ChemicalBook > CAS DataBase List > 5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE

5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE

Product Name
5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE
CAS No.
823221-93-8
Chemical Name
5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE
Synonyms
5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE;Pyridine, 5-broMo-2-chloro-4-(trifluoroMethyl)-
CBNumber
CB31515665
Molecular Formula
C6H2BrClF3N
Formula Weight
260.44
MOL File
823221-93-8.mol
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5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE Property

Melting point:
11-13 °C
Boiling point:
80-81 °C(Press: 16 Torr)
Density 
1.813 g/cm3
storage temp. 
under inert gas (nitrogen or Argon) at 2-8°C
form 
liquid
pka
-3.73±0.10(Predicted)
color 
Clear, yellow
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Safety

Hazard Codes 
Xi
HazardClass 
IRRITANT
HS Code 
2933399990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

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

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

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N-Bromosuccinimide Price

TRC
Product number
B690908
Product name
5-Bromo-2-chloro-4-(trifluoromethyl)pyridine
Packaging
100mg
Price
$45
Updated
2021/12/16
TRC
Product number
B690908
Product name
5-Bromo-2-chloro-4-(trifluoromethyl)pyridine
Packaging
500mg
Price
$115
Updated
2021/12/16
Apolloscientific
Product number
PC49632
Product name
5-Bromo-2-chloro-4-(trifluoromethyl)pyridine
Packaging
1g
Price
$35
Updated
2021/12/16
SynQuest Laboratories
Product number
3H32-F-07
Product name
5-Bromo-2-chloro-4-(trifluoromethyl)pyridine
Packaging
1g
Price
$56
Updated
2021/12/16
Matrix Scientific
Product number
032367
Product name
5-Bromo-2-chloro-4-(trifluoromethyl)pyridine
Purity
95%
Packaging
1g
Price
$79
Updated
2021/12/16
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5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE Chemical Properties,Usage,Production

Uses

5-Bromo-2-chloro-4-(trifluoromethyl)pyridine is an organic compound mainly used as a pharmaceutical intermediate, especially for the synthesis of certain drugs.

Synthesis

680-15-9

401892-47-5

823221-93-8

To a stirred solution of 5-bromo-2-chloro-4-iodopyridine (20.0 g, 63.09 mmol, 1.0 eq.) in N,N-dimethylformamide (DMF, 200 mL) at room temperature and under argon protection was added sequentially methyl 2,2-difluoro-2-(fluorosulfonyl)acetate (16.15 mL, 126.18 mmol, 2.0 eq.) and iodide cuprous iodide (CuI, 24.02 g, 126.18 mmol, 2.0 equiv). The reaction mixture was heated to 100 °C with continuous stirring for 6 hours. The reaction progress was monitored by thin layer chromatography (TLC) and non-polar spots were observed. After completion of the reaction, the mixture was diluted with water (200 mL), filtered and washed sequentially with n-pentane (1 L) and cold water (3 L). The organic layer was separated and dried over anhydrous sodium sulfate and subsequently concentrated under reduced pressure at 30 °C. The crude product was purified by silica gel column chromatography (100-200 mesh) with petroleum ether solution of 5% ethyl acetate as eluent to afford the target product 5-bromo-2-chloro-4-trifluoromethylpyridine (9.0 g, yield 55.2%) as a liquid compound.TLC conditions: petroleum ether solution of 5% ethyl acetate; Rf value: 0.7.

References

[1] Patent: WO2017/147700, 2017, A1. Location in patent: Paragraph 00355
[2] Patent: WO2017/147701, 2017, A1. Location in patent: Paragraph 00320; 00322-00323

5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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5-BROMO-2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE Suppliers

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