161835-59-2

Upstream product

• 111-34-2 -butyl vinyl ether 
• 106-43-4 para-chlorotoluene 
• 2028-84-4 p-methylbenzenediazonium chloride 

Downstream Products

• 4477-47-8 4-methylphenylacetaldehyde-2,4-dinitrophenylhydrazone 

Relevant academic research and scientific papers

First Application of Secondary Phosphines as Supporting Ligands for the Palladium-Catalyzed Heck Reaction: Efficient Activation of Aryl Chlorides

Secondary dialkylphosphines were successfully used for the first time as efficient supporting ligands for the palladium-catalyzed Heck reaction of electron-rich and electron-poor aryl chlorides with olefins such as acrylate, ethylene, styrene, and n-butyl vinyl ether. The yields with HP(t-butyl)2 and HP(adamantyl)2 were comparable or better than those obtained with known systems of tertiary phosphines such as P(cyclohexyl)3 and P(t-butyl)3, especially at a catalyst loading of 1 mol %. In comparison with tertiary phosphines, the secondary phosphines have the advantage of being readily available at low cost on a technical scale, and are comparable with respect to handling and oxygen sensitivity.

Coupling of nucleophiles, vinyl compounds or CO with water, alcohols or amines to organic compounds

Process for the coupling of a) nucleophiles selected from the group alcohols, thioles, amines, metallised hydrocarbons, CH-acidic compounds and metal cyanides, or of b) carbon monoxide mixed with water, alcohols, ammonia, primary or secondary amines, to organic compounds selected from the group of leaving-group-containing aromatics, hetero-aromatics with a C-bonded leaving group, aromatic or hetero-aromatic methyl compounds with a leaving group bonded to the methyl group, ethylenically unsaturated organic compounds with a C-bonded leaving group, or organic allyl compounds with a leaving group in allyl position, or c) vinyl compounds with leaving-group-containing aromatics, whilst cleaving the leaving group in the presence of Pd complexes with monophospholine ligands as the catalyst, whereby variants b) and c) are carried out in the presence of an inorganic base or organic nitrogen base, the process being characterised in that the Pd complex contains secondary monophosphines with aliphatic, branched or cyclic substituents as ligands.

Diazo Reactions with Unsaturated Compounds. IV. Reaction of Vinyl Butyl Ether with Aryldiazonium Chlorides

Vinyl butyl ether reacts in aqueous acetone at pH 4-5 in the presence of catalytic amounts of copper(II) chloride with aryldiazonium chlorides to give 1-butoxy-2-arylethenes and minor amounts of 1-butoxy-1-chloro-2-arylethanes, which are readily hydrolyzed in an acid medium in the presence of 2,4-dinitrophenylhydrazine to give 2,4-dinitrophenylhydrazones of corresponding arylacetaldehydes.