3-bromo-5-methylaniline Chemical Properties

Melting point:

37 °C

Boiling point:

150-151 °C(Press: 15 Torr)

Density 

1.498±0.06 g/cm3(Predicted)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Powder

pka

3.65±0.10(Predicted)

color 

Brown

Water Solubility 

Slightly soluble in water.

Safety Information

HazardClass 

6.1

HS Code 

2921430090

3-bromo-5-methylaniline Usage And Synthesis

Uses

3-Bromo-5-methylaniline is used as pharmaceutical intermediates and chemical intermediate.

Synthesis

General procedure for the synthesis of 3-bromo-5-methylaniline from 3-bromo-5-nitrotoluene: 1-bromo-3-methyl-5-nitrobenzene (5 g, 23.1 mmol) was dissolved in a mixed solvent of dioxane/water (3:1, 40 mL), and zinc powder (15 g, 231 mmol) and ammonium chloride (12.3 g, 231 mmol) were added sequentially. The reaction mixture was stirred at room temperature for 4 hours. After completion of the reaction, the reaction mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give 3-bromo-5-methylaniline (4.0 g, 93% yield) as a brown solid. Mass spectrometry analysis showed m/z (M+H) of 186.2.

References

[1] Patent: WO2014/149164, 2014, A1. Location in patent: Paragraph 001105
[2] Chemische Berichte, 1880, vol. 13, p. 963
[3] Chemische Berichte, 1881, vol. 14, p. 417
[4] Justus Liebigs Annalen der Chemie, 1878, vol. 192, p. 203
[5] Journal of the Chemical Society, 1929, p. 1255