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

pka

10.34±0.18(Predicted)

form 

Powder

color 

Brown

Water Solubility 

insoluble

BRN 

2078803

InChIKey

QGNGOGOOPUYKMC-UHFFFAOYSA-N

LogP

0.51 at 22℃

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

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

F 

8-10-23

TSCA 

Yes

HazardClass 

9

PackingGroup 

III

HS Code 

29222900

MSDS

• Language:English Provider:4-Amino-m-cresol
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Amino-3-methylphenol Usage And Synthesis

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

Uses

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.

Application

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

Definition

ChEBI: A substituted aniline in which the aniline ring carries 4-hydroxy and 6-methyl substituents; a urinary metabolite of lidocaine.

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.

Purification Methods

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

4-Amino-3-methylphenol (2835-99-6)Related Product Information

• m-Cresol
• Acetaminophen
• Cresol
• 3-Aminophenol
• Betaine
• 3-Ethylphenol
• Glycine
• o-Cresol
• Xylenol
• CHLOROPHOSPHONAZO III
• 2-Aminophenol
• ALTRENOGEST
• p-Cresol
• Tris(hydroxymethyl)aminomethane
• 4-Aminophenol
• 2-AMINO-4-CRESOL,2-AMINO-PARA-CRESOL, 97%,O-AMINO-P-CRESOL,2-AMINO-P-CRESOL
• 6-NITROPIPERONAL
• 3-Methyl-4-nitrophenol