2-Trifluoromethyl-5-bromopyridine Chemical Properties

Melting point:

44-46 °C

Boiling point:

68-70°C 10mm

Density 

1.707±0.06 g/cm3(Predicted)

Flash point:

174 °F

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

form 

powder to crystal

pka

-1.80±0.22(Predicted)

color 

White to Almost white

InChI

InChI=1S/C6H3BrF3N/c7-4-1-2-5(11-3-4)6(8,9)10/h1-3H

InChIKey

RPFAUCIXZGMCFN-UHFFFAOYSA-N

SMILES

C1(C(F)(F)F)=NC=C(Br)C=C1

CAS DataBase Reference

436799-32-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

T,Xi

Risk Statements 

25-36/37/38

Safety Statements 

26-36/37/39-37-45

RIDADR 

UN 2811 6.1/PG 3

WGK Germany 

3

HazardClass 

IRRITANT

PackingGroup 

Ⅲ

HS Code 

29333990

MSDS

• Language:English Provider:SigmaAldrich

2-Trifluoromethyl-5-bromopyridine Usage And Synthesis

Chemical Properties

white crystal powder

Uses

Regioselective C-4 deprotonation with LDA and trapping with carbon dioxide leads to the corresponding C-4 acid.

Synthesis

Step 1: Synthesis of 5-bromo-2-(trifluoromethyl)pyridine To a stirred solution of 2,5-dibromopyridine (0.1 g, 0.421 mmol) in DMF (5.0 mL) was sequentially added methyl fluorosulfonyl difluoroacetate (0.405 g, 2.109 mmol) and cuprous iodide (0.401 g, 2.109 mmol). The reaction mixture was stirred at 100 °C for 12 h and the progress of the reaction was monitored by thin layer chromatography (TLC). After completion of the reaction, the mixture was cooled to room temperature, diluted with water and extracted with ethyl acetate (EtOAc). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4) and concentrated under reduced pressure to afford the crude product 5-bromo-2-(trifluoromethyl)pyridine (0.07 g, 73% yield) as a light yellow oil, which could be used in subsequent steps without further purification. Mass spectrum (MS): 227.28 [M++1].

References

[1] Patent: US2017/291910, 2017, A1. Location in patent: Paragraph 0577-0579
[2] Patent: US2017/291894, 2017, A1. Location in patent: Paragraph 0445-0447

2-Trifluoromethyl-5-bromopyridine(436799-32-5)Related Product Information

• Azamethiphos
• (Trifluoromethyl)trimethylsilane
• 3-Trifluoromethylpyridine
• 2-Chloro-5-chloromethylpyridine
• 1-Hexadecylpyridinium bromide
• 4-(Trifluoromethyl)pyridine
• Pyridine
• 2-(Trifluoromethyl)pyridine
• 2,4,6-Collidine
• 4-Methylpyridine
• 5-bromo-2-(trifluoromethyl)pyrimidine
• 2-Bromo-5-(trifluoromethyl)pyridine, 95+%,2-Bromo-5-(trifluoromethyl)pyridine97%,2-Bromo-5-(trifluoromethyl)pyridine 97%,2-BROMO-5-(TRIFLUOROMETHYL)PYRIDINE
• BROMOTRIFLUOROMETHANE
• 3-Amino-2-bromo-6-(trifluoromethyl)pyridine
• 2-BROMO-4-(TRIFLUOROMETHYL)PYRIDINE
• 6-BROMO-2-(TRIFLUOROMETHYL)PYRIDINE,2-TRIFLUOROMETHYL-6-BROMOPYRIDINE,2-BROMO-6-(TRIFLUOROMETHYL)PYRIDINE
• 3-BROMO-5-(TRIFLUOROMETHYL)PYRIDINE,3-Bromo-5-(trifluoromethyl)pyridine 95%,3-Bromo-5-(trifluoromethyl)pyridine95%,5-Trifluoromethyl-3-bromopyridine
• Bromine