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
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.
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) |
Exclamation Mark Irritant GHS07 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 |
Abamectin manufacturer
Vignasai Laboratories Pvt Ltd
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