5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Product Name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- CAS No.
- 1010422-51-1
- Chemical Name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Synonyms
- 3-bromo-4-methyl-6-(trifluoromethyl)pyridine;5-Bromo-4-methyl-2-(trifluoromethyl)pyridine;Pyridine, 5-bromo-4-methyl-2-(trifluoromethyl)-
- CBNumber
- CB82534826
- Molecular Formula
- C7H5BrF3N
- Formula Weight
- 240.02
- MOL File
- 1010422-51-1.mol
5-Bromo-4-methyl-2-(trifluoromethyl)pyridine Property
- Boiling point:
- 203℃
- Density
- 1.614
- Flash point:
- 76℃
- storage temp.
- Sealed in dry,Room Temperature
- pka
- -1.17±0.30(Predicted)
- Appearance
- Colorless to light yellow Liquid
Safety
- HS Code
- 2933399990
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
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
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.
P321Specific treatment (see … on this label).
P330Rinse mouth.
P332+P313IF SKIN irritation occurs: Get medical advice/attention.
P362Take off contaminated clothing and wash before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- B679500
- Product name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Packaging
- 10mg
- Price
- $45
- Updated
- 2021/12/16
- Product number
- PC900609
- Product name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Purity
- 95%
- Packaging
- 100mg
- Price
- $114
- Updated
- 2021/12/16
- Product number
- 3H32-B-6K
- Product name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Purity
- 95%
- Packaging
- 100mg
- Price
- $125
- Updated
- 2021/12/16
- Product number
- PC900609
- Product name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Purity
- 95%
- Packaging
- 250mg
- Price
- $182
- Updated
- 2021/12/16
- Product number
- 0321AA
- Product name
- 5-Bromo-4-methyl-2-(trifluoromethyl)pyridine
- Packaging
- 100mg
- Price
- $197
- Updated
- 2021/12/16
5-Bromo-4-methyl-2-(trifluoromethyl)pyridine Chemical Properties,Usage,Production
Synthesis
436799-32-5
74-88-4
1010422-51-1
In a dry 250 mL three-necked round-bottomed flask equipped with a stir bar, thermometer and flushed with nitrogen, anhydrous THF (16 mL, Aldrich, no inhibitor) was added followed by N,N-diisopropylamine (0.895 g, 8.85 mmol, Aldrich, redistilled 99.95% pure). After cooling the stirred solution to -70 °C, n-butyllithium (3.54 mL of a 2.5 M hexane solution, 8.85 mmol) was added slowly and dropwise, keeping the reaction temperature below -60 °C. The resulting solution was continued to be stirred at -70 °C for 10 min, followed by warming to -20 °C and then rapidly cooled to -90 °C. A solution of 5-bromo-2-(trifluoromethyl)pyridine (2 g, 8.85 mmol) in anhydrous THF (8 mL, Aldrich, no inhibitor) was slowly added dropwise to ensure that the reaction temperature was below -85°C. The resulting orange solution was stirred at -90 °C for 40 min. In another dry 250 mL three-necked round-bottomed flask equipped with a stir bar, thermometer and flushed with nitrogen, anhydrous THF (5 mL, Aldrich, no inhibitor) was added, followed by iodomethane (5 mL, 80 mmol). After cooling the solution to -90 °C, the preformed lithiated pyridine solution was slowly added through a cannula, controlling the addition rate to keep the reaction temperature in the receiving flask below -80 °C. The resulting dark-colored solution was continued to be stirred at -90 °C for 15 min (LCMS showed completion of the reaction). The reaction mixture was quenched with saturated aqueous NaHCO3 followed by slow addition of NH4Cl solution (50 mL) and warmed to room temperature. The organic phase was extracted with EtOAc (2 x 50 mL) and the combined organic layers were washed sequentially with water (50 mL) and brine (50 mL), separated, dried with MgSO4 and filtered. Vacuum concentration afforded 1.68 g of brown oil, which was purified by short-range vacuum distillation (45-46 °C, ca. 5 mmHg) to give 5-bromo-4-methyl-2-(trifluoromethyl)pyridine (0.289 g, 14% yield) as a yellow oil (purity >97%). mS (M+H)+: 241.8, tR = 2.458 min (Method 1); 1H NMR (CDCl3) δ 8.74 (1H, s), 7.56 (1H, s), 2.50 (3H, s).
References
[1] Patent: WO2008/124610, 2008, A1. Location in patent: Page/Page column 45; 46
[2] Patent: WO2008/124614, 2008, A1. Location in patent: Page/Page column 37-38
5-Bromo-4-methyl-2-(trifluoromethyl)pyridine Preparation Products And Raw materials
Raw materials
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