96503-15-0

Basic information

• Product Name: Benzene, [(2,2-dimethylpropyl)seleno]-
• CAS NO: 96503-15-0
• Molecular Formula: C11H16Se
• Molecular Weight: 227.208
• Mol File: 96503-15-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzene, [(2,2-dimethylpropyl)seleno]-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, [(2,2-dimethylpropyl)seleno]-(96503-15-0)
• EPA Substance Registry System: Benzene, [(2,2-dimethylpropyl)seleno]-(96503-15-0)

Safety Data

• Hazardous Substances Data: 96503-15-0(Hazardous Substances Data)

Upstream product

• 630-17-1 2,2-dimethylpropyl bromide 
• 23974-72-3 sodium phenylselenide 
• 1666-13-3 diphenyl diselenide 
• 10284-47-6 chloro(2,2-dimethylpropyl)mercury 
• 68819-94-3 p-tolyl benzeneselenosulfonate 
• 15501-33-4 neopentyl iodide 
• 16427-42-2 methanesulfonic acid 2,2-dimethyl-propyl ester 
• 75-84-3 2,2-dimethyl-propanol-1 

Downstream Products

• 994-05-8 tert-Amyl methyl ether 
• 1118-00-9 methyl t-butylmethyl ether 
• 1666-13-3 diphenyl diselenide 

Relevant articles and documents

Corey-Chaykovsky Cyclopropanation of Nitronaphthalenes: Access to Benzonorcaradienes and Related Systems

Nitronaphthalene derivatives react as Michael acceptors in the Corey-Chaykovsky reaction with alkyl phenyl selenones and alkyl diphenyl sulfonium salts. Mechanistic studies reveal that sterically demanding substituents at the carbanionic center favor formation of cyclopropanes and suppress competitive β-elimination to the alkylated products. The transformation, demonstrated also on heterocyclic nitroquinoline and nitroindazolines, is an example of transition metal-free dearomatization method.

Reactions of Alkylmercurials with Heteroatom-Centered Acceptor Radicals

The relative reactivities of alkylmercury halides toward PhS., PhSe., or I. decrease drastically from R = tert-butyl to R = sec-alkyl to R = n-butyl, indicative that R. is formed in the rate-determining step in the attack of these radicals upon RHgCl.The alkyl radicals thus formed will enter into chain reactions in which a heteroatom-centered radical (A.) is regenerated from substrates such as RS-SR, ArSe-SeAr, ArTe-TeAr, PhSe-SO2Ar, Cl-SO2Ph; ZCH=CHA (A = Cl, I, SPh, SO2Ph); or PhCCHA (A = I, SPh, SO2Ph). β-Styrenyl (PhCH=CHA, Ph2C=CHA) and β-phenethynyl (PhCCA) systems with A = I, Br, SO2Ph also enter into chain reactions with mercury(II) salts with the ligands PhS, PhSe, PhSO2, or (EtO)2PO.The relative reactivities of a series of reagents toward t-Bu. and of PhCH=CHA, Ph2C=CHA, and PhCCA toward c-C6H11. are reported as well as the regioselectivity of t-Bu. attack observed for 1,2-disubstituted ethylenes (ZCH=CHA) with Z and A from the group Ph, Cl, Br, I, SO2Ph, SPh, Bu3Sn.Reactions of (E)- and (Z)-PhCH=CHI or MeO2CCH=CHI with t-Bu. or c-C6H11. occurred in a regioselective and stereospecific (retention) manner.Reactions of (E)- and (Z)-ClCH=CHCl occurred in a nonstereospecific manner in which the E/Z product ratio increased with the bulk of the attacking radical.A similar effect on the E/Z product ratios was observed for (Z)-MeO2CCH=CHCl.

Free-Radical Chain-Substitution Reactions of Alkylmercury Halides

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