16462-89-8

Basic information

• Product Name: Benzene, [(2,2-dimethylcyclopropyl)sulfonyl]-
• CAS NO: 16462-89-8
• Molecular Formula: C11H14O2S
• Molecular Weight: 210.297
• Mol File: 16462-89-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Benzene, [(2,2-dimethylcyclopropyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2,2-dimethylcyclopropyl)sulfonyl]-(16462-89-8)
• EPA Substance Registry System: Benzene, [(2,2-dimethylcyclopropyl)sulfonyl]-(16462-89-8)

Safety Data

• Hazardous Substances Data: 16462-89-8(Hazardous Substances Data)

Upstream product

• 17229-30-0 2,2-dimethylcyclopropyl phenyl sulfide 
• 126-30-7 2,2-Dimethyl-1,3-propanediol 
• 108-98-5 thiophenol 
• 92362-62-4 3-chloro-2,2-dimethylpropyl phenyl sulfide 
• 29559-55-5 1,3-dichloro-2,2-dimethylpropane 
• 5434-27-5 1,3-dibromo-2,2-dimethyl-propane 
• 82777-31-9 Toluene-4-sulfonic acid 2,2-dimethyl-3-phenylsulfanyl-propyl ester 
• 22308-12-9 1,3-bis((p-toluenesulfonyl)oxy)-2,2-dimethylpropane 
• 82777-32-0 2,2-dimethyl-3-phenylsulphonyl-1-tosyloxypropane 
• 83461-15-8 1,3-bisphenylsulphonyl-2,2-dimethylpropane 
• 83461-16-9 C₁₇H₂₀O₂S₂ 
• 83461-17-0 2,2-dimethyl-1-phenoxy-3-phenylsulphonylpropane 
• 83461-14-7 (3-Chloro-2,2-dimethyl-propane-1-sulfonyl)-benzene 
• 16462-88-7 1-bromo-2,2-dimethyl-3-phenylsulphonylpropane 

Downstream Products

• 85390-54-1 1-benzyl-4,4-dimethylazetidine-2-one 
• 19474-74-9 (+/-)-2,2-Dimethyl-1-phenylsulfonyl-cyclopropyl-carbonsaeure-methylester 
• 24566-04-9 1-Benzenesulfonyl-2,2-dimethyl-cyclopropanecarboxylic acid 

Relevant articles and documents

Comparison of Nucleofugalities in 1,2- and 1,3-Elimination Reactions

Ranks ( nucleofugalities) of Br, Cl, OSO2C6H4Me, SO2Ph, SPh, and OPh as leaving groups in sulphonylactivated cyclopropane-forming eliminations have been determined; a rectilinear correlation between rank and the pKa of the conjugate acid of the leaving group is found in direct contrast with behaviour in alkene-forming elimination.

ELIMINATION AND ADDITION REACTIONS. PART 39. VARIATION OF NUCLEOFUGALITY WITH TRANSITION STATE STRUCTURE-1,3- AND 1,2-ELIMINATIONS FROM CARBANIONS COMPARED.

Phenylsulphonyl-activated 1,3-eliminations have been investigated with the objective of determining nucleofugalities of six leaving groups.In cyclohexane-1,3-diyl and propane-1,3-diyl system unactivated 1,2-elimination of 'poor' leaving groups occurs faster than 1,3-elimination.In 2,2-dimethylpropane-1,3-diyl substrates, however, quantitative 1,3-eliminations occur and the nucleofugalities of Br, Cl, OTs, PhSO2, PhS, PhO, have been determined.In a linear free energy relationship extending over 15 pKa units and 12 rank units, an excellent correlation of nucleofugality with the pKa of the conjugate acid of the leaving group is found.It is concluded from the comparison with 1,2-eliminations previously studied that 1,3-elimination involves considerable leaving group separation and ring formation in the transition state.With bromide as leaving group, the 2,2-dimethylpropane-1,3-diyl system is 1000 times more reactive in cyclopropane formation than the propane-1,3-diyl system; this is the first quantitation of the Thorpe-Ingold effect in homocyclic ring formation.With chloride and tosylate leaving groups, smaller accelerations are observed.