144741-40-2

Basic information

• Product Name: 1-Butanone, 3-methyl-1-phenyl-3-[(trimethylsilyl)oxy]-
• CAS NO: 144741-40-2
• Molecular Formula: C14H22O2Si
• Molecular Weight: 250.413
• Mol File: 144741-40-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 1-Butanone, 3-methyl-1-phenyl-3-[(trimethylsilyl)oxy]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Butanone, 3-methyl-1-phenyl-3-[(trimethylsilyl)oxy]-(144741-40-2)
• EPA Substance Registry System: 1-Butanone, 3-methyl-1-phenyl-3-[(trimethylsilyl)oxy]-(144741-40-2)

Safety Data

• Hazardous Substances Data: 144741-40-2(Hazardous Substances Data)

Upstream product

• 13735-81-4 1-styrenyloxytrimethylsilane 
• 67-64-1 acetone 

Downstream Products

• 43108-74-3 3-hydroxy-3-methyl-1-phenyl-1-butanone 
• 1383540-71-3 (R)-N-((S)-1-(4-bromophenyl)ethyl)-3,5-dihydroxy-5-methyl-3-phenylhexanamide 
• 1383540-74-6 (S)-6-methyl-4-phenyl-6-(trimethylsilyloxy)hept-1-en-4-ol 
• 1383540-76-8 phenyl (S)-3,5-dihydroxy-5-methyl-3-phenylhexyl-((S)-1-(4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)phenyl)ethyl)carbamate 
• 1383540-75-7 (R)-3-hydroxy-5-methyl-3-phenyl-5-(trimethylsilyloxy)hexanal 
• 1383540-73-5 phenyl (S)-1-(4-bromophenyl)ethyl((S)-3,5-dihydroxy-5-methyl-3-phenylhexyl)carbamate 
• 1383540-72-4 (S)-6-((S)-1-(4-bromophenyl)ethylamino)-2-methyl-4-phenylhexane-2,4-diol 
• 1114561-85-1 (S)-6-(2-hydroxy-2-methylpropyl)-3-((S)-1-(4-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)phenyl)ethyl)-6-phenyl-1,3-oxazinan-2-one 
• 1110641-70-7 (S)-3-((S)-1-(4-bromophenyl)ethyl)-6-(2-hydroxy-2-methylpropyl)-6-phenyl-1,3-oxazinan-2-one 

Relevant articles and documents

The indium(III) chloride-catalysed hydrolysis and in situ Mukaiyama-type reaction of arylmethyl ketone derived silyl enol ethers under solvent-free conditions

Treatment of trimethylsilyl enol ethers of arylmethyl ketones with catalytic amounts of indium(III) chloride under solvent-free conditions leads to a remarkably efficient process of in situ hydrolysis and Mukaiyama-type addition to the resulting ketones.

Homogeneous catalysis. Transition metal based lewis acid catalysts

Transition metal based Lewis acids provide catalysts for the Diels-Alder and Mukaiyama reactions. These catalysts must possess an electron deficient axophilic metal center and a labile coordination position. Unlike traditional Lewis acids, those derived from transition metals can function in the presence of water and have well defined structures. It is shown how a normally electron rich ruthenium atom can be converted to a Lewis acid by incorporation of electron withdrawing ligands and ligands with hard donor atoms. This ruthenium complex, [Ru(salen)(NO)(H2O)]+, is an efficient catalyst for the Diels-Alder reaction, but in the Mukaiyama reaction, it tends to be reduced and thereby deactivated by the silyl enol ether. It is shown that the complex [TiCp*2(H2O)2]2+ (Cp* is pentamethylcyclopentadienyl) is an efficient catalyst for the Diels-Alder reaction even when water is present. Similarly, the triflato complexes [TiCp2(CF3 SO3)2] and [ZrCp2(CF3SO3)2] (Cp is cyclopentadienyl) are efficient catalysts for both the Diels-Alder and Mukaiyama reactions. All of these catalysts are effective at very low loadings of ≈ 1 mol%. Catalysis has been shown to occur via substrate-catalyst adducts and moreover these adducts are formed rapidly and reversibly as required for efficient catalysis.

Homogeneous catalysis. A transition metal based catalyst for the Mukaiyama crossed-aldol reaction and catalyst deactivation by electron transfer

The cationic complex [Ru(salen)(NO)H2O]SbF6 is intrinsically a powerful catalyst for the Mukaiyama crossed-aldol reaction at 25°C in nitromethane solutions and at very low catalyst loadings but, for some reactions, electron transfer