81565-18-6

Basic information

• Product Name: 2-Chloro-4-(trifluoromethyl)pyridine
• Synonyms: Pyridine,2-chloro-4-(trifluoromethyl)-;2-Chloro-4-(trifluor;2-Chloro-alpha,alpha,alpha-trifluoro-4-picoline;2-CHLORO-4-(TRIFLUOROMETHYL)PYRIDINE;BUTTPARK 27\01-81;2-Chloro-4-(trifluoromethyl)pyridine 98%;2-Chloro-4-(trifluoromethyl)pyridine98%
• CAS NO: 81565-18-6
• Molecular Formula: C₆H₃ClF₃N
• Molecular Weight: 181.54
• EINECS: 1308068-626-2
• Product Categories: Heterocyclic Building Blocks;Building Blocks;C5 to C6;C6 to C7;Chemical Synthesis;Halogenated Heterocycles;Heterocyclic Building Blocks;Fluorine series;Pyridine series;Halides;Pyridines;Pyridine;Pyridines derivates;C6Heterocyclic Building Blocks;Halogenated Heterocycles
• Mol File: 81565-18-6.mol
• Article Data: 14

Chemical Properties

• Melting Point: -19°C
• Boiling Point: 146-147 °C(lit.)
• Flash Point: 127 °F
• Appearance: Light yellow liquid
• Density: 1.411 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0688mmHg at 25°C
• Refractive Index: n20/D 1.4490(lit.)
• Storage Temp.: Room temperature.
• Solubility: Chloroform, Methanol (Sparingly)
• PKA: -1.34±0.10(Predicted)
• BRN: 4246276
• CAS DataBase Reference: 2-Chloro-4-(trifluoromethyl)pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Chloro-4-(trifluoromethyl)pyridine(81565-18-6)
• EPA Substance Registry System: 2-Chloro-4-(trifluoromethyl)pyridine(81565-18-6)

Safety Data

• Hazard Codes: Xi,T,F
• Statements: 10-36/37/38-25-11
• Safety Statements: 26-36-45-36/37/39-22-16
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 81565-18-6(Hazardous Substances Data)

Usage

Chemical Properties

Light yellow liquid

Uses

2-Chloro-4-(trifluoromethyl)pyridine may be used in the synthesis of:4,4′-bis( trifluoromethyl)-2,2′-bipyridine4-(trifluoromethyl)pyridine1,3-bis(4-(trifluoromethyl)pyridin-2-yl)benzene

General Description

2-Chloro-4-(trifluoromethyl)pyridine can be synthesized from 2-chloro-4-iodopyridine.

InChI:InChI=1/C11H11F3O2/c1-2-16-10(15)7-8-5-3-4-6-9(8)11(12,13)14/h3-6H,2,7H2,1H3

Upstream product

• 50650-59-4 4-(trifluoromethyl)-2-pyridone 
• 153034-86-7 2-chloro-4-iodopyridine 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 695-34-1 2-Amino-4-methylpyridine 
• 58310-28-4 (Difluoromethyl)triphenylphosphonium bromide 
• 75-45-6 Chlorodifluoromethane 
• 73583-37-6 2-chloro-4-bromopyridine 
• 339539-96-7 3-hydroxy-3-trifluoromethyl-1,5-pentanedialdehyde 
• 36610-32-9 4-hydroxy-4-trifluoromethyl-1,6-heptadiene 
• 3796-24-5 4-trifluoromethylpyridine 
• 22253-59-4 1-oxido-4-(trifluoromethyl)pyridin-1-ium 

Downstream Products

• 590371-81-6 2-chloro-4-(trifluoromethyl)pyridine-3-carboxylic acid 
• 118708-88-6 1-(4-(trifluoromethyl)pyridin-2-yl)piperazine 
• 869109-13-7 Methyl 4-(4-trifluoromethylpyridin-2-yloxy)benzenecarboxylate 
• 387881-01-8 (5-benzyloxy-4-methoxy-2-methylphenyl)(2-chloro-4-trifluoromethyl-pyridin-3-yl)methanol 
• 1202473-92-4 phenylmethyl 2-chloro-4-(trifluoromethyl)-3-pyridinecarboxylate 
• 1260811-97-9 7-(trifluoromethyl)[1,2,4]triazolo[1,5-a]pyridin-2-amine 
• 1544740-44-4 (5aR,6S,6aS)-3-((2-fluoro-5-(6-((4-hydroxy-4-methylpentyl)oxy)-4-(trifluoromethyl)pyridin-3-yl) benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid 
• 1544740-48-8 (5aR,6S,6aS)-ethyl 3-((2-fluoro-5-(6-((4-hydroxy-4-methylpentyl)oxy)-4-(trifluoromethyl)pyridin-3-yl) benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate 
• 1544739-97-0 (5aR,6S,6aS)-3-((3-(6-(2-hydroxy-2-methylpropoxy)-4-(trifluoromethyl)pyridin-3-yl)benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylic acid 
• 1544740-01-3 (5aR,6S,6aS)-ethyl 3-((3-(6-(2-hydroxy-2-methylpropoxy)-4-(trifluoromethyl)pyridin-3-yl) benzyl)oxy)-5,5a,6,6a-tetrahydrocyclopropa[4,5]cyclopenta[1,2-c]pyridine-6-carboxylate 
• 50650-59-4 2-hydroxy-4-(trifluoromethyl)-pyridine 
• 1456595-82-6 C₂₀H₁₃Cl₂F₃N₄O 

Relevant articles and documents

SUBSTITUTED AZOLE DIONE COMPOUNDS WITH ANTIVIRAL ACTIVITY

Provided herein are methods of using substituted azole dione compounds for treatment of viral infections.

Method for producing 2-chloro-4-trifluoromethylpyridine

The invention discloses a method for producing 2-chloro-4-trifluoromethylpyridine, and belongs to the technical field of fine chemical synthesis. The method comprises the following steps: taking 2-amino-4-methylpyridine as a raw material, and successively carrying out diazotization, chlorination and fluoridation on the 2-amino-4-methylpyridine to obtain 2-chloro-4-trifluoromethylpyridine. The diazotization comprises the following steps: taking the 2-amino-4-methylpyridine as the raw material, and carrying out diazotization on the 2-amino-4-methylpyridine, sodium nitrite and hydrogen chloride in a reactor to obtain 2-chloro-4-methylpyridine. The chlorination comprises the following steps: taking the 2-chloro-4-methylpyridine as the raw material, feeding chlorine and carrying out chlorination to obtain 2-chloro-4-(trichloromethyl) pyridine as a main product and hydrogen chloride as a side product. The fluoridation comprises the following steps: taking the 2-chloro-4-(trichloromethyl) pyridine as the raw material, and carrying out fluoridation on the 2-chloro-4-(trichloromethyl) pyridine and anhydrous hydrogen fluoride in an autoclave to obtain the 2-chloro-4-trifluoromethylpyridine as a main product. Industrial production of the 2-chloro-4-trifluoromethylpyridine is realized.

DBU-Promoted Trifluoromethylation of Aryl Iodides with Difluoromethyltriphenylphosphonium Bromide

DBU-promoted trifluoromethylation of aryl iodides with difluoromethyltriphenylphosphonium bromide (DFPB) in the presence of copper source is described. In this transformation, DBU not only acts as base to deprotonate the difluoromethyl group in DFPB to generate difluoromethylene phosphonium ylide Ph3P+CF2-, but also converts the difluorocarbene generated from ylide Ph3P+CF2- into trifluoromethyl anion, finally resulting in the trifluoromethylation of aryl iodides. The reactions proceeded smoothly to afford expected products in moderate to good yields.