14633-55-7

Basic information

• Product Name: cyclopropyl 4-methylphenyl sulfide
• Synonyms: cyclopropyl 4-methylphenyl sulfide
• CAS NO: 14633-55-7
• Molecular Weight: 164.271
• Mol File: 14633-55-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: cyclopropyl 4-methylphenyl sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: cyclopropyl 4-methylphenyl sulfide(14633-55-7)
• EPA Substance Registry System: cyclopropyl 4-methylphenyl sulfide(14633-55-7)

Safety Data

• Hazardous Substances Data: 14633-55-7(Hazardous Substances Data)

Upstream product

• 25741-56-4 1-(3-(p-tolylthio)propylthio)-4-methylbenzene 
• 925430-09-7 tricyclopropylbismuthane 
• 106-45-6 para-thiocresol 
• 411235-57-9 cyclopropylboronic acid 
• 16545-68-9 cyclopropanol 
• 882-33-7 diphenyldisulfane 
• 4333-56-6 cyclopropyl bromide 
• 3147-30-6 γ-chloropropyl 4-methylphenyl sulphide 

Downstream Products

• 50299-85-9 (R_s)-(+)-p-toluenesulfinylcyclopropane 
• 50299-85-9 1-((S)-Cyclopropanesulfinyl)-4-methyl-benzene 
• 91061-30-2 cyclopropyl p-tolyl sulphone 
• 69563-23-1 4-methyl-1-(cyclopropylsulfinyl)benzene 

Relevant articles and documents

Base-Mediated Radical Borylation of Alkyl Sulfones

A practical and direct method was developed for the production of versatile alkyl boronate esters via transition metal-free borylation of primary and secondary alkyl sulfones. The key to the success of the strategy is the use of bis(neopentyl glycolato) diboron (B2neop2), with a stoichiometric amount of base as a promoter. The practicality and industrial potential of this protocol are highlighted by its wide functional group tolerance, the late-stage modification of complex compounds, no need for further transesterification, and operational simplicity. Radical clock, radical trap experiments, and EPR studies were conducted which show that the borylation process involves radical intermediates.

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.