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2-Chloro-5-trifluoromethylpyridine

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Name

2-Chloro-5-trifluoromethylpyridine

EINECS 257-856-5
CAS No. 52334-81-3 Density 1.417 g/cm3
PSA 12.89000 LogP 2.75380
Solubility N/A Melting Point 29-33 °C
Formula C6H3ClF3N Boiling Point 171.636 °C at 760 mmHg
Molecular Weight 181.545 Flash Point 57.604 °C
Transport Information UN 2811 Appearance white to yellowish crystalline low melting solid
Safety 26-37/39-36/37/39-45-22-16 Risk Codes 36/37/38-20/21/22-25-11
Molecular Structure Molecular Structure of 52334-81-3 (2-Chloro-5-trifluoromethylpyridine) Hazard Symbols HarmfulXn, IrritantXi, ToxicT, FlammableF
Synonyms

2-Chloro-5-(trifluoromethyl)pyridine;5-Trifluoromethyl-2-chloropyridine;2,5-CTF;

Article Data 24

2-Chloro-5-trifluoromethylpyridine Synthetic route

3796-23-4

3-(trifluoromethyl)pyridine

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With 1% Pd on activated carbon; chlorine at 235℃; for 24h; Temperature; Reagent/catalyst; Inert atmosphere;94.9%
69045-78-9

2-chloro-5-(Trichloromethyl)-pyridine

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With hydrogen fluoride; mercury(II) oxide87%
With antimony(III) fluoride for 0.166667h; Heating;54.5%
With hydrogen fluoride
With hydrogen fluoride at 130℃; Temperature;
108-99-6

3-Methylpyridine

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With magnesium fluoride; hydrogen fluoride; chlorine at 220 - 280℃; for 8h; Temperature; Reagent/catalyst; Inert atmosphere;76.7%
261956-65-4

2-chloro-5-trifluoromethylpyridine 1-oxide

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate In dichloromethane at 31℃; for 16h; Sealed tube; Irradiation;59%
22253-72-1

3-(trifluoromethyl)pyridine-N-oxide

A

52334-81-3

2-chloro-5-trifluoromethylpyridine

B

65753-47-1

2-chloro-3-trifluoromethyl-pyridine

Conditions
ConditionsYield
Stage #1: 3-(trifluoromethyl)pyridine-N-oxide With trichlorophosphate In 1,2-dichloro-ethane at 105 - 125℃; for 7h;
Stage #2: With triethylamine In 1,2-dichloro-ethane at -30 - -20℃; for 3h;
A 25.34%
B 50.34%
69045-79-0

2-choro-5-iodopyridine

trimethylsilyl 2-chloro-2,2-difluoroacetate

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With potassium fluoride; copper(l) iodide; triethylamine In N,N-dimethyl-formamide at 90℃; for 4h; Sealed tube; Inert atmosphere;38%
With copper(l) iodide; N,N,N,N,-tetramethylethylenediamine; silver fluoride In N,N-dimethyl-formamide at 100℃; for 1h; Inert atmosphere; Sealed tube; chemoselective reaction;98 %Spectr.
69045-79-0

2-choro-5-iodopyridine

2923-18-4

sodium 2,2,2-trifluoroacetate

A

20857-44-7

2,5-bis(trifluoromethyl)pyridine

B

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With 1-methyl-pyrrolidin-2-one; copper(l) iodide at 160℃; for 4h;A 7 % Chromat.
B 85 % Chromat.
69045-78-9

2-chloro-5-(Trichloromethyl)-pyridine

A

52334-81-3

2-chloro-5-trifluoromethylpyridine

B

69045-82-5

2-fluoro-5-(trifluoromethyl)pyridine

Conditions
ConditionsYield
With antimony(III) fluoride
5326-23-8

6-Chloro-3-pyridinecarboxylic acid

sulfur tetrafluoride

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With hydrogen fluoride In (2S)-N-methyl-1-phenylpropan-2-amine hydrate
With hydrogen fluoride
With sodium hydroxide; hydrogen fluoride
5006-66-6

6-hydroxy-3-pyridinecarboxylic acid

sulfur tetrafluoride

52334-81-3

2-chloro-5-trifluoromethylpyridine

Conditions
ConditionsYield
With phosphorus pentachloride In water

2-Chloro-5-trifluoromethylpyridine Specification

The IUPAC name of 2-Chloro-5-(trifluoromethyl)pyridine is 2-chloro-5-(trifluoromethyl)pyridine. With the CAS registry number 52334-81-3, it is also named as Pyridine, 2-chloro-5-(trifluoromethyl)-. The product's categories are Blocks; Fluoro Compounds; Pyridines; Pyridine; Pyridines, Pyrimidines, Purines and Pteredines; Pyridine Series; Halides; Pyridines Derivates; Chloropyridines; Halopyridines; C6 Heterocyclic Building Blocks; Halogenated Heterocycles; Heterocyclic Building Blocks. Besides, it is white to yellowish crystalline low melting solid, which should be stored in tightly sealed containers in a cool, dry place at 0-6 °C. And you should ensure that the workplaces have good ventilated or exhaust devices. In addition, its molecular formula is C6H3ClF3N and molecular weight is 181.54.

The other characteristics of this product can be summarized as: (1)EINECS: 257-856-5; (2)ACD/LogP: 2.32; (3)# of Rule of 5 Violations: 0; (4)ACD/LogD (pH 5.5): 2.315; (5)ACD/LogD (pH 7.4): 2.315; (6)ACD/BCF (pH 5.5): 33.837; (7)ACD/BCF (pH 7.4): 33.837; (8)ACD/KOC (pH 5.5): 432.864; (9)ACD/KOC (pH 7.4): 432.864; (10)#H bond acceptors: 1; (11)#H bond donors: 0; (12)#Freely Rotating Bonds: 0; (13)Polar Surface Area: 12.89 Å2; (14)Index of Refraction: 1.447; (15)Molar Refractivity: 34.219 cm3; (16)Molar Volume: 128.118 cm3; (17)Polarizability: 13.565×10-24cm3; (18)Surface Tension: 27.918 dyne/cm; (19)Density: 1.417 g/cm3; (20)Flash Point: 57.604 °C; (21)Melting Point: 29-33 °C; (22)Enthalpy of Vaporization: 39.126 kJ/mol; (23)Boiling Point: 171.636 °C at 760 mmHg; (24)Vapour Pressure: 1.844 mmHg at 25 °C.

Preparation of 2-Chloro-5-(trifluoromethyl)pyridine: frist of all, you can use Cl2 to react with 2-Chloro-5-methylpyridine. And you would obtain 2-Chloro-5-trichloromethylpyridine. Then you will get this chemical by fluorination.

Uses of 2-Chloro-5-(trifluoromethyl)pyridine: this chemical can be used as an intermediate of Fluazifop. What's more, it can react with [1,4]diazepane to get 1,4-bis-(5-trifluoromethyl-pyridin-2-yl)-[1,4]diazepane.



This reaction needs triethylamine, polytetrafluoroethylene (PTFE) and tetrahydrofuran at temperature of 100 °C for 4 days. The yield is 89 %.

When you are using this chemical, please be cautious about it as the following: it is highly flammable, so please keep away from sources of ignition. It is also harmful by inhalation, in contact with skin and if swallowed. And it is toxic if swallowed. Please do not breathe dust. Moreover, it irritates to eyes, respiratory system and skin. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. And you should wear suitable protective clothing, gloves and eye/face protection. Additionally, in case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)

People can use the following data to convert to the molecule structure.
(1)Canonical SMILES: C1=CC(=NC=C1C(F)(F)F)Cl
(2)InChI: InChI=1S/C6H3ClF3N/c7-5-2-1-4(3-11-5)6(8,9)10/h1-3H
(3)InChIKey: JFZJMSDDOOAOIV-UHFFFAOYSA-N 

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