2042-41-3

Upstream product

• 63125-13-3 p-Bromophenoxyl radical 
• 14998-27-7 chlorite 
• 20359-73-3 4-iodophenoxide 
• 16331-64-9 ethanolate 
• 1523-17-7 4-bromophenyl benzoate 
• 288-32-4 1H-imidazole 
• 1927-95-3 4-bromophenyl acetate 

Downstream Products

• 63125-13-3 p-Bromophenoxyl radical 
• 20359-73-3 4-iodophenoxide 
• 21713-54-2 O-4-bromophenyl phenyl phenyl(phenyl)phosphinate 
• 14609-74-6 p-nitrophenolate 
• 14998-27-7 chlorite 
• 15795-62-7 2,2-dimethyl-5-(4-nitrobenzylidene)-1,3-dioxane-4,6-dione 
• 3229-70-7 phenolate 
• 14609-76-8 4-cyanophenolate 
• 74534-08-0 1-(4-bromophenoxy)-2,4,6-trinitrobenzene 
• 1927-95-3 4-bromophenyl acetate 

Relevant academic research and scientific papers

Mechanistic change in the reactivity of substituted phenyl acetates over phenyl thiolacetates toward imidazole in aqueous phase

The kinetics of aminolysis of several substituted phenyl acetates by imidazole is studied in aqueous medium at 20°C and an ionic strength of 0.1 M (KCl). By following the leaving groups spectrophotometrically (λ max = 272-401 nm), under excess free imidazole, pseudo-first-order rate constants (κobs) are obtained. For the esters with good nucleofuges, the reaction follows clean second-order kinetics and the plots of (κobs - κH) against free imidazole concentration are linear at constant pH. The macroscopic nucleophilic substitution rate constants (κN) are obtained as the slopes of these plots and found to be pH independent. For the esters with poor nucleofuges, a rate dependence on more than first power of the free imidazole and a linear dependence of κ′2 on free imidazole is observed. Accordingly, the microscopic rate constants for the assisted paths viz. κga and κgb have been disseminated besides for simple bimolecular attack. The Broensted-type plots and Hammett plots were constructed whose slope values are consistent with a stepwise mechanism through a bipolar tetrahedral addition intermediate whose formation or breakdown being rate determining for various paths. Comparison of this reaction of oxyesters with the earlier reported works on similar reaction of analogue thiolesters under identical reaction conditions showed remarkable mechanistic differences which are discussed in detail. The discussion is extended to include the details on previously studied ammonolysis of these two types of esters wherein thiolesters showed differed reactivity than that reported in the present study.

The influence of the structure of tetracoordinate phosphorus acid esters on the catalytic effect of the sodium dodecyl sulfate - hexanol - water ternary reverse micellar system

The catalytic effect of the sodium dodecyl sulfate - hexanol - water ternary reverse micellar system in the alkaline hydrolysis of O-alkyl O′-aryl chloromethylphosphonates as a function of the substrate structure was studied. The micellar effect is mainly determined by a change in the electronic properties of the substituents, while the hydrophobicity plays a secondary role. The kinetic data were examined in the framework of the pseudo-phase model of micellar catalysis. The rate constants of the reaction in the surface layer and the partition constants of the reactants were calculated.

The micellar effect of the sodium bis(2-ethylhexyl)sulfosuccinate - decane - water reverse system on the hydrolysis of phosphoric acid esters

The reactivity of alkyl aryl chloromethylphosphonates in alkaline hydrolysis in the sodium bis(2-ethylhexyl)sulfosuccinate - decane - water reverse micellar system is mainly determined by the electronic properties of substituents and depends only slightly on their hydrophobicity.

Acid dissociation constants of phenols and reaction mechanism for the reactions of substituted phenyl benzoates with phenoxide anions in absolute ethanol

Acid dissociation constants of 10 substituted phenols have been measured by a kinetic method together with second-order rate constants for the reactions of aryl benzoates (X-C6H4CO-OC6H4-Y) with Z-substituted phenoxide (Z-C6H4O-) and EtO- in absolute ethanol at 25.0 ± 0.1°C. The kinetic results support a stepwise mechanism for the present acyl-transfer reaction.

The one-electron reduction potential of 4-substituted phenoxyl radicals in water

By means of pulse radiolysis the one-electron reduction potentials of twelve 4-substituted phenoxy radicals have been determined. The main reference used was the ClO2./ClO2- couple. By combining the redox potentials of phenoxyl radicals with the aqueous acidities of phenols the bond strength of the phenolic O-H bond was calculated. These values were found to be in good agreement with O-H bond dissociation enthalpies measured in the gas phase.

Nucleophilic Addition to Olefins. 2. Reaction of Benzylidene Meldrum's Acid with Water, Hydroxide Ion, and Aryloxide Ions. Complete Kinetic Analysis of the Hydrolytic Cleavage of the C=C Double Bond

The kinetics of reversible nucleophilic attack by water, hydroxide ion, phenoxide ion, and p-bromophenoxide ion on benzylidene Meldrum's acid was measured in aqueous solution by the stopped-flow method.The rate of protonation on carbon of the anionic addition complex between benzylidene Meldrum's acid and hydroxide ion was also measured.The combination of our results with literature data on the rate of hydrolytic cleavage of benzylidene Meldrum's acid allowed us to map out a detailed mechanism of the cleavage reaction and assign rate-limiting step in different pH ranges.At high pH, protonation on carbon of the anionic addition complex is rate limiting; at low pH, deprotonation of the OH group in the neutral addition complex is rate limiting, which implies a rate constant for the breakdown of the tetrahedral intermediate by carbanion departure on the order of, and probably exceeding, 1010 s-1.