74975-85-2

Upstream product

• 75-89-8 2,2,2-trifluoroethanol 
• 52516-87-7 9-(α-bromo-p-methoxybenzylidene)anthrone 
• 100-07-2 4-methoxy-benzoyl chloride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 100-09-4 4-methoxybenzoic acid 
• 1879-16-9 1-methoxy-4-methylsulfanyl-benzene 
• 201230-82-2 carbon monoxide 
• 64-17-5 ethanol 

Relevant academic research and scientific papers

Palladium-Catalyzed Alkoxycarbonylation of Arylsulfoniums

Alkoxycarbonylation of arylsulfoniums has been developed with the aid of a catalytic amount of a palladium-Xantphos complex under an atmospheric pressure of CO gas. Various functional groups such as carbonyl, cyano, halo, and sulfonyl groups were well tolerated under the present catalysis. Since aryldimethylsulfoniums were readily prepared from the corresponding aryl methyl sulfides and methyl triflate, one-pot alkoxycarbonylation of aryl methyl sulfides could be accomplished.

Aromatic carboxylic acid trifluoro ethyl ester compound and its preparation method (by machine translation)

Aromatic carboxylic acid trifluoro ethyl ester compound and its preparation method. The present invention provides a kind of aromatic carboxylic acid trifluoroacetate ester compound and its preparation method, the method is that the aromatic carboxylic acid and nitrous acid tert-butyl and 2, 2, 2 - trifluoro ethylamine one-pot synthesis after reaction, to obtain the carboxylic acid trifluoroacetate ester compound. The method is simple in operation, mild reaction conditions, low cost, few by-products, high yield, can be aromatic carboxylic acid trifluoroacetate ester compound, not limited by substrate, in order to establish aromatic carboxylic acid trifluoroacetate ester compound library, for drug screening and new drug synthesis of the raw material sources. (by machine translation)

Direct Esterification of Carboxylic Acids with Perfluorinated Alcohols Mediated by XtalFluor-E

The direct esterification of carboxylic acids with perfluorinated alcohols mediated by XtalFluor-E is reported. The corresponding polyfluorinated esters are obtained in moderate to excellent yields with a broad range of carboxylic acids, including aromati

Concurrent pathways to explain solvent and substituent effects for solvolyses of benzoyl chlorides in ethanol-trifluoroethanol mixtures

Rate constants are reported at 25 °C for solvolyses of p-Z-substituted benzoyl chlorides (Z = O2N, Cl, H, Me, and MeO) in 2,2,2-trifluoroethanol (TFE) in binary mixtures with water or ethanol. Product selectivities (kTFE/kwater) are also reported. Previous work in which rate constants for solvolyses of benzoyl chlorides are correlated with σ constants is re-evaluated. V-shaped plots (assuming concurrent reactions) are constructed from logarithms of rate constants vs. σ (not σ ) for substituent effects or a suitable parameter for solvent effects. Conditions are established for which it is predicted that concurrent mechanisms (one dissociative, one associative) each contribute 50% towards the observed rate constants. ARKAT-USA, Inc.

Solvent polarity and organic reactivity in mixed solvents: Evidence using a reactive molecular probe to assess the role of preferential solvation in aqueous alcohols

(Chemical Equation Presented) Product selectivities [S = ([ester product]/[acid product]) x ([water]/[alcohol solvent])] are reported for solvolyses of p-methoxybenzoyl chloride (2) in aqueous methanol, ethanol, 2,2,2-trifluoroethanol, n-propyl alcohol, isopropyl alcohol, and tert-butyl alcohol at 25, 35, and 45°C. S values are small and depend significantly on the alcohol cosolvent, varying from 1.3 in methanol to 0.1 in tert-butyl alcohol, but S depends only slightly on the solvent composition, and on the temperature. As S adjusts the product ratios for changes in bulk solvent compositions, it is suggested that preferential solvation by either alcohol or water at the reaction site is not a major factor influencing rates or products. Logarithms of rates of solvolyses of 2 correlate well with Kosower Z values (based on solvatochromism). In contrast, another solvatochromic polarity index, ET(30), shows "dispersion" in correlations with the solvent ionizing power parameter, YOTs, probably due to aromatic ring and other solvation effects.

Facile oxidative conversion of alcohols to esters using molecular iodine

A simple, efficient, and high-yield procedure for the oxidative conversion of alcohols to various types of esters and ketones, with molecular iodine and potassium carbonate was successfully carried out.

Facile conversion of alcohols to the corresponding 2,2,2-trifluoroethyl esters with molecular iodine and potassium carbonate in 2,2,2-trifluoroethanol

A simple, effective, and high-yield procedure for the oxidative conversion of primary alcohols to the corresponding 2,2,2-trifluoroethyl esters, with molecular iodine and potassium carbonate in 2,2,2-trifluoroethanol, was studied.

Mechanism of Solvolysis of Substituted Benzoyl Halides

Most substituted benzoyl fluorides undergo hydrolysis in aqueous solution through an associative mechanism with ρ = 1.7, kHOH/kDOD = 2.3+/-0.2, little dependence on the leaving group (kCl/kF = 1.2), and general-base catalysis by fluoride ion.There is an abrupt change to a dissociative mechanism through an acylium ion intermediate for the hydrolysis of p-(dimethylamino)benzoyl and (in part) p-anisoyl fluorides, with ρ+ =/Cl/kF = 10E6-10E7, and kHOH/kDOD = 1.1 for p-Me2NPhCOF.Common ion inhibition by fluoride ion traps the p-(dimethylamino)benzoyl acylium ion, which undergoes hydration with kh ca. 10E9-10E10 s-1.The increase in the solvent isotope effect for hydrolysis of p-(dimethylamino)benzoyl fluoride to kHOH/kDOD = 1.9 in the presence of concentrated potassium fluoride is attributed to general-base-catalyzed hydration of the acylium ion intermediate.The large yield of trifluoroethyl ester from the solvolysis of p-anisoyl fluoride in TFE/EtOH/HOH suggests that the acylium ion reacts in a solvent-separated ion pair, with kh ca. 10E12 s-1; extrapolation predicts rate constants of =/> 10E13 s-1 for the hydration of less stable acylium ions.A change in sensitivity to solvent ionizing power from m = 1.4 in water to m = 0 in 60percent ethanol for p-(dimethylamino)benzoyl fluoride suggests a change to an associative mechanism.Benzoyl fluorides and acylium ions show selectivity toward alcohols, with βnuc ca. 0.2.The absence of common ion inhibition for the solvolysis of several benzoyl chlorides in water or 90percent TFE/HOH is consistent with kh >10E11 s-1 for the acylium ions.Solvolysis occurs through the dissociative reaction channel, with ρ+ = -3.0, even when the estimated lifetimes of the acylium ion species suggest that there is no chemical barrier for their hydration.However, there is a change to an associative mechanism for the solvolysis of p-nitrobenzoyl chloride in water.

Vinylic Cations from Solvolysis. 29. Solvolysis of 9-(α-Bromoarylidene)anthrones as a Probe to the Reactivity - Selectivity Relationship in Solvolysis Reactions

The solvolyses of 9-(α-bromoarylidene)anthrones 5a (Ar=An), 5b (Ar=Tol), 5c (Ar=Ph), and 5d (Ar=o-An) in 1:1 AcOH-Ac2O/NaOAc and in TFE/2,6-lutidine and of 5a in buffered AcOH and 80percent EtOH were investigated.An extensive common ion rate depression by the formed or added Br- ion was observed.Selectivity constants α=kBr-/kAcO- and α'=kBr-/kTFE or kBr-/K80percentEtOH for competitive capture of the derived cations 14 by Br- vs.AcO- or the solvent were calculated.The α values in 1:1 AcOH-Ac2O, the α' values in TFE, and the reactivities (kt0 values) are structure dependent and follow the order 5a > 5d > 5b.The results for 5c are not sufficiently accurate for reliable selectivity determination.The nature of the capturing nucleophile in AcOH-containing media is discussed and evidence for product formation nearly exclusively from a solvolytically generated free vinyl cation in AcOH, AcOH-Ac2O, and TFE is given.Linear or nearly linear reactivity-selectivity relationships of log kt0 vs. log α or log α' for 5a, 5b, and 5d were obtained, but the selectivity differences are moderate in 1:1 AcOH-Ac2O and small in TFE.This behavior is discussed in relation to Ritchie's constant selectivity rule for stable cations and the linear reactivity-selectivity observed for less selective ions.It is suggested that the different selectivity relationships represent different regions of an overall nonlinear reactivity-selectivity plots for carbonium ion reactions.The merits and disadvantages of measuring selectivities by common ion rate depression are discussed.