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A71328

Sigma-Aldrich

4-Aminophenol

≥98%

Synonym(s):

4-Hydroxyaniline

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About This Item

Linear Formula:
H2NC6H4OH
CAS Number:
123-30-8
Molecular Weight:
109.13
Beilstein:
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.

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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’.

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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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