4-broMo-2-(1,1,1-trifluoro-2-Methylpropan-2-yl)pyridine Property

Boiling point:

209.3±40.0 °C(Predicted)

Density 

1.473±0.06 g/cm3(Predicted)

storage temp. 

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

pka

2.29±0.10(Predicted)

InChI

InChI=1S/C9H9BrF3N/c1-8(2,9(11,12)13)7-5-6(10)3-4-14-7/h3-5H,1-2H3

InChIKey

XAQNICQGPIHIIH-UHFFFAOYSA-N

SMILES

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

4-broMo-2-(1,1,1-trifluoro-2-Methylpropan-2-yl)pyridine Chemical Properties,Usage,Production

Synthesis

To a solution of 18-6 (8.7 g, 42.40 mmol, 1 eq) in 1,2-dichloroethane (90 mL) was added Phosphorus(V) oxybromide (18.23 g, 63.60 mmol, 6.47 mL, 1.5 eq). The mixture was stirred at 80°C for 4 hours. TLC (Petroleum ether: Ethyl acetate: Ethanol =4:3:1) showed a part of starting material was remained. Another Phosphorus (V) oxybromide (6.08 g, 21.20 mmol, 2.16 mL, 0.5 eq) was added into the mixture. The reaction mixture was stirred at 80°C for another 3 hours. TLC (Petroleum ether: ethyl acetate: ethanol=4:3:1) showed the starting material was consumed completely. The mixture was combined with another batch (1 g scale) and then poured into ice saturated sodium bicarbonate solution (300 mL) and adjust the pH=7~8. The mixture was extracted with ethyl acetate (100 mLx3). The combined organic layers were washed with brine (100 mL), dried over anhydrous sodium sulfate, filtered, concentrated in vacuum. The residue was purified by column chromatography (SiO2, Petroleum ether: ethyl acetate=1:0 to 50:11) to give 18-7 (8.5 g, 31.71 mmol, 67.37% yield, 100% purity) as light yellow oil.

Synthesis

4-broMo-2-(1,1,1-trifluoro-2-Methylpropan-2-yl)pyridine can be used as organic synthesis intermediate and pharmaceutical intermediate, mainly used in laboratory research and development process and chemical production process.