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A71328

Sigma-Aldrich

4-Aminophenol

≥98%

Synonyma:

4-Hydroxyaniline

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About This Item

Lineární vzorec:
H2NC6H4OH
Číslo CAS:
123-30-8
Molekulová hmotnost:
109.13
Beilstein/REAXYS Number:
385836
EC Number:
204-616-2
MDL number:
MFCD00007869
UNSPSC Code:
12352100
PubChem Substance ID:
24891177
NACRES:
NA.22

assay

≥98%

form

granular
powder or crystals

mp

185-189 °C (lit.)

solubility

water: slightly soluble

SMILES string

Nc1ccc(O)cc1

InChI

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

InChI key

PLIKAWJENQZMHA-UHFFFAOYSA-N

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General description

4-Aminophenol (4-Hydroxyaniline) is an organic building block. Its quantification in water samples upto the detection limit of 8×10-10mol l-1 has been proposed by employing single-wall carbon nanotubes (SWNT)-nafion film coated glassy carbon electrodes. It is present as the main contaminant in pharmaceutical formulations of paracetamol. High-performance liquid chromatographic (HPLC) method with amperometric detection has been reported for its determination in various analgesic formulations. It has been reported to be formed from the reduction of 4-nitrophenol (Nip) under metal-free conditions catalyzed by N-doped graphene (NG).

Application

4-Aminophenol is suitable for use in the synthesis of 2,2-bis(4-aminophenoxy) benzonitrile [4-APBN], a monomer required for the preparation of series of polyamides and poly(amide-imide)s. It may be used as derivatization reagent to improve the ionization of aliphatic and aromatic aldehydes by paper spray ionization mass spectrometry.

signalword

Warning

Hazard Classifications

Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Muta. 2 - Skin Sens. 1 - STOT RE 2

target_organs

Kidney

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Osvědčení o analýze (COA)

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N-Boc-4-hydroxyaniline 97%

Sigma-Aldrich

576646

N-Boc-4-hydroxyaniline

Acetic anhydride Arxada quality, ≥99.5% (GC)

Sigma-Aldrich

691275

Acetic anhydride

4-Aminophenol hydrochloride Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1745

4-Aminophenol hydrochloride

Paracetamol British Pharmacopoeia (BP) Reference Standard

BP371

Paracetamol

Paracetamol impurity K European Pharmacopoeia (EP) Reference Standard

Y0001955

Paracetamol impurity K

Acetic anhydride ReagentPlus®, ≥99%

Sigma-Aldrich

320102

Acetic anhydride

Saxena A, et al.
Eur. Polymer J., 39(2), 401-405 (2003)
Metal-free catalytic reduction of 4-nitrophenol to 4-aminophenol by N-doped graphene.
Kong XK, et al.
Energy & Environmental Science, 6(11), 3260-3266 (2013)
E Wyszecka-Kaszuba et al.
Journal of pharmaceutical and biomedical analysis, 32(4-5), 1081-1086 (2003-08-06)
A method for the determination of 4-aminophenol, the main impurity of paracetamol, by high-performance liquid chromatographic (HPLC) method with amperometric detection has been developed. The analysis was performed in an isocratic mode on a reversed phase Luna column 5 microm
Wensheng Huang et al.
Talanta, 61(3), 411-416 (2008-10-31)
A single-wall carbon nanotubes (SWNT)-Nafion film coated glassy carbon electrode (GCE) was described for the determination of 4-aminophenol. In pH 3.0 sodium citrate-HCl buffer, the oxidation peak current of 4-aminophenol increases greatly at the SWNT-Nafion film coated GCE in contrast
Y Xu et al.
Clinical chemistry, 36(11), 1941-1944 (1990-11-01)
A sandwich-type heterogeneous enzyme immunoassay with flow-injection analysis for alpha-fetoprotein (AFP) in human serum has been developed. 4-Aminophenol, the product of enzymatic reaction, is detected amperometrically. The interassay CV for this electrochemical enzyme immunoassay was less than 8.2%, with a
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