67820-48-8Relevant academic research and scientific papers
Antimony(v) catalyzed acetalisation of aldehydes: An efficient, solvent-free, and recyclable process
Ugarte, Renzo Arias,Hudnall, Todd W.
, p. 1990 - 1998 (2017/06/09)
A highly selective, solvent-free process for the acetalisation of aldehydes was achieved by the use of a readily accessible antimony(v) catalyst which we previously prepared in our lab as a tetraarylstibonium triflate salt ([1][OTf]). High yields of the acetals were achieved in the presence of stoichimetric amounts of either triethoxymethane or triethoxysilane. It was found that triethoxymethane reactions required longer time to reach completion when compared to triethoxysilane reactions which were completed upon mixing of the reagents. The products can be easily separated from the catalyst by distillation which enabled further use of [1][OTf] in additional calytic reactions (up to 6 cycles). Moreover, [1]+ also catalyzed the deprotection of the acetals into their corresponding aldehydes using only water as a solvent.
Epoxide ring-opening and Meinwald rearrangement reactions of epoxides catalyzed by mesoporous aluminosilicates
Robinson, Mathew W. C.,Davies, A. Matthew,Buckle, Richard,Mabbett, Ian,Taylor, Stuart H.,Graham, Andrew E.
experimental part, p. 2559 - 2564 (2009/10/30)
Mesoporous aluminosilicates efficiently catalyze the ring-opening of epoxides to produce β-alkoxyalcohols in high yields under extremely mild reaction conditions. These materials also catalyze the corresponding Meinwald rearrangement in non-nucleophilic solvents to give aldehydes which can be trapped in situ to provide the corresponding acetals in an efficient tandem process. The Royal Society of Chemistry 2009.
Rearrangement of trans-stilbene into diphenylacetaldehyde acetals induced by direct anodic oxidation
Ogibin, Yu. N.,Ilovaisky, A. I.,Nikishin, G. I.
, p. 2089 - 2092 (2007/10/03)
Direct anodic oxidation of trans-stilbene in lower alcohols and in some other solvents in the presence of KF or Bu4NBF4 is accompanied by its electrooxidatve rearrangement into diphenylacetaldehyde acetals; a competing reaction yields 1,2-dialkoxy-1,2-diphenylethanes. - Keywords: trans-stilbene; electrooxidation; rearrangement.
TiCl4-Catalyzed Addition of HN3 to Aldehydes and Ketones. Thermolysis and Photolysis of α-Azido Ethers
Hassner, Alfred,Fibiger, Richard,Amarasekara, Ananda S.
, p. 22 - 27 (2007/10/02)
Aldehydes react with hydrazoic acid and alcohols in the presence of catalytic amounts of TiCl4 to produce α-azido ethers.The conversion of simple ketones to methyl α-azido alkyl ethers can be accomplished by means of hydrazoic acid and methyl orthoformate.Both gas-phase thermolysis and photolysis of representative α-azido ethers were studied and shown to produce mainly imino ethers.In the thermolysis, migratory preference decreases in the series H >> CH3 > Ph >> OR.
THE CHEMISTRY OF SOME METHOXYCHLOR DERIVATIVES
Baarschers, William H.,Vukmanich, James P.
, p. 932 - 935 (2007/10/02)
The preparation of 1-chloro-2,2-bis(p-methoxyphenyl)ethylene (3a) and of 1-chloro-2,2-bis(p-hydroxyphenyl)ethylene (3b), required for a study of the microbial degradation of methoxychlor (1a) was reinvestigated.The methoxy compound (3a) was readily obtained by alkaline dehydrohalogenation of 1,1-dichloro-2,2-bis(p-methoxyphenyl)ethane (2a), but similar treatment of 1,1-dichloro-2,2-bis(p-hydroxyphenyl)ethane (2b) gave a chlorine-free compound, characterized as the diethyl acetal of 2,2-bis(p-hydroxyphenylacetaldehyde (5a) on the basis of spectroscopic evidence and comparison with a model compound.Also, 2,2-bis(p-methoxyphenyl)acetic acid (4a) and 2,2-bis(p-hydroxyphenyl)acetic acid (4b) were prepared and the solubility and p-values (ethyl acetate / water) of these acids were determined.
