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2-Iodo-5-trifluoromethylpyridine

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CAS:100366-75-4
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CAS:100366-75-4
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CAS:100366-75-4
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CAS:100366-75-4
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2-Iodo-5-trifluoromethylpyridine Basic information
Application
Product Name:2-Iodo-5-trifluoromethylpyridine
Synonyms:2-Iodo-5-(Trifluoromethyl)Pyri;2-Iodo-5-trifluoromethylpyridine;2-Iodo-5-(trifluoromethyl)pyridine;5-(trifluoromethyl)-2-iodopyridine;Pyridine,2-iodo-5-(trifluoroMethyl)-;6-Iodo-alpha,alpha,alpha-trifluoro-3-picoline;2-Iodo-5-(trifluoromethyl)pyridine 98%;2-Iodo-5-trifluoromethylpyridine ISO 9001:2015 REACH
CAS:100366-75-4
MF:C6H3F3IN
MW:272.99
EINECS:
Product Categories:Fluorine series;blocks;Iodides;Pyridines
Mol File:100366-75-4.mol
2-Iodo-5-trifluoromethylpyridine Structure
2-Iodo-5-trifluoromethylpyridine Chemical Properties
Melting point 82-83 °C(Solv: hexane (110-54-3))
Boiling point 215.7±40.0 °C(Predicted)
density 1.974±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
form solid
pka-0.58±0.10(Predicted)
color Off-white
Sensitive Light Sensitive
InChI1S/C6H3F3IN/c7-6(8,9)4-1-2-5(10)11-3-4/h1-3H
InChIKeyWSEVWIIOEQZEOU-UHFFFAOYSA-N
SMILESFC(F)(F)c1ccc(I)nc1
Safety Information
Hazard Codes Xi,T
Risk Statements 25
Safety Statements 45
RIDADR 2811
WGK Germany 3
HazardClass IRRITANT
PackingGroup 
HS Code 2933399990
Storage Class6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects
Hazard ClassificationsAcute Tox. 3 Oral
MSDS Information
2-Iodo-5-trifluoromethylpyridine Usage And Synthesis
Application5-Trifluoromethyl-2-iodopyridine is a pyridine compound. Due to the electron-deficient nature of the pyridine ring, the iodine atom in its structure can undergo deiodination under the attack of strong nucleophiles. It can also undergo cross-coupling reactions with aryl halides catalyzed by metallic copper. Furthermore, this substance can undergo deiodination cyanation with aryl iodine in the presence of copper cyano, and can be used in the synthesis of pyridine cyanides.
Synthesis
2-Chloro-5-trifluoromethylpyridine

52334-81-3

Acetyl chloride

75-36-5

2-Iodo-5-trifluoromethylpyridine

100366-75-4

a) Synthesis of 2-iodo-5-trifluoromethylpyridine: Sodium iodide (43.3 g, 289.1 mmol) was added to a solution of 2-chloro-5-trifluoromethylpyridine (15.0 g, 82.6 mmol) in acetonitrile (400 mL), and the reaction mixture was stirred at 88 °C until the sodium iodide was completely dissolved. Subsequently, acetyl chloride (8.8 mL, 12.3 mmol) was slowly added dropwise to the solution and precipitation was observed. The reaction mixture was refluxed for 24 hours, cooled and concentrated to give an oil. The oil was dissolved in dichloromethane, washed sequentially with 10% sodium thiosulfate solution, 10% sodium carbonate solution and saturated saline, dried over anhydrous magnesium sulfate, filtered and concentrated. The residue was purified by column chromatography using dichloromethane as eluent to give 10.9 g (48.4% yield) of light yellow target product.1H NMR (CDCl3): δ 8.68 (s, 1H), 7.88 (m, 1H), 7.49 (d, J = 9.9 Hz, 1H).

References[1] Patent: US2003/45546, 2003, A1
2-Iodo-5-trifluoromethylpyridine Preparation Products And Raw materials
Raw materials2-Chloro-5-trifluoromethylpyridine-->Acetyl chloride-->Acetonitrile-->Dichloromethane-->Sodium iodide
Preparation Products5-(Trifluoromethyl)pyridine-2-carboxylic acid
Tag:2-Iodo-5-trifluoromethylpyridine(100366-75-4) Related Product Information
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