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147214

Sigma-Aldrich

4-Amino-2-nitrophenol

97%

All Photos(2)
Synonym(s):
4-Hydroxy-3-nitroaniline
Linear Formula:
H2NC6H3(NO2)OH
CAS Number:
119-34-6
Molecular Weight:
154.12
Beilstein:
1368435
EC Number:
204-316-1
MDL number:
MFCD00007876
PubChem Substance ID:
24848809
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

125-127 °C (lit.)

SMILES string

Nc1ccc(O)c(c1)[N+]([O-])=O

InChI

1S/C6H6N2O3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H,7H2

InChI key

WHODQVWERNSQEO-UHFFFAOYSA-N

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1 of 4

This Item
A70402144894249319
4-Amino-2-nitrophenol 97%

Sigma-Aldrich

147214

4-Amino-2-nitrophenol

2-Amino-4-nitrophenol 96%

Sigma-Aldrich

A70402

2-Amino-4-nitrophenol

4-Amino-3-methylphenol 97%

Sigma-Aldrich

144894

4-Amino-3-methylphenol

4-Amino-3-nitrophenol 98%

Sigma-Aldrich

249319

4-Amino-3-nitrophenol

mp

125-127 °C (lit.)

mp

140-143 °C (lit.)

mp

176-179 °C (lit.)

mp

150-154 °C (lit.)

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

100

General description

4-Amino-2-nitrophenol is the major metabolite of 2,4-dinitrophenol. It is commonly used as semipermanent (nonoxidative) hair colorant and toner in permanent (oxidative) hair dye products.

Application

4-Amino-2-nitrophenol was used in determination of aminonitrophenols in hair dyes by differential pulse voltammetry and HPLC with electrochemical detection.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hana Dejmkova et al.
Talanta, 85(5), 2594-2598 (2011-10-04)
Methods for determination of 2-amino-4-nitrophenol and 4-amino-2-nitrophenol, metabolites of 2,4-dinitrophenol, were developed using differential pulse (DP) voltammetry and HPLC with amperometric and spectrophotometric detection. The applicability of these methods was tested by the determination of the analytes in model samples
Determination of Aminonitrophenols in Hair Dyes Using a Carbon Paste Electrode and a Boron-Doped Diamond Film Electrode-A Comparative Study.
Dejmkova H, et al.
International Journal of Electrochemical Science, 6, 3550-3563 (2011)
M A CAMERON
British journal of pharmacology and chemotherapy, 13(1), 25-29 (1958-03-01)
The effect of the mono- and di-nitrophenols and certain related compounds has been determined on the rate of oxygen consumption, the rate of carbon dioxide output and the rectal temperature of the Wistar albino rat.Of the compounds examined, only 2:4-dinitrophenol
M M Shahin et al.
Carcinogenesis, 3(7), 809-813 (1982-01-01)
Two samples of 4-amino-2-nitrophenol were tested for mutagenicity in Salmonella typhimurium strains TA1535, TA1537, TA1538, TA98, and TA100. Significant mutagenic activity was detected with a sample of this compound obtained from Aldrich (technical grade (Aldrich), TGA) both in the presence
Christina L Burnett et al.
International journal of toxicology, 28(6 Suppl 2), 217S-251S (2010-01-30)
2-Amino-3-nitrophenol, 2-amino-4-nitrophenol, 2-amino-5-nitrophenol, 4-amino-3-nitrophenol, 4-amino-2-nitrophenol, 2-amino-4-nitrophenol sulfate, 3-nitro-p-hydroxyethylaminophenol, and 4-hydroxypropylamino-3-nitrophenol are substituted aromatic compounds used as semipermanent (nonoxidative) hair colorants and as toners in permanent (oxidative) hair dye products. All ingredients in this group except 2-amino-4-nitrophenol sulfate, 2-amino-5-nitrophenol, and 4-amino-2-nitrophenol
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