73759-44-1

Basic information

• Product Name: 1,4-bis(triethylsiloxy)-2,5-di-tert-butylbenzene
• Synonyms: 1,4-bis(triethylsiloxy)-2,5-di-tert-butylbenzene
• CAS NO: 73759-44-1
• Molecular Weight: 450.853
• Mol File: 73759-44-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 1,4-bis(triethylsiloxy)-2,5-di-tert-butylbenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-bis(triethylsiloxy)-2,5-di-tert-butylbenzene(73759-44-1)
• EPA Substance Registry System: 1,4-bis(triethylsiloxy)-2,5-di-tert-butylbenzene(73759-44-1)

Safety Data

• Hazardous Substances Data: 73759-44-1(Hazardous Substances Data)

Upstream product

• 994-30-9 triethylsilyl chloride 
• 88-58-4 2,5-bis(1,1-dimethylethyl)-1,4-benzenediol 

Relevant articles and documents

Oxidation of Hydroquinone Silyl Esters to Quinones

The electrochemical oxidation of trialkylsiloxybenzene derivatives was investigated using platinum and graphite anodes in either acetonitrile or methylene chloride solvent.Preparative oxidation of the bis(trimethylsilyl) ethers of hydroquinone, chlorohydroquinone, 2,5-di-tert-butylhydroquinone, and 9,10-dihydroxyanthracene gave the corresponding quinones in 80-90percent yield.Oxidation of 1,4-bis(trimethylsiloxy)-2-methoxybenzene in acetonitrile gave 3,6-dihydroxy-2,7-dimethoxydibenzofuran in 65percent yield.Oxidation of 1-methoxy-4-(trimethylsiloxy)benzene in methanolic acetonitrile produced 1,1-dimethoxy-2,5-cyclohexadien-4-one in 99percent yield.The cyclic voltammograms of the trimethylsilyl, triethylsilyl, and tert-butyldimethylsilyl ethers of 2,5-di-tert-butylhydroquinone were recorded using acetonitrile and methylene chloride solvents at 25 and -60 deg C.These compounds were found to react by initial one-electron oxidation to generate a cation radical which decomposes by silicon-oxygen bond cleavage to eventually form quinone.The relative rates for decomposition of the trimethylsilyl, triethylsilyl, and tert-butyldimethylsilyl ether cation radicals at -60 deg C were 10:5:1. tert-Butyldimethylsilyl chloride and tert-butyldimethylsilyl triflate were found to be stable toward cathodic reduction in dry methylene chloride and acetonitrile at potentials as negative as -2.1 vs.Ag/0.1 M AgNO3.Cyclic voltammetry indicated that reduction of 2,5-di-tert-butylbenzoquinone, anthraquinone, and naphthoquinone in the presence of tert-butyldimethylsilyl chloride resulted in reductive silylation.