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A71301

Sigma-Aldrich

2-Aminophenol

99%

Sinonimo/i:

(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

Formula condensata:
H2NC6H4OH
Numero CAS:
Peso molecolare:
109.13
Beilstein:
606075
Numero CE:
Numero MDL:
Codice UNSPSC:
12352100
ID PubChem:
NACRES:
NA.22

Saggio

99%

Forma fisica

powder

Punto di fusione

170-175 °C (lit.)

Stringa SMILE

Nc1ccccc1O

InChI

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

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Applicazioni

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.

Pittogrammi

Health hazardExclamation mark

Avvertenze

Warning

Indicazioni di pericolo

Classi di pericolo

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

Codice della classe di stoccaggio

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

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

334.4 °F - closed cup

Punto d’infiammabilità (°C)

168 °C - closed cup

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves


Certificati d'analisi (COA)

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Slide 1 of 6

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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)
Raffaele Pasceri et al.
Journal of medicinal chemistry, 56(8), 3310-3317 (2013-03-26)
A range of 2-aminophenoxazin-3-ones has been prepared by oxidative cyclocondensation of 2-aminophenols, including the natural products exfoliazone and chandrananimycin A, both synthesized for the first time. The compounds were evaluated for their ability to inhibit indoleamine 2,3-dioxygenase. Compounds containing additional
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

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