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silver trifluoromethanesulfonate CAS: 2923-28-6

Short Description:

Catalog Number: XD93575
Cas: 2923-28-6
Molecular Formula: CAgF3O3S
Molecular Weight: 256.94
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Product Detail

Product Tags

Catalog Number XD93575
Product Name silver trifluoromethanesulfonate
CAS 2923-28-6
Molecular Formula CAgF3O3S
Molecular Weight 256.94
Storage Details Ambient

 

Product Specification

Appearance White powder
Assay 99% min

 

Silver trifluoromethanesulfonate, also known as AgOTf, is a powerful and versatile reagent used in various chemical transformations. It belongs to the class of metal triflates, which are highly useful in organic synthesis due to their Lewis acidity and ability to activate substrates.One of the key applications of silver trifluoromethanesulfonate is as a catalyst in organic reactions. It can facilitate various transformations, including carbon-carbon bond forming reactions, such as the Friedel-Crafts alkylation and acylation reactions, as well as carbon-nitrogen bond forming reactions, such as the N-acylation of amines or the synthesis of amides. The Lewis acidic nature of AgOTf enables it to coordinate with electron-rich substrates, leading to the activation of specific chemical bonds and facilitating the desired reaction. Its catalytic activity is particularly valuable in the synthesis of pharmaceuticals, agrochemicals, and fine chemicals.AgOTf is also useful in promoting rearrangement and cyclization reactions. It can catalyze various rearrangement reactions, such as the Beckmann rearrangement, which converts oximes into amides or esters, or the rearrangement of allylic alcohols to form carbonyl compounds. Additionally, it can assist in cyclization reactions, enabling the formation of cyclic compounds with complex ring systems. The Lewis acidic character of AgOTf plays a crucial role in these reactions by facilitating the necessary bond rearrangements and cyclization steps.Furthermore, silver trifluoromethanesulfonate is utilized in the activation of carbon-hydrogen (C-H) bonds. It can activate C-H bonds adjacent to functional groups, such as in the activation of aromatic C-H bonds or the activation of allylic or benzylic C-H bonds. This activation allows for subsequent functionalization of the C-H bond, leading to the formation of new carbon-carbon or carbon-heteroatom bonds. This method, known as C-H activation, is a rapidly growing field in organic synthesis and provides an efficient route to access complex molecular scaffolds.It is worth noting that AgOTf is sensitive to moisture and air, and thus should be handled under controlled conditions. It is typically used in small quantities, as catalytic amounts, due to its high reactivity. Care should be taken to work in a well-ventilated area and to protect the reagent from exposure to moisture.In summary, silver trifluoromethanesulfonate (AgOTf) is a valuable reagent and catalyst in organic synthesis. Its Lewis acidic nature enables it to activate substrates, promote rearrangement and cyclization reactions, and activate C-H bonds, leading to the formation of complex organic molecules. However, precautions must be taken when handling and storing AgOTf to ensure its stability and prevent unwanted reactions.


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    silver trifluoromethanesulfonate CAS: 2923-28-6