4-BROMO-5-FLUORO-2-METHYLANILINE Chemical Properties

Melting point:

77-80°C

Boiling point:

245℃

Density 

1.589

Flash point:

102℃

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

form 

powder

pka

2.73±0.10(Predicted)

color 

Creamy beige

InChI

InChI=1S/C7H7BrFN/c1-4-2-5(8)6(9)3-7(4)10/h2-3H,10H2,1H3

InChIKey

BRAZFTXACIZDRP-UHFFFAOYSA-N

SMILES

C1(N)=CC(F)=C(Br)C=C1C

Safety Information

HS Code 

2921410090

4-BROMO-5-FLUORO-2-METHYLANILINE Usage And Synthesis

Application

Polymers of aniline and aniline derivatives (such as 4-bromo-5-fluoro-2-methylaniline) can be used to manufacture thermoelectric materials. These materials are energy conversion materials that rely on temperature difference to drive the movement of charge carriers inside the material to achieve direct conversion of thermal energy and electrical energy. They are characterized by easy synthesis, tunable structure, electrical conductivity, good solubility, and low thermal conductivity.

Chemical Properties

Type of white solid

Synthesis

General procedure for the synthesis of 4-bromo-5-fluoro-2-methylaniline from 5-fluoro-2-methylaniline: In a dry reaction flask, N-bromosuccinimide (NBS, 14.22 g, 80 mmol), 5-fluoro-2-methylaniline (10 g, 80 mmol), and N,N-dimethylformamide (DMF, 200 mL) were added in sequence. The reaction mixture was stirred at 25°C for 12 hours. Upon completion of the reaction, the mixture was slowly poured into ice water and a solid was precipitated. The solid was collected by filtration and washed with cold water to afford 4-bromo-5-fluoro-2-methylaniline (13 g, 71% yield) as a yellow solid. Product mass spectral data: LC-MS m/z 204 ([M + H]+), retention time 1.68 min.

References

[1] Patent: WO2016/203401, 2016, A1. Location in patent: Page/Page column 72
[2] Patent: WO2018/104766, 2018, A1. Location in patent: Page/Page column 72

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