37660-43-8

Usage

Uses

Used in Pharmaceutical Synthesis:
1-(Bromomethyl)-2-(phenylthio)benzene is used as a key intermediate in the pharmaceutical industry for the synthesis of various drugs. Its unique structure allows for the creation of new molecules with potential therapeutic properties, contributing to the development of novel medications.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 1-(Bromomethyl)-2-(phenylthio)benzene serves as a valuable building block for designing and developing new chemical entities with specific biological activities. Its reactivity enables the formation of diverse molecular structures, which can be tailored to target various diseases and conditions.
Used in Organic Synthesis:
1-(Bromomethyl)-2-(phenylthio)benzene is also utilized as a reagent in organic synthesis, where it can participate in a range of chemical reactions to produce different organic compounds. Its versatility in this context makes it an important tool for chemists working on the development of new materials and substances.
Used in Chemical Reactions:
1-(Bromomethyl)-2-(phenylthio)benzene finds application in various chemical reactions, where its bromomethyl and phenylthio groups can undergo substitution, addition, or other types of reactions to yield products with desired properties. Its use in these reactions can lead to the creation of new compounds with potential applications in various industries.

Upstream product

• 13963-35-4 2-(phenylthio)toluene 
• 108-98-5 thiophenol 
• 36943-39-2 2-(phenylthio)benzaldehyde 
• 1527-14-6 phenyl 2-hydroxymethylphenyl sulfide 

Downstream Products

• 112399-07-2 2-<(methylthio)methyl>phenyl phenyl sulfide 
• 1527-16-8 2-phenylthiophenylacetonitrile 
• 1527-17-9 2-[2-(phenylsulfanyl)phenyl]acetic acid 
• 1274916-78-7 2-(phenylthio)benzyl thiocyanate 

Relevant academic research and scientific papers

Three-Dimensional Heterocycles by Iron-Catalyzed Ring-Closing Sulfoxide Imidation

A general and atom-economical method for the synthesis of cyclic sulfoximines by intramolecular imidations of azido-containing sulfoxides using a commercially available FeII phthalocyanine (FeIIPc) as catalyst has been developed. The method conveys a broad functional group tolerance and the resulting three-dimensional heterocycles can be modified by cross-coupling reactions.

Synthetic scope, computational chemistry and mechanism of a base induced 5-endo cyclization of benzyl alkynyl sulfides

We present an experimental and computational study of the reaction of aryl substituted benzyl 1-alkynyl sulfides with potassium alkoxide in acetonitrile, which produces 2-aryl 2,3-dihydrothiophenes in poor to good yields. The cyclization is most efficient with electron withdrawing groups on the aromatic ring. Evidence indicates there is rapid exchange of protons and tautomerism of the alkynyl unit prior to cyclization. Theoretical calculations were also conducted to help rationalize the base induced 5-endo cyclization of benzyl 1-propynyl sulfide (1a). The potential energy surface was calculated for the formation of 2,3-dihydrothiophene in a reaction of benzyl 1-propynyl sulfide (1a) with potassium methoxide. Geometries were optimized with CAM-B3LYP/6-311+G(d,p) in acetonitrile with the CPCM solvent model. It is significant that the benzyl propa-1,2-dien-1-yl sulfane (6) possessed a lower benzylic proton affinity than the benzyl prop-2-yn-1-yl sulfane (8) thus favoring the base induced reaction of the former. From benzyl(propa-1,2-dien-1- yl sulfane (6), 2,3-dihydrothiophene can be formed via a conjugate base that undergoes 5-endo-trig cyclization followed by a protonation step.