Esterification butyl alcohol

The recovery of acetic acid from its dilute aqueous solutions is a major problem in both petrochemical and fine chemical industries. Saha, et al. (2000) developed conventional methods of recovery of 30% acetic acid by reaction with n-butanol and isoamyl alcohol in a reactive distillation column using macroporous ion-exchange resin, Indion 30, as a catalyst bed, confined in stainless steel wire cages. They found that recovery of acetic acid was enhanced by reactive distillation compared to the batch operation. Hanika et al. (1999) studied the esterification butyl alcohol with acetic acid in a pilot plant using a reactive distillation column packed with commercial catalysts (KATPAK and CY). It was found that butyl acetate could be recovered in very high purity. This study had resulted in the development of a new technology for the manufacture of butylacetate. 

Esters. Most acryhc acid is used in the form of its methyl, ethyl, and butyl esters. Specialty monomeric esters with a hydroxyl, amino, or other functional group are used to provide adhesion, latent cross-linking capabihty, or different solubihty characteristics. The principal routes to esters are direct esterification with alcohols in the presence of a strong acid catalyst such as sulfuric acid, a soluble sulfonic acid, or sulfonic acid resins addition to alkylene oxides to give hydroxyalkyl acryhc esters and addition to the double bond of olefins in the presence of strong acid catalyst (19,20) to give ethyl or secondary alkyl acrylates. 

The butyl alcohols undergo esterification with organic acids in the usual manner in the presence of trace amounts of mineral acid catalysts. Esterification is fastest with /-butyl alcohol and slowest with the primary alcohols although /-butyl alcohol undergoes substantial dehydration in the presence of the typical acid esterification catalysts. 

The esterification of -butyl alcohol and oleic acid with a phenol—formaldehydesulfonic acid resin (similar to amberHte IR-100) is essentially second order after an initial slow period (52). The velocity constant is directiy proportional to the surface area of the catalyst per unit weight of reactants. 

Continuous esterification of acetic acid in an excess of -butyl alcohol with sulfuric acid catalyst using a four-plate single bubblecap column with reboiler has been studied (55). The rate constant and the theoretical extent of reaction were calculated for each plate, based on plate composition and on the total incoming material to the plate. Good agreement with the analytical data was obtained. 

Crotonic acid, esterification with sec-butyl alcohol, 41, 60 Crystal Violet, from condensation of oxalyl chloride with dimethyl-aniline, 41, 2-4... 

Some acrylates are still produced by a modified Reppe process that involves the reaction of acetylene, the appropriate alcohol (in the case of butyl acrylate, butyl alcohol is used), and carbon monoxide in the presence of an acid. The process is continuous and a small amount of acrylates is made this way. The most economical method of acrylate production is that of the direct oxidation of propylene to acrylic acid, followed by esterification. 

Reactivity of Functional Groups. The reactivity of the functional groups of liquid prepolymers significantly affects the processing, cure behavior, and the ultimate mechanical properties of the cured binder and propellant. The reactivity of carboxyl groups of CTPB can be determined by the rate of reaction with n-butyl alcohol. The rate of esterification is measured from the rate of water evolution from the alcohol—carboxylic acid reaction, and a plot of water evolved vs. time then permits the calculation of the corresponding rate constants. 

The synthesis of long-chain fatty acid esters of carbohydrates is inherently more demanding. It was found that glucose did not react with vinyl laurate in a pure ionic liquid medium, but in biphasic tert-butyl alcohol/[BMIm][PF6], glucose could be acylated by the vinyl esters of O, 2-Cu, fatty acids. The best results were obtained with CaLB, which was twice as active as TIL, and the selectivity for acylation at C-6 was high [114]. The esterification of glucose with palmitic acid, which is, in an industrial context, to be preferred over transesterification, has recently been demonstrated in tert-butyl alcohol/[BMIm][PF6] medium [115]. 

Bromopropiophenone from aluminum chloride catalyzed bromination of propiophenone, 40, 9 3-Bromo-4-tolualdehyde from aluminum chloride catalyzed bromination of J>-tolualdehyde, 40, 9 sec-Butyl acrylate, 41, 62 sec-Butyl alcohol, esterification of cro-tonic add with, 41, 60 esters with a,/3-unsaturated adds, 41, 62... 

Replacement of the B—OH group with formation of boron-carbon bonds is effected by esterification with butyl alcohol or trimethylsilylation with bis(trimethylsilyl)acetamide (BSA) in anhydrous acetonitrile and subsequent action of organolithium compounds or Grignard reagents on these ethers (Scheme 56). 4,5-Borazarofuro[2,3-c]pyridine itself (256) has been obtained by reduction of (252) as colorless, moisture-sensitive crystals with m.p. 80-85 °C. 

When M-butyl alcohol is oxidized to butyric acid in the presence of a high concentration of sulfuric acid, esterification takes place at once, even in the cold, as long as an excess of the alcohol is present. 

Because of the problems with disposal of the bisulfate waste and the handling of HCN, much research has been devoted to alternative processes. The new processes range from using new feedstocks such as isobutylene / t-butyl alcohol, ethylene, isobutane or methylacetylene to techniques for recycling the HCN and / or ammonium bisulfate279 28°. In 1998 Asahi replaced 60,000 tonnes per year of MMA capacity based on direct oxidation of isobutylene with a new process that also starts with isobutylene. However the new direct oxidative esterification (DOE) process makes MMA by the simultaneous oxidation and esterification of methacrolein, which eliminates the intermediate production of methacrylic acid298. 

A mild method for forming ter/-butyl esters is the Yamaguchi esterification, which involves reaction of a carboxyl group with 2A6-trichlorobenzoyl chloride and triethylamine in THE The resultant mixed anhydride intermediate reacts with rm-butyl alcohol in the presence of DMAP to give the ferf-butyl ester in good yield.96... 

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