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4-Amino-2,5-dimethylphenol

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4-Amino-2,5-dimethylphenol Basic information

Product Name:
4-Amino-2,5-dimethylphenol
Synonyms:
  • 4-Amino-2,5-dimethylphenol technical grade
  • 4-AMINO-2,5-XYLENOL
  • 4-AMINO-2,5-DIMETHYLPHENOL
  • 4-AMINO-2,5-DIMETHYLPHENOL, TECH.
  • 2,5-Dimethyl-4-aminophenol
  • 4-Amino-2,5-dimethylphenol,95%
  • 2,5-dimethyl-4-hydroxy aniline
  • 4-azanyl-2,5-dimethyl-phenol
CAS:
3096-71-7
MF:
C8H11NO
MW:
137.18
EINECS:
221-449-0
Product Categories:
  • Phenoles and thiophenoles
  • API intermediates
Mol File:
3096-71-7.mol
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4-Amino-2,5-dimethylphenol Chemical Properties

Melting point:
242-243 °C (lit.)
Boiling point:
288.4±28.0 °C(Predicted)
Density 
1.118±0.06 g/cm3(Predicted)
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
form 
Powder
pka
pK1: 5.28(+1);pK2: 10.40(0) (25°C)
color 
White to beige
Stability:
Stable. Incompatible with acids, chloroformates, acid anhydrides, acid chlorides, strong oxidizing agents.
CAS DataBase Reference
3096-71-7(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
26-37/39-24/25
WGK Germany 
3
HS Code 
29222990

MSDS

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4-Amino-2,5-dimethylphenol Usage And Synthesis

Chemical Properties

solid

Uses

4-Amino-2,5-dimethylphenol may be used in chemical synthesis studies.

Synthesis

2593-53-5

3096-71-7

GENERAL METHOD: A mixture of p-benzoquinone monoxime (1.26 mmol), SnCl2 (0.72 g, 3.80 mmol), 20 mL of CH2Cl2, and 0.2 mL of concentrated HCl was heated and refluxed for 16 hours. After completion of the reaction, CH2Cl2 was removed by distillation under reduced pressure. the residue was dissolved in ethyl acetate and washed with saturated aqueous NaHCO3. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to give 4-amino-2,5-dimethylphenol as a solid product.

References

[1] Tetrahedron, 2014, vol. 70, # 39, p. 6963 - 6973
[2] Chemische Berichte, 1885, vol. 18, p. 570
[3] Chemische Berichte, 1887, vol. 20, p. 979
[4] Journal of the American Chemical Society, 1917, vol. 39, p. 2190
[5] Journal of the American Chemical Society, 2016, vol. 138, # 16, p. 5202 - 5205

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