Succinic reaction with alcohols

Docusate Calcium. Dioctyl calcium sulfosuccinate [128-49-4] (calcium salt of l,4-bis(2-ethylhexyl)ester butanedioic acid) (11) is a white amorphous soHd having the characteristic odor of octyl alcohol. It is very slightly soluble in water, and very soluble in alcohol, polyethylene glycol 400, and com oil. It may be prepared directly from dioctyl sodium sulfo succinate dissolved in 2-propanol, by reaction with a methan olic solution of calcium chloride. 

DPP pigments are synthesized by reacting succinic ester with benzonitriles in the presence of alcoholate in the corresponding alcohol for base catalysis. Originally starting from sodium methylate/methanol an important step toward a significantly improved yield was achieved by reaction of succinic tert.-alkylester in sodium tert.-alkylalcoholate/tert.-alkylalcohol. 

Alkenes can be converted to succinic esters by reaction with carbon monoxide, an alcohol, and palladium chloride in the presence of mercuric chloride.1,12 The addition is mostly syn. In similar reaction, both terminal and internal alkynes can be converted to esters of maleic acid. 

By constant-current electrolysis of triphenylphosphine with alcohol and benzoic or succinic acid the alkoxyphosphonium perchlorates can be obtained434 (reaction 123). 

Reaction products of poly(isobutenyl)succinic anhydride with (77) amino alcohols, amines and sorbitol... 

Tills is generally associated with the familiar alcoholic fermentation in which theoretically 100 parts of glucose are converted to 51.1 parts of ethyl alcohol (ethanol). 48.9 parts of carbon dioxide (CO/i. and heat. In addition, however, the anaerobic reaction also yields minor byproducts in small amounts—mainly glycerol, succinic acid, higher alcohols (fusel oil), 2,3-butanediol, and traces of acetaldehyde, acetic acid, and lactic acid. Fusel oil is a mixture of alcohols, including -propyl, -butyl, isobutyl, amyl, and isoamyl alcohols. 

The products were isolated as esters by reaction of the acylcobalt carbonyls with an alcohol and iodine. In the case of the alkyl halides, carbon monoxide was normally absorbed, but under nitrogen, acylcobalt tricarbonyls must be formed. The reaction with alkyl halides was slow and some isomerization was noted using M-propyl iodide (formation of n-butyrates and isobutyrates). Absence of carbon monoxide promoted the isomerization. Isopropyl iodide gave no reaction. When ethyl a-bromopropionate was used, no isomerization was found at — 25 °C under carbon monoxide, but the isomerized product, diethyl succinate, was the major product at 25° C under carbon monoxide or nitrogen. Under the conditions of the experiments no isomerization of the alkyl halide itself was found. 

The procedure usually is unsuitable for tertiary alcohols since the reaction with phthalic anhydride or succinic anhydride either fails or results in dehydration of the alcohol. A few tertiary alkyl phthalates, however, have been prepared and resolved by first converting the alcohols to sodium or potassium salts and allowing these to react79 80 with phthalic anhydride. This modification has been applied successfully to dUa- and /S-santalols81 and cB-linalool.81 As already mentioned, glycols cannot be resolved by this procedure because they form polymeric esters when heated with phthalic or succinic anhydride. Phenols also usually form phthaleins or other condensation products instead of simple acid esters. 

Helferich and Muller121,122 prepared a-D-glucopyranosides, including some disaccharides, by the reaction of 3,4,6-tri-O-acetyl-jS-D-gluco-pyranosyl chloride with alcohols in the presence of mercury(II) succinate. 

Polyisobutylene succinic esters - Succinic esters are formed by the reaction of PiBSAs with alcohols [39]. In general, polyols are used which can form different products dependent upon alcohol equivalents and processing conditions. These include the monoester, diester and coupled product. Reaction (7.8), where the PiBSA head group has been modified to a generic structure for simplicity. 

BUTANEDIOIC ACID (110-15-6) Combustible solid. Dust or powder may form explosive mixture with air. Violent reaction with strong acids, strong oxidizers. Decomposes in elevated temperatures above 455°F/235°C, forming succinic anhydride. Violent reaction with all bases (exothermic reaction) including amines, amides, and inorganic hydroxides strong oxidizers, furfliryl alcohol (explosion), hypochlorites, isocyanides, nitromethane, chromic acid, nitric acid, hydrogen peroxide, phosphorus pentaoxide, sulfuric acid. Reacts, possibly,... 

Oxidative carbonylation of alkenes is a unique reaction of Pd(II). Three types of oxidative carbonylation to give -substituted acid derivatives 130, a, -unsaturated esters 132 and succinate derivatives 134 are known, which can be understood by the following mechanism. Palladation of alkenes with PdX2, followed by CO insertion, generates the acylpalladium intermediate 129 whose reductive elimination affords -substituted carboxylic acid derivatives 130 (path a). Reaction in alcohol in the presence of a base starts by the formation of the alkoxycarbonylpalladium 128. Carbopalladation of alkene with 128 generates 131. Then y3-H elimination of the intermediate 131 yields the a-unsaturated ester 132 (path b). Further CO insertion to 131 gives the acylpalladium intermediate 133 and its alcoholysis yields the succinate derivative 134 (path c). Formation of the jS-alkoxy ester 130 (X-OR) is regarded as nucleophilic substitution of Pd-X in 131 with alcohols. 

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