5-BROMO-2-FLUOROANILINE Chemical Properties

Melting point:

27℃

Boiling point:

105 °C / 12mmHg

Density 

1.694±0.06 g/cm3(Predicted)

refractive index 

1.59

Flash point:

27 °C

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Solid

pka

2.13±0.10(Predicted)

color 

White or Colorless to Yellow to Orange

Water Solubility 

Slightly soluble in water.

InChI

InChI=1S/C6H5BrFN/c7-4-1-2-5(8)6(9)3-4/h1-3H,9H2

InChIKey

ADWKOCXRCRSMLQ-UHFFFAOYSA-N

SMILES

C1(N)=CC(Br)=CC=C1F

CAS DataBase Reference

2924-09-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xi,Xn

Risk Statements 

22-36-52-36/37/38-20/21/22

Safety Statements 

26-60-36/37-9

RIDADR 

2811

Hazard Note 

Toxic

HazardClass 

IRRITANT, TOXIC

HazardClass 

6.1

HS Code 

29214990

5-BROMO-2-FLUOROANILINE Usage And Synthesis

Chemical Properties

Light yellow solid

Uses

5-Bromo-2-fluoroaniline is used as pharmaceutical intermediate.

Synthesis

General procedure for the synthesis of 5-bromo-2-fluoroaniline from 4-bromo-1-fluoro-2-nitrobenzene: 5-bromo-2-fluoro nitrobenzene (698 g) was dissolved in 95% ethanol (0.90 L), which was subsequently added to a mixed system of powdered iron (711 g) and saturated aqueous ammonium chloride (2.0 L). The reaction mixture was stirred continuously at 70°C for 24 hours (the reaction process was monitored by HPLC until complete). Upon completion of the reaction, the mixture was cooled to room temperature, filtered through diatomaceous earth and the filtrate was concentrated under reduced pressure to remove the solvent. The residue was subjected to liquid-liquid extraction with ethyl acetate (2 L) and water (2 L) to separate the organic and aqueous phases. The aqueous phase was further extracted once with ethyl acetate (1L). All organic phases were combined, washed with water (1 L), dried with anhydrous magnesium sulfate, filtered and the organic phase was concentrated under reduced pressure. Finally, 545.76 g of 5-bromo-2-fluoroaniline was obtained in 91% yield by high vacuum treatment for 5 h to completely remove the residual ethyl acetate.

References

[1] Patent: WO2006/48761, 2006, A2. Location in patent: Page/Page column 32
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 19, p. 4337 - 4341
[3] Patent: WO2005/94822, 2005, A1. Location in patent: Page/Page column 44
[4] Patent: WO2004/52847, 2004, A2. Location in patent: Page 171
[5] Patent: CN104530107, 2016, B. Location in patent: Paragraph 0022

5-BROMO-2-FLUOROANILINE(2924-09-6)Related Product Information

• 3-Fluoro-4-broMoaniline
• 2-BROMO-3-FLUOROANILINE
• 3-CHLORO-2,6-DIBROMO-4-FLUOROANILINE
• 2,4-DIBROMO-6-FLUOROANILINE
• 5-BROMO-2-FLUOROANILINE
• 2-(DIFLUOROMETHOXY)BROMOBENZENE
• 2-(Trifluoromethoxy)bromobenzene
• 2-Bromo-6-fluoroaniline, 98+%,2-BROMO-6-FLUOROANILINE
• 2-BROMO-4-FLUOROANILINE,2-Bromo-4-fluoroaniline 99%,2-Bromo-4-fluoroaniline99%,2-BROMO-4-FLUOROANILINE 98+%
• 4-Bromo-2-fluoroaniline 99%,4-Bromo-2-fluoroaniline99%,-BROMO-2-FLUOROANILINE, 98%,4-Bromo-2-fluoroaniline,98+%,4-BROMO-2-FLUOROANILINE
• 1-Bromo-3-fluoro-5-nitrobenzene
• Vandetanib
• 2,6-Dibromo-4-fluoroaniline
• 2-Bromo-5-fluoroaniline 98%,2-Bromo-5-fluoroaniline98%,2-BROMO-5-FLUOROANILINE
• 4-Fluorobenzoyl chloride
• 3-BROMO-4-FLUOROANILINE,3-Bromo-4-fluoroaniline98%,3-Bromo-4-fluoroaniline 98%
• 2-Fluoroaniline
• 5-BROMO-2-FLUOROANILINE HYDROCHLORIDE