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147214

Sigma-Aldrich

4-Amino-2-nitrophenol

97%

Synonym(s):

4-Hydroxy-3-nitroaniline

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About This Item

Linear Formula:
H2NC6H3(NO2)OH
CAS Number:
119-34-6
Molecular Weight:
154.12
Beilstein:
1368435
EC Number:
204-316-1
MDL number:
MFCD00007876
UNSPSC Code:
12352100
PubChem Substance ID:
24848809
NACRES:
NA.22

Quality Level

100

Assay

97%

mp

125-127 °C (lit.)

functional group

nitro

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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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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

147214-BULK:
147214-25G:
147214-VAR:
147214-100G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCQ9492
MKCN8303
MKCL7635
MKCG0008
MKCF5772

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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)
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
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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