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HomeProduct name list4-Amino-3-methylphenol

4-Amino-3-methylphenol

Synonym(s):2-Amino-5-hydroxytoluene;4-Amino-m-cresol;4-Hydroxy-2-methylaniline

  • CAS NO.:2835-99-6
  • Empirical Formula: C7H9NO
  • Molecular Weight: 123.15
  • MDL number: MFCD00007871
  • EINECS: 220-621-2
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-07 19:09:42
4-Amino-3-methylphenol  Structural

What is 4-Amino-3-methylphenol ?

Description

4-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 properties

Light gray powder

The Uses of 4-Amino-3-methylphenol

4-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.

Definition

ChEBI: 4-hydroxy-6-methylaniline is a substituted aniline in which the aniline ring carries 4-hydroxy and 6-methyl substituents; a urinary metabolite of lidocaine. It has a role as a drug metabolite. It is a member of phenols and a substituted aniline.

What are the applications of Application

4-Amino-m-cresol is used as an oxidative hair dye at a maximum concentration of 1.5% after mixing with peroxide.

General Description

4-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 Explosibility

Not classified

Synthesis

The 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.
synthesis of 4-Amino-m-cresol

Purification Methods

Crystallise it from 50% EtOH. [Beilstein 13 H 593, 13 IV 1698.]

Properties of 4-Amino-3-methylphenol

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
form  Powder
pka 10.34±0.18(Predicted)
color  Brown
Water Solubility  insoluble
BRN  2078803
CAS DataBase Reference 2835-99-6(CAS DataBase Reference)
NIST Chemistry Reference 4-Amino-3-methyl phenol(2835-99-6)
EPA Substance Registry System Phenol, 4-amino-3-methyl- (2835-99-6)

Safety information for 4-Amino-3-methylphenol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
ghs
Environment
GHS09
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H400:Hazardous to the aquatic environment, acute hazard
Precautionary Statement Codes P273:Avoid release to the environment.
P302+P352:IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 4-Amino-3-methylphenol

InChIKey QGNGOGOOPUYKMC-UHFFFAOYSA-N

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