71491-84-4

Upstream product

• 71530-87-5 diphenylacetyl 3-chlorobenzoyl peroxide 
• 908093-98-1 diazodiphenylmethane 
• 535-80-8 3-chlorobenzoate 
• 5350-57-2 benzophenone hydrazone 
• 91-01-0 1,1-Diphenylmethanol 
• 117-34-0 2,2-diphenylacetic acid 
• 937-14-4 3-chloro-benzenecarboperoxoic acid 
• 1871-76-7 diphenylacetic acid chloride 
• 81928-72-5 sodium salt of 3-chloroperoxybenzoic acid 

Relevant academic research and scientific papers

Iron(III)-catalyzed direct synthesis of diphenylmethyl esters from 2-diphenylmethoxypyridine

A highly efficient method has been developed for the synthesis of diphenylmethyl (DPM) esters from 2-diphenylmethoxypyridine. Various carboxylic acids readily reacted with 2-diphenylmethoxypyridine in the presence of FeCl3 as a catalyst to provide the desired DPM esters with high yields. The procedure is facile and enables effective synthesis of a variety of esters for the protection of carboxylic acids.

Synthesis and esterification reactions of aryl diazomethanes derived from hydrazone oxidations catalyzed by TEMPO

Diverse hydrazones were oxidized to the corresponding diazoalkanes using sodium hypochlorite in the presence of catalytic amounts of TEMPO (2,2,6,6-tetramethylpiperidinyloxy). A library of diverse benzhydryl esters and analogues was prepared from diazoalkanes obtained by this procedure.

FURTHER STUDIES ON THE EXTENDED HAMMETT EQUATION COMPRISING THE HYDROPHOBIC CONSTANT: REACTIVITY DATA FOR BENZOIC ACIDS, ARYLACETIC ACIDS, β-ARYLPROPIONIC ACIDS, trans- AND cis-CINNAMIC ACIDS, METHYL BENZOATES; DISSOCIATION CONSTANTS, DDM REACTION AND ALKALINE HYDROLYSIS IN VARIOUS W...

The extended Hammett equation Δ = ρ? + h? comprising the hydrophobic constant ? is found to be effective in the title compounds and reactivities in various solvent mixtures.In 32 vol.percent tert-butanol-water hm decreases in the order ArCOOMe (-0.25), cis-ArCH=CHCOOH (-0.18), ArCOOH and ArCH2COOH (-0.16), ArCH2CH2COOH and trans-ArCH=CHCOOH (-0.07).For ArCOOH, mixtures like 40-60percent methanol, 50percent ethanol, 50percent acetone and 50percent dioxane give similar hm values of circa -0.05.For ArCH2COOH the effects of 3-iodo and 4-iodo substituents are acid-weakening in32percent tert-butanol.The consequences of the h? term for ρ, ?, and the averaging of ? values, are discussed.

Investigation of Electronic Effects in the Pyridine and Pyridine N-Oxide Rings. Part 4. Kinetics and Mechanism of the Reaction of Diazodiphenylmethane with Substituted Carboxypyridine and 2-carboxypyridine N-Oxides in Dimethylforamide

Rate constants for the reaction of 15 substituted carboxypyridines and four substituted 2-carboxypyridine N-oxides with diazodiphenylmethane (DDM) in dimethylformamide (DMF) were determined at 30 deg C, by the known spectrophotometric method.For comparison, rate constants for the raection of 12 substituted benzoic acids were determined under the same conditions.Kinetic and thermodynamic parameters obtained, together with products analyses, essentially verify the previously proposed reaction mechanism in this solvent.The empirical Hammett treatment has benn applied to the results, and it was shown that a scattered overall plot (ρ=1.019, log ko=-2.98, r=0.91, s=0.22, n=31) was obtained with additive ? constants from the corresponding ? values for the pyridine aza-group and N-oxide group and Hammett ? constants for substituents.Fairly good separate correlations were obtained from the data for substituted benzoic acids (ρ=1.07, log ko=-2.91, r=0.985, s=0.12, n=12), halogen- and nitro-substituted acids (ρ=1.18, log ko=-3.35, r=0.995, s=0.04, n=4).A far less satisfactory correlation was obtained when it was applied to the substituted carboxypyridines, including the N-oxides (ρ=1.15, log ko=-3.35, r=0.91, s=0.18, n=19).It was concluded that powerful solvent nucleophilic stabilisation of the reactant carboxylic acid in the initial state is greatly influenced by the type of substitution, substituent solvation, and probably also by the kind of electronic interaction of the particular substituent with the heteroaromatic nuclei.

Mechanism for Diacyl Peroxide Decomposition

The presence of ion-pair intermediates in diacyl peroxide decomposition has been established.Various substituted (4-X-phenyl)phenylacetyl Y-benzoyl peroxides and three corresponding 4-X-benzhydryl-4-nitrobenzoic carbonic anhydrides (X = CH3, H, Cl) were prepared.All compounds decomposed in 90percent acetone-water (v/v), giving the ionic products ester, alkohol, and acid.The fraction of ester (R) was similar to that found in the solvolysis of substituted benzhydryl-N-nitrosoamides, indicating a similar spectrum of ion-pair intermediates.The yield of ester product could be increased markedly by the addition of common ion.The mixed carbonic carboxylic anhydrides were not products of peroxide decomposition in either nucleophilic or nonnucleophilic solvents and showed a lower decompositin rate than the peroxide.Lastly, both the peroxide and the mixed carbonic carboxylic anhydride decomposed in chloroform with net retention.Neither CIDNP nor any radical abstraction product was detected.