2712-78-9 | [Bis(trifluoroacetoxy)iodo]benzene

CAS:2712-78-9 | [Bis(trifluoroacetoxy)iodo]benzene ,Description

Bis(trifluoroacetoxy)iodobenzene (BTFAB) is an organoiodine compound that has been widely studied in the laboratory and has a variety of scientific applications. BTFAB is a colorless, crystalline solid that has a melting point of 109-110 °C. It is soluble in common organic solvents such as ethanol, acetone, and chloroform. BTFAB has been used in a variety of applications, including synthesis, catalysis, and as a reagent for the detection of various compounds. 
 

Scientific Research Applications

• Synthesis of Ionic Liquid-Supported [Bis(trifluoroacetoxy)iodo]benzene: This reagent has been synthesized and characterized, demonstrating stability in air and humid conditions. It's useful for organic synthesis (Zhang et al., 2010).
• Photolytic C-H Bond Functionalization: It's used in the photolysis of hypervalent iodine(III) reagents for radical C-H bond functionalization, transforming various alkylbenzenes into benzyl ester compounds under mild conditions (Sakamoto et al., 2016).
• Cyclisation of Tryptamine Enaminones: The reagent facilitates the synthesis of 1,1-bis-functionalised-N-trifluoroacetylated-β-carbolines through Pictet-Spengler-type cyclisation, trifluoroacetylation, and oxidation (Papadopoulou et al., 1998).
• Direct Iodination of Polystyrene: It aids in the iodination of polystyrene at room temperature in chloroform, resulting in poly(p-iodostyrene) with similar molecular weight distribution as the starting polystyrene (Yudina et al., 1989).
• Trapping Labile Adducts: Effective in trapping adducts formed between dC and an ortho-quinone methide under physiological conditions, leading to characteristic products for quantifying alkylation (McCrane et al., 2011).
• Catalyzed Nucleophilic Substitution of Aromatic Propargyl Alcohols: Demonstrates high reactivity in coupling reactions of propargyl alcohols with various nucleophiles, without additional acid activators or oxidants (Weng et al., 2015).
• Synthesis of Nitriles from Aldehydes: A simple method to convert aldehydes to corresponding nitriles using aqueous ammonia and this reagent at room temperature (Telvekar et al., 2010).
• Photocatalytic Synthesis of Difluoroacetoxy-containing Sulfoximines: Used in the formation of new hypervalent iodine(III) reagents under photocatalysis, transferring difluoroacetoxy and sulfoximidoyl groups to styrenes (Wang et al., 2021).
• Oxidative Cycloaddition of Hydroxamic Acids: Facilitates the formation of acylnitroso species from hydroxamic acids, leading to hetero-Diels–Alder adducts (Shimizu et al., 2018).
• Preparation of Vinyl Azides: First example of preparing vinyl azide using α,β-unsaturated carboxylic acids directly, characterized by non-toxicity and shorter reaction times (Telvekar et al., 2009).

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