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144908

Sigma-Aldrich

2-Amino-4-methylphenol

97%

Sinónimos:

2-Amino-p-cresol, 2-Hydroxy-5-methylaniline, 3-Amino-4-hydroxytoluene

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About This Item

Fórmula lineal:
H2NC6H3(CH3)OH
Número de CAS:
95-84-1
Peso molecular:
123.15
Beilstein/REAXYS Number:
606494
EC Number:
202-457-3
MDL number:
MFCD00007699
UNSPSC Code:
12352100
PubChem Substance ID:
24848690
NACRES:
NA.22

assay

97%

form

solid

mp

133-136 °C (lit.)

SMILES string

Cc1ccc(O)c(N)c1

InChI

1S/C7H9NO/c1-5-2-3-7(9)6(8)4-5/h2-4,9H,8H2,1H3

InChI key

ZMXYNJXDULEQCK-UHFFFAOYSA-N

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General description

2-Amino-4-methylphenol is the major sensitizer in contact allergy to Disperse Yellow 3. It reacts with acetylacetone in absolute ethanol to yield 4-(2-hydroxy-5-methylphenyl)imino-2-pentanone. It was converted to dihydrophenoxazinone by purified human hemoglobin.

Application

2-Amino-4-methylphenol was used in the synthesis of novel functionalized spiropyran derivatives of 2H-1,3-benzoxazinone series.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Hongmei Peng et al.
Inorganic chemistry, 47(21), 9828-9835 (2008-10-03)
The synthesis and reactivity of a series of sodium and rare-earth metal complexes stabilized by a dianionic N-aryloxo-functionalized beta-ketoiminate ligand were presented. The reaction of acetylacetone with 1 equiv of 2-amino-4-methylphenol in absolute ethanol gave the compound 4-(2-hydroxy-5-methylphenyl)imino-2-pentanone (LH2, 1)
Antony O Bulanov et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 71(3), 1146-1152 (2008-06-14)
Six novel functionalized spiropyran's derivatives of 2H-1,3-benzoxazinone series were synthesized by introducing the substituents with chelating ability into 2H-chromene part of the 8'-formyl-7'-hydroxy-3-methyl-4-oxo-3,4-dihydro-2H-1,3-benzoxazine-2-spiro-2'-[2H]-chromene (I) by condensation with 2-aminophenol, 2-amino-4-methylphenol, 2-amino-4-nitrophenol, 2-amino-1-methylbenzimidazole, 4-amino-4H-1,2,4-triazole, N-(4-aminophenyl)acetamide. (1)H NMR, UV/vis, IR spectroscopy combined with
A Tomoda et al.
Journal of biochemistry, 110(6), 1004-1007 (1991-12-01)
2-Amino-4-methylphenol was converted to a brownish yellow material by the lysates of human erythrocytes or purified human hemoglobin. The reaction proceeded oxidatively, coupled with the oxidation of hemoglobin. The major component of the brownish yellow material produced by oxidative condensation
Z He et al.
Applied and environmental microbiology, 66(7), 3010-3015 (2000-07-06)
In spite of the variety of initial reactions, the aerobic biodegradation of aromatic compounds generally yields dihydroxy intermediates for ring cleavage. Recent investigation of the degradation of nitroaromatic compounds revealed that some nitroaromatic compounds are initially converted to 2-aminophenol rather
M Akazawa et al.
The Tohoku journal of experimental medicine, 192(4), 301-312 (2001-04-05)
When human erythrocytes were incubated with o-aminophenol at pH 7.0 at 37 degrees C for 46 hours, intracellular oxyhemoglobin was completely oxidized to methemoglobin during the initial 6 hours, and methemoglobin formed was then reduced to oxyhemoglobin during the following
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