4-Amino-3-methylphenol

4-Amino-3-methylphenol
  • CAS No.:2835-99-6
Other grades of this product :
4-Amino-3-methylphenol Basic information
Product Name:4-Amino-3-methylphenol
Synonyms:4-amino-cresol;4-amino-m-creso;4-amino-m-cresol,4-hydroxy-o-toluidine,4-amino-3-methylphenol;m-Cresol, 4-amino-;Phenol, 4-amino-3-methyl-;p-Hydroxy-o-toluidine;4-Amino-3-methylphenol,98%;4-amino-meta-cresol
CAS:2835-99-6
MF:C7H9NO
MW:123.15
EINECS:220-621-2
Product Categories:Aromatic Phenols
Mol File:2835-99-6.mol
4-Amino-3-methylphenol Chemical Properties
Melting point 176-179 °C (lit.)
Boiling point 229.26°C (rough estimate)
density 1.0877 (rough estimate)
refractive index 1.5380 (estimate)
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility soluble in Methanol
pka10.34±0.18(Predicted)
form Powder
color Brown
Water Solubility insoluble
BRN 2078803
InChIKeyQGNGOGOOPUYKMC-UHFFFAOYSA-N
LogP0.51 at 22℃
CAS DataBase Reference2835-99-6(CAS DataBase Reference)
NIST Chemistry Reference4-Amino-3-methyl phenol(2835-99-6)
EPA Substance Registry SystemPhenol, 4-amino-3-methyl- (2835-99-6)
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38-20/21/22
Safety Statements 26-37/39-36/37/39-36-24/25
RIDADR UN3077
WGK Germany 3
RTECS GO6826000
8-10-23
TSCA Yes
HazardClass 9
PackingGroup III
HS Code 29222900
MSDS Information
ProviderLanguage
4-Amino-m-cresol English
ACROS English
SigmaAldrich English
ALFA English
4-Amino-3-methylphenol Usage And Synthesis
Description4-Amino-3-methylphenol is a metabolite of 3-methyl-4-nitrophenol. It is a major metabolite of carcinogenic o-toluidine and causes DNA damage in the presence of Cu(II).
Chemical PropertiesLight gray powder
Uses4-Amino-3-methylphenol is a useful reagent for the synthesis of piperidine (piperazine)-amide substituted derivatives as multi-target antipsychotics.4-Amino-3-methylphenol was used in synthesis of a new type of tweezer-molecule in which a strongly preferred binding conformation is generated by convergent, intramolecular hydrogen bonding.
Uses4-Amino-3-methylphenol was used in synthesis of a new type of tweezer-molecule in which a strongly preferred binding conformation is generated by convergent, intramolecular hydrogen bonding.
Application4-Amino-m-cresol is used as an oxidative hair dye at a maximum concentration of 1.5% after mixing with peroxide.
DefinitionChEBI: A substituted aniline in which the aniline ring carries 4-hydroxy and 6-methyl substituents; a urinary metabolite of lidocaine.
General Description4-Amino-3-methylphenol is a metabolite of 3-methyl-4-nitrophenol. It is a major metabolite of carcinogenic o-toluidine and causes DNA damage in the presence of Cu(II).
Flammability and ExplosibilityNotclassified
SynthesisThe synthesis of 4-Amino-3-methylphenol is as follows:A mixture of the para-benzoquinone mono-oxime (1.26 mmol),SnCl2 (0.72 g, 3.80 mmol), 20 mL of CH2Cl2, and 0.2 mL of concentrated HCl, was heated to reflux for 16 h. The CH2Cl2 was removed under reduced pressure, and the residue was dissolved in ethyl acetate and washed with concentrated aqueous NaHCO3. The organic layer was dried over anhydrous Na2SO4 and the filtrate was concentrated under reduced pressure to afford the solid product.
Purification MethodsCrystallise it from 50% EtOH. [Beilstein 13 H 593, 13 IV 1698.]
4-Amino-3-methylphenol Preparation Products And Raw materials
Preparation Products1H-Indazol-5-ol

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