2-Amino-5-bromobenzotrifluoride Chemical Properties

Melting point:

84～86℃/5mm

Boiling point:

84-86 °C5 mm Hg(lit.)

Density 

1.71 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.532(lit.)

Flash point:

225 °F

storage temp. 

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

form 

clear liquid

pka

0.76±0.10(Predicted)

Specific Gravity

1.71

color 

Light yellow to Yellow to Orange

BRN 

2211504

InChIKey

PHXGKHTWEOPCEW-UHFFFAOYSA-N

CAS DataBase Reference

445-02-3(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 4-bromo-2-(trifluoromethyl)-(445-02-3)

EPA Substance Registry System

4-Bromo-2-(trifluoromethyl)aniline (445-02-3)

Safety Information

Hazard Codes 

Xn,Xi,C

Risk Statements 

20/21/22-36/37/38-34

Safety Statements 

26-36-36/37/39-45-27

WGK Germany 

3

Hazard Note 

Irritant

TSCA 

T

HazardClass 

6.1

HS Code 

29214300

MSDS

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2-Amino-5-bromobenzotrifluoride Usage And Synthesis

Chemical Properties

Clear yellow liquid

Uses

4-Bromo-2-(trifluoromethyl)aniline has been used in the preparation of 2,5-dibromo-(trifluoromethyl)benzene and 5-bromo-2-iodo-(trifluoromethyl)benzene.

Uses

2-Amino-5-bromobenzotrifluoride is a reagent used for the synthesis of α-aminophosphonate which exhibits moderate antitumor activity.

Synthesis

The general procedure for the synthesis of 2-amino-5-bromobenzotrifluoride from 1-(trifluoromethyl)-1,2-phenyliodo-3(1H)-one and 4-bromoaniline is as follows: in this embodiment, the same reaction and post-processing procedure as in Example 28 is used, wherein the aromatic amine is p-bromoaniline. The specific reaction conditions were as follows: 1-(trifluoromethyl)-1,2-phenyl iodo-3(1H)-one (0.5 mmol, 1.0 eq.), aromatic amine (1.5 mmol, 3.0 eq.), nickel hydroxide (10 μmol), and potassium carbonate (1.5 mmol, 3.0 eq.) were used as a base, and the reaction was carried out for 2 hours at 35°C in DMSO (2 mL). After the reaction was completed, post-treatment was performed according to the method of Example 1.

References

[1] Organic Letters, 2018, vol. 20, # 13, p. 3732 - 3735
[2] Patent: CN108503552, 2018, A. Location in patent: Paragraph 0232-0236
[3] Organic Letters, 2014, vol. 16, # 6, p. 1768 - 1771
[4] Patent: CN103553857, 2016, B. Location in patent: Paragraph 0019-0020

2-Amino-5-bromobenzotrifluoride(445-02-3)Related Product Information

• 2-Amino-5-chlorobenzotrifluoride
• Acid Blue 93
• 3-Aminophenol
• 2,3-DIAMINOTOLUENE
• 2-Methylbenzotrifluoride
• 3-Bromotoluene
• 6-Aminocaproic acid
• 3-Fluorobenzotrifluoride
• Aniline
• 1,4-Bis(trifluoromethyl)-benzene
• Glycine
• ALTRENOGEST
• Benzotrifluoride
• 3,5-Bis(trifluoromethyl)benzoic acid
• 3,5-Bis(trifluoromethyl)bromobenzene
• 3,5-Bis(trifluoromethyl)benzoyl chloride
• Tris(hydroxymethyl)aminomethane
• Bromine