41623-41-0

Upstream product

• 77-78-1 dimethyl sulfate 
• 96-22-0 pentan-3-one 

Downstream Products

• 31246-34-1 6-ethyl-4-hydroxy-5-methyl-α-pyrone 
• 23848-22-8 2,6-Dimethylphloroglucin-1-monomethylether 
• 41623-12-5 Benzoic acid (8R,9S,13S,14S,17S)-17-(1-ethyl-1-methoxy-propoxy)-13-methyl-7,8,9,11,12,13,14,15,16,17-decahydro-6H-cyclopenta[a]phenanthren-3-yl ester 
• 244231-02-5 (3aR,7S,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-diethyl-3a,4,7,7a-tetrahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 647836-69-9 5-ethyl-4-methyl-2-propyl-1H-pyrrole-3-carboxylic acid ethyl ester 
• 244231-03-6 (3aR,5R,6S,7S,7aR)-7-(tert-Butyl-diphenyl-silanyloxy)-2,2-diethyl-5,6-dihydroxy-hexahydro-benzo[1,3]dioxole-5-carboxylic acid methyl ester 
• 244231-04-7 8-(tert-butyl-diphenyl-silanyloxy)-6,6-diethyl-2,2-dimethyl-tetrahydro-benzo[1,2-d;4,5-d']bis[1,3]dioxole-3a-carboxylic acid methyl ester 

Relevant academic research and scientific papers

The Allopolarization Principle and its Applications, IV. Substituent Effects in the Methylation of Enolate Anions

The ratio of O- and C-methylated products in the reaction of the sodium salts of acetophenones 1, propiophenones 3, phenylacetones 5, β-dicarbonyl compounds 12, α-cyanocarbonyl compounds 13, acetaldehyde, propionaldehyde, and diethylketone with dimethyl sulfate, methyl iodide, and trimethyl phosphate in HMPTA has been determined with regard to the effect of substituents.In some cases the influence of solvents, concentration and temperature has also been studied.

The Allopolarization Principle and its Applications, VI. The Alkylation of Enolate Anions: Polarity and Regioselectivity

The O/C methylation ratio in the reaction of sodium enolates with dimethylsulfate depends on the polar (electronic) effect of substituents.The relative ?-charge density Px/y = lx/ly can be used as a measure for the polarity of ambifunctional anions; in case of enolate anions PO/C = lO/lC.The change of the regioselectivity Sf = log QO/QC in the alkylation of enolates is a function of a change in the polarity PO/C; ΔSf=f(ΔPx/y).The polar effect of substituents influences the charge control during the alkylation process via a change of the polarity of the enolate system: The higher the polarity of the anion, the stronger the charge control and the higher the yield of enol ether (O-alkylation). - Keywords: Alkylation, Enolate Anions