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p-Toluenesulfonicanhydride CAS:4124-41-8

Short Description:

Catalog Number: XD95320
Cas: 4124-41-8
Molecular Formula: C14H14O5S2
Molecular Weight: 326.38
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Product Detail

Product Tags

Catalog Number XD95320
Product Name p-Toluenesulfonicanhydride
CAS 4124-41-8
Molecular Formula C14H14O5S2
Molecular Weight 326.38
Storage Details Ambient

 

Product Specification

Appearance White powder
Assay 99% min

 

p-Toluenesulfonicanhydride, also known as p-TsCl, is a reagent commonly used in organic synthesis and chemical reactions. It is an organic compound that belongs to the class of sulfonic acid derivatives. The addition of p-TsCl to a reaction mixture can have several effects and applications.One prominent effect of p-TsCl is its ability to act as a strong acylating agent. It readily reacts with various nucleophiles, such as alcohols, amines, and thiols, to form esters, amides, and thioesters, respectively. This acylation reaction is highly useful in the synthesis of pharmaceuticals, agrochemicals, and other fine chemicals. The presence of the tosyl group (Ts) in the resulting compounds can enhance their stability and reactivity, making them valuable intermediates in organic chemistry.Furthermore, p-TsCl can also serve as a Lewis acid catalyst in certain reactions. By acting as an electron acceptor, p-TsCl can activate certain functional groups or facilitate the rearrangement of molecules. This catalytic activity has been utilized in various synthetic transformations, such as the formation of carbon-carbon and carbon-heteroatom bonds. The Lewis acid catalysis by p-TsCl can significantly improve reaction yields and facilitate challenging transformations.In addition to its acylating and catalytic properties, p-TsCl can also be used as a protecting group reagent. It is capable of selectively protecting certain functional groups in organic molecules, such as alcohols and amines. By reacting with the functional groups under specific conditions, p-TsCl can form stable tosylate derivatives that can shield the reactive sites from undesirable reactions. This protecting group strategy is essential in multi-step synthesis, where the preservation of certain functional groups is crucial for the success of subsequent reactions.Moreover, p-TsCl can be employed in the synthesis of peptides and oligonucleotides. It serves as an activator in the process of coupling amino acids or nucleotides to form peptide or oligonucleotide chains. This activation step involves the conversion of the carboxylic acid groups of amino acids or nucleotides into reactive esters, which can then react with another amino acid or nucleotide to form the desired peptide or oligonucleotide bond. The use of p-TsCl as an activator enhances the efficiency and selectivity of such coupling reactions.In summary, p-Toluenesulfonicanhydride (p-TsCl) is a versatile reagent in organic synthesis. Its acylating capability, Lewis acid catalysis, protecting group reactivity, and activation of peptide and oligonucleotide synthesis make it a valuable tool for synthetic chemists. The versatile applications of p-TsCl highlight its utility in various industries, such as pharmaceuticals, agrochemicals, and materials science, where its effects play a crucial role in achieving desired chemical transformations.


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    p-Toluenesulfonicanhydride CAS:4124-41-8