReagentPlus®, 99%

Synonym(s):

3-NP, m-NP, m-Nitrophenol

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About This Item

Linear Formula:
O2NC6H4OH
CAS Number:
554-84-7
Molecular Weight:
139.11
Beilstein/REAXYS Number:
1907946
EC Number:
209-073-5
MDL number:
MFCD00007240
UNSPSC Code:
12352100
PubChem Substance ID:
24850022
NACRES:
NA.21

Quality Level

100

product line

ReagentPlus®

assay

99%

bp

194 °C/70 mmHg (lit.)

mp

96-98 °C (lit.)

SMILES string

Oc1cccc(c1)[N+]([O-])=O

InChI

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

InChI key

RTZZCYNQPHTPPL-UHFFFAOYSA-N

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General description

3-Nitrophenol (m-nitrophenol) is a nitroaromatic compound. It can be prepared from 3-nitroaniline, via diazotization reaction.
3-Nitrophenol is one of the isomers of mononitrophenol and is mainly used as an intermediate to prepare dyes, pigments, lumber preservatives, photographic chemicals and pesticides. Some of the methods for its degradation are biotransformation, photocatalytic degradation and photooxidation.

Application

3-Nitrophenol may be used in the preparation of 3-aminophenol. It may be employed as a weak acid in capillary isoelectric focusing (cIEF) method.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2

Storage Class

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

wgk_germany

WGK 3

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9625
MKCR1145
MKCP2626
MKCM3473
MKCK4898

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Biotransformation of nitrobenzene by bacteria containing toluene degradative pathways.
Haigler BE and Spain JC.
Applied and Environmental Microbiology, 57(11), 3156-3162 (1991)
Thierry Vincent et al.
Environmental science & technology, 38(15), 4233-4240 (2004-09-09)
Hollow chitosan fibers were reacted with chloropalladate solutions and subsequently reduced by hydrogen produced in situ by reaction of sulfuric acid with zinc powder in order to manufacture palladium supported on catalytic hollow chitosan fibers (C2HF-Pd). This catalytic support was
Z Ioannou et al.
Journal of hazardous materials, 171(1-3), 954-964 (2009-07-25)
Carbonaceous adsorbents prepared from olive stones biomass and novolac resin, as well as a commercial activated carbon for comparison reasons, have been examined for the removal of phenol and 3-nitrophenol from aqueous solutions. All carbonaceous adsorbents have been characterized by
Ali Niazi et al.
Journal of hazardous materials, 146(1-2), 421-427 (2007-04-21)
A simple, novel and sensitive spectrophotometric method was described for simultaneous determination of nitrophenol isomers mixtures. All factors affecting on the sensitivity were optimized and the linear dynamic range for determination of nitrophenol isomers were found. The simultaneous determination of
J S Zhao et al.
Applied and environmental microbiology, 67(3), 1388-1391 (2001-03-07)
The 3-nitrophenol-induced enzyme system in cells of Pseudomonas putida 2NP8 manifested a wide substrate range in transforming nitroaromatic compounds through to ammonia production. All of the 30 mono- or dinitroaromatic substrates except 4-nitrophenol, 2,4-dinitrophenol, 2,4,6-trinitrophenol, 3-nitroaniline, 2-nitrobenzoic acid, and 2-nitrofuran
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