18955-77-6

Basic information

• Product Name: Benzene, [(3-methyl-1,2-butadienyl)sulfonyl]-
• CAS NO: 18955-77-6
• Molecular Formula: C11H12O2S
• Molecular Weight: 208.281
• Mol File: 18955-77-6.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, [(3-methyl-1,2-butadienyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(3-methyl-1,2-butadienyl)sulfonyl]-(18955-77-6)
• EPA Substance Registry System: Benzene, [(3-methyl-1,2-butadienyl)sulfonyl]-(18955-77-6)

Safety Data

• Hazardous Substances Data: 18955-77-6(Hazardous Substances Data)

Upstream product

• 113881-79-1 3-methyl-3-(phenylsulfonyl)-2-(phenylthio)-1-butene 
• 113881-82-6 3-methyl-1-(phenylsulfonyl)-2-(phenylthio)-2-butene 
• 4972-29-6 benzenesulphinyl chloride 
• 108-98-5 thiophenol 
• 931-59-9 benzenesulfenyl chloride 
• 37605-43-9 3-methyl-1-(phenylsulfinyl)buta-1,2-diene 
• 98-09-9 benzenesulfonyl chloride 
• 115-19-5 2-methyl-but-3-yn-2-ol 
• 18955-76-5 2-methylbut-3-yn-2-yl benzenesulfinate 
• 113881-90-6 3-methyl-1,2-(phenylsulfonyl)-2-butene 

Downstream Products

• 1448247-77-5 ethyl 2-(benzenesulfonyl)-4-methylpenta-2,3-dienoate 
• 80283-59-6 (E)-((3-methylbuta-1,3-dien-1-yl)sulfonyl)benzene 
• 114810-00-3 (1Z)-3-methyl-1-(phenylsulfonyl)buta-1,3-diene 
• 114596-89-3 ((3-methylbuta-1,3-dien-2-yl)sulfonyl)benzene 
• 104847-18-9 C₂₄H₂₈O₄S₂ 
• 104847-10-1 (2-Isopropylidene-5-methyl-hexa-3,4-diene-1-sulfonyl)-benzene 
• 104847-12-3 ((E)-2-Isopropenyl-5-methyl-hexa-2,4-diene-1-sulfonyl)-benzene 
• 104847-13-4 (Z)-2,3,6-Trimethyl-hepta-1,3,5-triene 
• 104847-08-7 C₂₂H₂₄O₄S₂ 
• 104847-09-8 C₂₂H₂₄O₄S₂ 
• 104847-17-8 C₂₃H₂₆O₄S₂ 

Relevant articles and documents

Generation of 1,2-oxathiolium ions from (arysulfonyl)- and (arylsulfinyl)allenes in Br?nsted acids. NMR and DFT study of these cations and their reactions

In strong Br?nsted acids (CF3SO3H, FSO3H, D2SO4), (arysulfonyl)allenes (ArSO2-CR1=C=CR2R3) and (arylsulfinyl)allenes (ArSO-CR1=C=CR2R3) undergo cyclization into the corresponding stable 1,2-oxathiolium ions, which were studied by means of NMR and DFT calculations. Quenching of solutions of these cations with low nucleophilic media, aqueous HCl, leads to their deprotonation with a stereoselective formation of (arysulfonyl)butadienes (for instance, ArSO2-CR1=C-C(Me)=CH2, for R2 = R3 = Me, yields of 87-98%). Reactions of (arysulfonyl)allenes in the system TfOH (0.1 equiv)-HFIP (hexafluoropropan-2-ol) followed by hydrolysis give rise to allyl alcohols (ArSO2-CR1=CH-C(OH)R2R3, yields of 78-99%). Reflux of solutions of (arysulfonyl)allenes in the presence of TfOH (1 equiv) in 1,2-dichlorobenzene leads to the cyclization into thiochromene 1,1-diox-ides in high yields. Under the action of TfOH or AlX3 (X = Cl, Br) followed by hydrolysis of reaction mixtures, (arylsulfinyl)allenes give allyl alcohols (ArSO2-CR1=CH-C(OH)R2R3). Plausible reaction mechanisms have been proposed for all studied reactions.

[2,3] sigmatropic rearrangement of propargylic sulfinates by a pale Ag1-USY zeolite and silver salts

The sigmatropic rearrangement of propargylic sulfinates to allenic sulfones is catalyzed by the silver cation. The Ag1-USY zeolite, as well as non-coordinating silver salts, lead to essentially quantitative yields of the corresponding allenic s

Studies Dealing with the Alkylation--Rearrangement Reaction of Some Phenylthio-Substituted Allylic Sulfones

A series of 2-(phenylthio)-3-(phenylsulfonyl)alkenes are easily metalated with n-butyllithium, and the resulting carbanion is regioselectively alkylated by alkyl halides in the α-position to give β,γ-unsaturated sulfones in high yield.These substituted ph