Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

A71301

Sigma-Aldrich

2-Aminophenol

99%

Synonym(s):

(2-Hydroxyphenyl)amine, 1-Hydroxy-2-aminobenzene, 2-Amino-1-hydroxybenzene, 2-Aminophenol, 2-Aminophenyl alcohol, 2-Hydroxyaniline, 2-Hydroxybenzenamine, o-Aminohydroxybenzene, o-Hydroxyaniline, o-Hydroxyphenylamine

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
H2NC6H4OH
CAS Number:
95-55-6
Molecular Weight:
109.13
Beilstein:
606075
EC Number:
202-431-1
MDL number:
MFCD00007690
UNSPSC Code:
12352100
PubChem Substance ID:
24891176
NACRES:
NA.22

Quality Level

200

Assay

99%

form

powder

mp

170-175 °C (lit.)

SMILES string

Nc1ccccc1O

InChI

1S/C6H7NO/c7-5-3-1-2-4-6(5)8/h1-4,8H,7H2

InChI key

CDAWCLOXVUBKRW-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

Application

2-Aminophenol can be used in the synthesis of:
  • 2-Oxazolidinone derivatives by reacting with β-aminoalcohols in presence of Pd/C-I2 as a catalyst via oxidative cyclocarbonylation.
  • Schiff base transition metal(II) complexes with salicylidene-4-aminoantipyrine.
  • 2-Arylbenzoxazoles with aldehydes catalyzed by activated carbon in presence of oxygen atmosphere.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302 + H332,H341

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Muta. 2

Storage Class Code

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

WGK

WGK 2

Flash Point(F)

334.4 °F - closed cup

Flash Point(C)

168 °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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Synthesis, spectroscopic characterization, redox, and biological screening studies of some Schiff base transition metal (II) complexes derived from salicylidene-4-aminoantipyrine and 2-aminophenol/2-aminothiophenol.
Raman N, et al.
Synth. React. Inorg. Met.-Org. Chem. , 31(7), 1249-1270 (2001)
Synthesis of 2-oxazolidinone catalyzed by palladium on charcoal: a novel and highly effective heterogeneous catalytic system for oxidative cyclocarbonylation of β -aminoalcohols and 2-aminophenol.
Li F and Xia C
J. Catal., 227(2), 542-546 (2004)
Yoshinori Endo et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 18(43), 13609-13613 (2012-09-13)
Aerobic oxidation: in a biomimetic approach, a mixture of redox catalysts forms couples that effect the aerobic oxidation of a mixture of benzylamine and 2-aminophenol derivatives to give the corresponding benzoxazoles. This biomimetic oxidation proceeds smoothly under mild conditions and
Michael M Bittner et al.
Journal of the American Chemical Society, 134(12), 5460-5463 (2012-03-16)
The oxidative ring cleavage of aromatic substrates by nonheme Fe dioxygenases is thought to involve formation of a ferrous-(substrate radical) intermediate. Here we describe the synthesis of the trigonal-bipyramdial complex Fe((Ph2)Tp)(ISQ(tBu)) (2), the first synthetic example of an iron(II) center
Ericsson D Coy et al.
Organic letters, 12(9), 1976-1979 (2010-03-27)
An efficient and facile synthesis of trans-dihydrobenzofurans has been accomplished from o-aminophenols and phenylpropenes via a novel (one-pot) diastereoselective Pd-catalyzed oxyarylation reaction. The development and optimization of this method is described.
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service