113770-87-9

Basic information

• Product Name: 3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE
• Synonyms: 3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE;alpha,alpha,alpha,3-Tetrafluoropicoline;à,à,à,3-tetrafluoropicoline
• CAS NO: 113770-87-9
• Molecular Formula: C₆H₃F₄N
• Molecular Weight: 165.09
• EINECS: -0
• Product Categories: Pyridine series;Pyridine
• Mol File: 113770-87-9.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 37 °C10 mm Hg
• Flash Point: 68 °F
• Appearance: Light yellow liquid
• Density: 1.391 g/mL at 25 °C
• Vapor Pressure: 8.101mmHg at 25°C
• Refractive Index: n20/D 1.406
• Storage Temp.: Inert atmosphere,Room Temperature
• PKA: 0.45±0.18(Predicted)
• CAS DataBase Reference: 3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE(113770-87-9)
• EPA Substance Registry System: 3-FLUORO-4-(TRIFLUOROMETHYL)PYRIDINE(113770-87-9)

Safety Data

• Hazard Codes: F,T,Xi
• Statements: 11-25-36/37/38
• Safety Statements: 26-45
• RIDADR: UN 1992 3/PG 2
• WGK Germany: 3
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 113770-87-9(Hazardous Substances Data)

Usage

General Description

3-Fluoro-4-(trifluoromethyl)pyridine, also known as 4-fluoro-3-(trifluoromethyl)pyridine, is a chemical compound that belongs to the class of fluoropyridines. It is a colorless liquid with a molecular formula of C6H3F4N and a molecular weight of 169.09 g/mol. This chemical is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. It is also used as a reagent in organic chemistry reactions. 3-Fluoro-4-(trifluoromethyl)pyridine is considered to be a fluorine-containing compound with potential applications in various industries. Its precise properties, uses, and potential hazards should be evaluated according to the specific context of its application.

InChI:InChI=1/C6H3F4N/c7-5-3-11-2-1-4(5)6(8,9)10/h1-3H

Synthetic route

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) + 2-Amino-2-methyl-1-propanol (124-68-5) → C10H13F3N2O

Conditions	Yield
Stage #1: 2-Amino-2-methyl-1-propanol With sodium hydride In 1,4-dioxane; mineral oil at 0℃; for 0.25h; Stage #2: 3-fluoro-4-(trifluoromethyl)-pyridine In 1,4-dioxane; mineral oil at 100℃; for 1h;	84%
Stage #1: 2-Amino-2-methyl-1-propanol With sodium hydride In 1,4-dioxane; mineral oil at 0℃; for 0.25h; Stage #2: 3-fluoro-4-(trifluoromethyl)-pyridine In 1,4-dioxane; mineral oil at 100℃; for 1h;	84%

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) + N-t-butoxycarbonyl-tyramine (64318-28-1) → {2-[4-(4-trifluoromethylpyridine-3-yloxy)phenyl]ethyl}carbamic acid tert-butyl ester (1210071-59-2)

Conditions	Yield
With potassium carbonate In dimethyl sulfoxide at 100℃; for 0.5h;	60%

n-butyllithium (109-72-8, 29786-93-4) + 3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) → C6H2F4LiN

Conditions	Yield
In tetrahydrofuran; hexane at -78℃; for 1h;

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) → 3-fluoro-4-(trifluoromethyl)pyridine 1-oxide

Conditions	Yield
With dihydrogen peroxide; methyltrioxorhenium(VII) at 0 - 20℃;

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) → 3-(difluoromethyl)-5-({1-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl}oxy)benzonitrile (1338226-04-2)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: dihydrogen peroxide / methyltrioxorhenium(VII) / 0 - 20 °C 2.1: hydrogen; trifluoroacetic anhydride / 15 h / 85 °C 2.2: pH 9 3.1: potassium carbonate / 1,4-dioxane / 0.08 h 3.2: 2 h / 20 °C 4.1: potassium carbonate / 75 °C View Scheme

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) → 3-fluoro-4-(trifluoromethyl)pyridin-2-ol (1227594-89-9)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: dihydrogen peroxide / methyltrioxorhenium(VII) / 0 - 20 °C 2.1: hydrogen; trifluoroacetic anhydride / 15 h / 85 °C 2.2: pH 9 View Scheme

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) → 3-fluoro-1-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-4-(trifluoromethyl)pyridin-2(1 H)-one (1338226-22-4)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: dihydrogen peroxide / methyltrioxorhenium(VII) / 0 - 20 °C 2.1: hydrogen; trifluoroacetic anhydride / 15 h / 85 °C 2.2: pH 9 3.1: potassium carbonate / 1,4-dioxane / 0.08 h 3.2: 2 h / 20 °C View Scheme

3-fluoro-4-(trifluoromethyl)-pyridine (113770-87-9) + 1,3-dioxoisoindolin-2-yl (tert-butoxycarbonyl)glycinate (91837-43-3) → tert-butyl (1-(3-fluoro-4-trifluoromethylpyridin-2-yl)methyl)carbamate + tert-butyl (1-(5-fluoro-4-trifluoromethylpyridin-2-yl)methyl)carbamate

Conditions	Yield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; trifluoroacetic acid In N,N-dimethyl acetamide at 38℃; for 16h; Minisci Aromatic Substitution; Microwave irradiation; Inert atmosphere; Overall yield = 351 mg; regioselective reaction;

Downstream Products

• 1227594-89-9 3-fluoro-4-(trifluoromethyl)pyridin-2-ol 
• 1338226-04-2 3-(difluoromethyl)-5-({1-[(4-methyl-5-oxo-4,5-dihydro-1H-1,2,4-triazol-3-yl)methyl]-2-oxo-4-(trifluoromethyl)-1,2-dihydropyridin-3-yl}oxy)benzonitrile 
• 1210071-59-2 {2-[4-(4-trifluoromethylpyridine-3-yloxy)phenyl]ethyl}carbamic acid tert-butyl ester 

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