874271-40-6

Basic information

• Product Name: 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE
• Synonyms: 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE;1-oxido-2-[4-(trifluoromethyl)phenyl]pyridin-1-ium
• CAS NO: 874271-40-6
• Molecular Formula: C12H8F3NO
• Molecular Weight: 239.19
• Mol File: 874271-40-6.mol

Chemical Properties

• Melting Point: 120-122 °C(Solv: acetone (67-64-1))
• Boiling Point: 376.9±37.0 °C(Predicted)
• Appearance: /
• Density: 1.25±0.1 g/cm3(Predicted)
• PKA: 0.40±0.10(Predicted)
• CAS DataBase Reference: 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE(874271-40-6)
• EPA Substance Registry System: 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE(874271-40-6)

Safety Data

• Hazardous Substances Data: 874271-40-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE is used as a building block for the synthesis of more complex organic molecules. Its unique structure allows for the creation of a variety of compounds with different properties and applications.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE is used as a starting material for the development of new drugs and pharmaceutical products. Its potential pharmacological properties make it a valuable candidate for further research and development.
Used as an Enzyme or Receptor Inhibitor:
2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE has been studied for its ability to act as a potent inhibitor of certain enzymes or receptors in the body. This property can be harnessed in the development of drugs targeting specific biological pathways or diseases.
Used as a Reagent in Chemical Reactions:
Due to its unique chemical structure, 2-(4-TRIFLUOROMETHYLPHENYL)PYRIDINE 1-OXIDE can also be used as a reagent in various chemical reactions, facilitating the synthesis of other compounds and contributing to the advancement of chemical research.

Upstream product

• 203065-88-7 2-(4-trifluoromethylphenyl)pyridine 
• 694-59-7 pyridine N-oxide 
• 402-43-7 p-trifluoromethylphenyl bromide 

Relevant articles and documents

Visible-Light-Induced ortho-Selective Migration on Pyridyl Ring: Trifluoromethylative Pyridylation of Unactivated Alkenes

The photocatalyzed ortho-selective migration on a pyridyl ring has been achieved for the site-selective trifluoromethylative pyridylation of unactivated alkenes. The overall process is initiated by the selective addition of a CF3 radical to the alkene to provide a nucleophilic alkyl radical intermediate, which enables an intramolecular endo addition exclusively to the ortho-position of the pyridinium salt. Both secondary and tertiary alkyl radicals are well-suited for addition to the C2-position of pyridinium salts to ultimately provide synthetically valuable C2-fluoroalkyl functionalized pyridines. Moreover, the method was successfully applied to the reaction with P-centered radicals. The utility of this transformation was further demonstrated by the late-stage functionalization of complex bioactive molecules.

Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives

We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy)3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.

Pd-Catalyzed Direct C-H Alkenylation and Allylation of Azine N -Oxides

A Pd-catalyzed direct C2-alkenylation of azine N-oxides with allyl acetate is disclosed. The products are formed through an allylation/isomerization cascade process. The use of a tri-tert-butylphosphonium salt as the ligand precursor and KF is mandatory for optimal yields. When cinnamyl acetate is used, the same catalytic system promotes C2-cinnamylation of the azine N-oxide without subsequent isomerization. A mechanism is proposed on the basis of experimental studies and DFT calculations.

Use of N-oxide compounds in coupling reactions

Metal-catalyzed coupling process comprising reacting a compound of general formula 1 with a compound A-X, to obtain a compound of general formula 2, which may further be converted to a compound of general formula 3

A solution to the 2-pyridyl organometallic cross-coupling problem: Regioselective catalytic direct arylation of pyridine N-oxides

Direct arylation reactions of pyridine N-oxides occur in excellent yield with complete selectivity for the 2-position with a wide range of aryl bromides. This reactivity permits the use of inexpensive, commercially available, and bench-stable pyridine N-oxides as replacements for problematic 2-metallapyridines in palladium-catalyzed cross-coupling reactions. Copyright