40618-87-9

Basic information

• Product Name: 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe
• Synonyms: 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe
• CAS NO: 40618-87-9
• Molecular Formula: C₁₅H₁₂F₃NO₃S
• Molecular Weight: 343.3208896
• Mol File: 40618-87-9.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• Solubility: Dichloromethane, Diethy Ether, Ethyl Acetate
• CAS DataBase Reference: 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe(40618-87-9)
• EPA Substance Registry System: 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe(40618-87-9)

Safety Data

• Hazardous Substances Data: 40618-87-9(Hazardous Substances Data)

Usage

Description

2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is a white solid intermediate compound that plays a significant role in the synthesis of a diazirine photophore. 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe is characterized by its unique chemical structure, which includes a trifluoromethyl group, a phenyl group, and a sulfonyl group, among others. Its properties make it a valuable component in the development of photoaffinity labeling techniques.

Uses

Used in Photoaffinity Labelling:
2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is used as an intermediate in the synthesis of a diazirine photophore for photoaffinity labeling. Photoaffinity labeling is a technique used in biochemistry and molecular biology to study the interactions between molecules, such as proteins and their ligands. 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxiMe's role in the synthesis of the diazirine photophore allows for the creation of a highly reactive species that can covalently bind to target molecules upon exposure to light, providing valuable insights into molecular interactions and mechanisms.
Used in Pharmaceutical Research:
In the pharmaceutical industry, 2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is used as a key intermediate in the development of new drugs and therapeutic agents. Its unique chemical structure and properties make it a promising candidate for the design and synthesis of novel compounds with potential applications in various therapeutic areas, such as cancer, inflammation, and infectious diseases.
Used in Chemical Synthesis:
2,2,2-Trifluoro-1-phenyl-ethanone O-[(4-Methylphenyl)sulfonyl]oxime is also used in the chemical synthesis of various organic compounds. Its versatile structure allows for further functionalization and modification, enabling the creation of a wide range of molecules with diverse applications in the fields of materials science, pharmaceuticals, and agrochemicals.

Upstream product

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Downstream Products

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Relevant articles and documents

Photochemical Cyclopropenation of Alkynes with Diazirines as Carbene Precursors in Continuous Flow

An efficient synthesis of 3-trifluoromethyl-3-aryl-cyclopropenes via the cyclopropenation reaction of alkynes with photolytically generated carbenes from diazirine compounds is described. This reaction is performed in continuous flow using readily available LEDs under mild reaction conditions. This new and efficient method describes the synthesis of 25 examples of 3-trifluoromethyl-3-aryl-cyclopropenes with yields up to 97%, achieved in continuous flow with a 5 min residence time. Control experiments highlighted that diazirines are more efficient than diazo compounds for this transformation.

Decarboxylative Amination: Diazirines as Single and Double Electrophilic Nitrogen Transfer Reagents

The ubiquity of nitrogen-containing small molecules in medicine necessitates the continued search for improved methods for C-N bond formation. Electrophilic amination often requires a disparate toolkit of reagents whose selection depends on the specific structure and functionality of the substrate to be aminated. Further, many of these reagents are challenging to handle, engage in undesired side reactions, and function only within a narrow scope. Here we report the use of diazirines as practical reagents for the decarboxylative amination of simple and complex redox-active esters. The diaziridines thus produced are readily diversifiable to amines, hydrazines, and nitrogen-containing heterocycles in one step. The reaction has also been applied in fluorous phase synthesis with a perfluorinated diazirine.

Alternative one-pot synthesis of (trifluoromethyl)phenyldiazirines from tosyloxime derivatives: Application for new synthesis of optically pure diazirinylphenylalanines for photoaffinity labeling

Alternative one-pot synthesis of 3-(trifluoromethyl)-3-phenyldiazirine derivatives from corresponding tosyloximes is developed. The deprotonation of intermediate diaziridine by NH2- is a new approach for construction of diazirine. Moreover, a novel synthesis of optically pure (trifluoromethyl)diazirinylphenylalanine derivatives was attempted involving these methods.