69519-84-2

Basic information

• Product Name: Benzene, 1,1'-[cyclopropylidenebis(thio)]bis-
• CAS NO: 69519-84-2
• Molecular Formula: C15H14S2
• Molecular Weight: 258.408
• Mol File: 69519-84-2.mol

Chemical Properties

• CAS DataBase Reference: Benzene, 1,1'-[cyclopropylidenebis(thio)]bis-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1,1'-[cyclopropylidenebis(thio)]bis-(69519-84-2)
• EPA Substance Registry System: Benzene, 1,1'-[cyclopropylidenebis(thio)]bis-(69519-84-2)

Safety Data

• Hazardous Substances Data: 69519-84-2(Hazardous Substances Data)

Upstream product

• 3591-34-2 1,1-dibromocyclopropane 
• 108-98-5 thiophenol 
• 50337-59-2 cyclopropyl phenyl sulfoxide 
• 107-02-8 acrolein 

Downstream Products

• 84109-80-8 1-(3,3-Bis-benzenesulfonyl-butyl)-2-oxo-cyclododecanecarboxylic acid methyl ester 
• 84109-78-4 1-(3,3-Bis-benzenesulfonyl-hept-6-enyl)-2-oxo-cyclohexanecarboxylic acid methyl ester 
• 84109-79-5 1-(3,3-Bis-benzenesulfonyl-butyl)-2-oxo-cyclooctanecarboxylic acid methyl ester 
• 84109-74-0 2-(3,3-Bis-benzenesulfonyl-propyl)-malonic acid diethyl ester 
• 84117-56-6 1-(3,3-Bis-benzenesulfonyl-butyl)-2-oxo-cyclohexanecarboxylic acid methyl ester 
• 84109-77-3 1-(3,3-Bis-benzenesulfonyl-butyl)-2-oxo-cyclopentanecarboxylic acid methyl ester 
• 84109-70-6 C₂₂H₂₂O₄S₃ 
• 84109-73-9 C₂₀H₂₆O₄S₂ 
• 84109-82-0 1-(3,3-Bis-benzenesulfonyl-butyl)-2-oxo-cyclopentanecarboxylic acid tert-butyl ester 
• 84109-75-1 2-(3,3-Bis-benzenesulfonyl-butyl)-malonic acid diethyl ester 
• 84109-81-9 2-Acetyl-2-(3,3-bis-benzenesulfonyl-butyl)-cyclohexanone 
• 84109-68-2 C₂₂H₂₂O₅S₂ 
• 84109-71-7 C₂₄H₂₄O₄S₃ 
• 84109-67-1 1,1-bis(phenylsulphonyl)-3-phenylthiopropane 

Relevant articles and documents

Magnesium amide-induced pummerer-type reactions of cyclopropyl sulfoxides. Synthesis of cyclopropanone dithioacetals

The reaction of cyclopropyl phenyl sulfoxide with a magnesium amide, generated from ethylmagnesium bromide and diisopropylamine, gave 1-(phenylthio)cyclopropanol in 72% yield. When the diisopropylmagnesium reagent was treated with a thiol prior to an interaction with cyclopropyl phenyl sulfoxides, symmetrical and unsymmetrical cyclopropanone dithioacetals were produced in fair yields along with small quantities of the corresponding 1-(phenylthio)cyclopropanols.

SRN1 Reactions of Halocyclopropanes with Benzenethiolate Ion

Ultraviolet irradiation of gem-dibromocyclopropanes 1 with benzenethiolate ion in liquid ammonia or in Me2SO solutions gave dithioacetals 2 and, in some cases, cyclopropyl phenyl sulfides 3.The reactions did not proceed in the dark and they were inhibited by m-dinitrobenzene, di-tert-butyl nitroxide, and oxygen.The bromocyclopropane 6a underwent a similar, but slower, reaction.Treatment of the bromochlorocyclopropane 7b led to replacement of only the bromine, while the dichlorocyclopropane 9b was inert under the reaction conditions.The results appear consistent with a radical chain mechanism.

STRAIN AND SELECTIVITY: PARTNERS FOR ORGANIC SYNTHESIS

The development of two new small-ring conjunctive reagents, (E)-2-(hydrohymethyl)cyclopropyl phenyl sulphide and 1,1-bis(benzenesulphonyl)cyclopropane, are reported.The former permits a synthesis of 2,4-disubstituted cyclobutanones and (E)-4-phenylthio-4-