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Merck
CN

144908

2-Amino-4-methylphenol

97%

Synonym(s):

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

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About This Item

Linear Formula:
H2NC6H3(CH3)OH
CAS Number:
Molecular Weight:
123.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
202-457-3
Beilstein/REAXYS Number:
606494
MDL number:
Assay:
97%
Form:
solid
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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

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

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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



Global Trade Item Number

SKUGTIN
144908-50G04061838735997