84547-23-9

Usage

Uses

Used in Organic Synthesis:
(4-chlorophenyl)(cyclopropyl)sulfane is used as a key intermediate in the synthesis of various sulfide compounds, contributing to the development of new chemical entities with potential applications in different industries.
Used in Pharmaceutical Research:
In the pharmaceutical industry, (4-chlorophenyl)(cyclopropyl)sulfane is used as a starting material for the development of new drugs. The presence of the chlorophenyl group endows the compound with potential biological activity, which can be harnessed for therapeutic purposes.
Used in Material Science:
(4-chlorophenyl)(cyclopropyl)sulfane's unique steric and electronic properties, introduced by the cyclopropyl group, make it a candidate for the development of novel materials with specific characteristics, such as improved reactivity or selectivity in chemical reactions.
Overall, (4-chlorophenyl)(cyclopropyl)sulfane is a versatile compound with applications spanning across organic synthesis, pharmaceutical research, and material science, due to its unique structural features and potential for biological activity.

Upstream product

• 925430-09-7 tricyclopropylbismuthane 
• 106-54-7 p-Chlorothiophenol 
• 411235-57-9 cyclopropylboronic acid 
• 14366-67-7 1-(3-(4-chlorophenylthio)propylthio)-4-chlorobenzene 
• 14366-66-6 1-chloro-4-[(3-chloropropyl)thio]benzene 

Downstream Products

• 69563-24-2 1-Chloro-4-cyclopropanesulfinyl-benzene 

Relevant academic research and scientific papers

First use of an organobismuth reagent in C(sp3)–S bond formation: Access to aryl cyclopropyl sulfides via copper-catalyzed S–Cyclopropylation of thiophenols using tricyclopropylbismuth

The direct S-cyclopropylation of thiophenols using tricyclopropylbismuth is reported. The reaction is catalyzed by copper(II) acetate and operates under mild conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to good yields. This reaction represents the first use of an organobismuth reagent in C(sp3)–S bond formation.

Synthesis of aryl cyclopropyl sulfides through copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid

The copper-promoted S-cyclopropylation of thiophenols using cyclopropylboronic acid is reported. The procedure operates under simple conditions to afford the corresponding aryl cyclopropyl sulfides in moderate to excellent yields. The reaction tolerates substitution in ortho-, meta- and para-substitution as well as electron-donating and electron-withdrawing groups. The S-cyclopropylation of a thiophenol was also accomplished using potassium cyclopropyl trifluoroborate.

A New and Convenient Synthetic Method for Cyclopropyl Phenyl Sulfides

The reactions of a variety of 1,3-bis(phenylthio)propanes with butyllithium have been shown to produce cyclopropyl phenyl sulfides in good to high yields.A new and convenient in situ preparation of 1-lithiocyclopropyl phenyl sulfide can be readily carried out by treating 1,3-bis(phenylthio)propane with 2 equiv. of butyllithium at 0 degC in THF.The reaction with electrophiles proceeds in good yield.O-Aryl and O-alkyl S-cyclopropyl dithiocarbonates also can be prepared in good yields. 1,2-Bis(phenylthio)ethane was converted to phenyl vinyl sulfide on treatment with butyllithium, while 1,4-bis(phenylthio)butane was recovered unchanged by a similar treatment.