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A71301

2-Aminophenol

Name: 2-Aminophenol
Brand: ALDRICH

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

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About This Item

Linear Formula:

H₂NC₆H₄OH

CAS Number:

95-55-6

Molecular Weight:

109.13

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24891176

EC Number:

202-431-1

Beilstein/REAXYS Number:

606075

MDL number:

MFCD00007690

Assay:

99%

Form:

powder

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Properties

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

Description

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.

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pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302 + H332,H341

pcodes

P202 - P261 - P264 - P301 + P312 - P304 + P340 + P312 - P308 + P313

Hazard Classifications

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

Storage Class

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

ppe

dust mask type N95 (US), Eyeshields, Gloves

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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)

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)

A synthetic model of the putative Fe(II)-iminobenzosemiquinonate intermediate in the catalytic cycle of o-aminophenol dioxygenases.

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

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