75032-33-6

Basic information

• Product Name: (γ-hydroxypropyl)methylphenylsulfonium perchlorate
• CAS NO: 75032-33-6
• Molecular Weight: 282.745
• Mol File: 75032-33-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (γ-hydroxypropyl)methylphenylsulfonium perchlorate(CAS DataBase Reference)
• NIST Chemistry Reference: (γ-hydroxypropyl)methylphenylsulfonium perchlorate(75032-33-6)
• EPA Substance Registry System: (γ-hydroxypropyl)methylphenylsulfonium perchlorate(75032-33-6)

Safety Data

• Hazardous Substances Data: 75032-33-6(Hazardous Substances Data)

Upstream product

• 24536-40-1 3-phenylthiopropanol 
• 74-88-4 methyl iodide 
• 108-98-5 thiophenol 
• 22198-59-0 methyl 3-phenylthiopropanoate 

Relevant articles and documents

Neighboring-Group Participation by Hydroxyl Oxygen in Nucleophilic Aromatic Substitution. Smiles Rearrangements of (ω-Hydroxyalkyl)methyl(p-nitrophenyl)sulfonium Perchlorates in Aqueous Alkali

(2-Hydroxyethyl)- (1), (3-hydroxy-n-propyl)- (2), and (4-hydroxy-n-butyl)methyl(p-nitrophenyl)sulfonium perchlorates (3) were prepared.Products by Smiles rearrangements (intramolecular SNAr reactions) were obtained from 1 as β-(methylthio)ethyl p-nitrophenyl ether (9) in 37-42percent yield and from 2 as γ-(methylthio)propyl p-nitrophenyl ether (8) in quantitative yields, and none were obtained from 3.The rearrangement rates and yields were compared with an intermolecular SN2 reaction of dimethyl(p-nitrophenyl)sulfonium perchlorate (4) (displacement of the sulfonium group by a n-propoxy group) to estimate participation by the ω-hydroxyl oxygen.The rate ratios between the rearrangements (first order) and the SN2 n-propoxy attack (second order), effective molarities, were obtained as 6.02 * 103 M for 1 vs. 4 and 4.64 * 103 M for 2 vs. 4.