41570-69-8

Basic information

• Product Name: Thiophenium, tetrahydro-1-[(4-nitrophenyl)methyl]-, bromide
• CAS NO: 41570-69-8
• Molecular Formula: C11H14NO2S.Br
• Molecular Weight: 304.208
• Mol File: 41570-69-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Thiophenium, tetrahydro-1-[(4-nitrophenyl)methyl]-, bromide(CAS DataBase Reference)
• NIST Chemistry Reference: Thiophenium, tetrahydro-1-[(4-nitrophenyl)methyl]-, bromide(41570-69-8)
• EPA Substance Registry System: Thiophenium, tetrahydro-1-[(4-nitrophenyl)methyl]-, bromide(41570-69-8)

Safety Data

• Hazardous Substances Data: 41570-69-8(Hazardous Substances Data)

Upstream product

• 110-01-0 thiophene 
• 100-11-8 1-bromomethyl-4-nitro-benzene 

Downstream Products

• 1817-77-2 4-benzyl-1-nitrobenzene 
• 1619239-56-3 1-(4-nitrobenzyl)tetrahydro-1H-thiophen-1-ium tetraphenylborate 
• 4336-57-6 trans-2-(4-nitrophenyl)-3-phenyloxirane 
• 14985-27-4 trans-2-(p-Methoxyphenyl)-3-(p-nitrophenyl)oxirane 
• 968-01-4 (2SR,3SR)-2,3-bis(4-nitrophenyl)oxirane 

Relevant articles and documents

Metal-free carbon-carbon cross-couplings between the ion pairs in sulfonium tetraphenylborates

A series of sulfonium tetraphenylborates can be readily prepared by the metathesis of sulfonium halides with sodium tetraphenylborates. After heating at 120-150 °C, the sulfonium tetraphenylborates can smoothly undergo the cross-couplings between the tetraphenylborate anions and the sulfonium cations in the absence of a metal catalyst. For carbonylmethyl-, benzyl-, and allylsulfoniums, the corresponding carbonylmethyl-phenyl, benzyl-phenyl, and allyl-phenyl cross-coupling products can be obtained in 22-76% yields. An interionic electron-transfer mechanism for this cross-coupling reaction is proposed.

Copper(II) tetrafluroborate-promoted Meinwald rearrangement reactions of epoxides

Epoxides undergo a highly efficient Meinwald rearrangement in the presence of catalytic quantities of copper(II) tetrafluoroborate to give carbonyl compounds in high yields and with excellent selectivity. The low toxicity and ease of handling of this reagent make it an attractive alternative to the more corrosive or costly Lewis acids frequently employed.

Generation of Sulfur Ylides from Sulfonium Salts and Their Reactions. Comparative Study of Electrochemical Reduction with the Base Method and Mechanism Elucidation by the MO Method

The cathodic reduction of sulfonium salts in acetonitrile in the presence and absence of benzaldehyde was carried out. Results were compared with results of the base method. In the presence of benzaldehyde, the electrochemical reduction gave epoxides as a result of the Corey-Chaykovsky reaction, thus confirming ylide formation. The electrochemical reduction of sulfonium salts without benzaldehyde yielded rearrangement products in high yield. On the contrary, upon base treatment of sulfonium salts without benzaldehyde, symmetrical epoxides derived from the benzyl group of the sulfonium salt are obtained as main products as a result of the auto oxidation of the sulfur ylide. The reaction mechanisms were elucidated based on the results obtained by a semi-empirical molecular orbital method.