Acid extractable

Fit a 1500 ml. bolt-head flask with a reflux condenser and a thermometer. Place a solution of 125 g. of chloral hydrate in 225 ml. of warm water (50-60°) in the flask, add successively 77 g. of precipitated calcium carbonate, 1 ml. of amyl alcohol (to decrease the amount of frothing), and a solution of 5 g. of commercial sodium cyanide in 12 ml. of water. An exothermic reaction occurs. Heat the warm reaction mixture with a small flame so that it reaches 75° in about 10 minutes and then remove the flame. The temperature will continue to rise to 80-85° during 5-10 minutes and then falls at this point heat the mixture to boiling and reflux for 20 minutes. Cool the mixture in ice to 0-5°, acidify with 107-5 ml. of concentrated hydrochloric acid. Extract the acid with five 50 ml. portions of ether. Dry the combined ethereal extracts with 10 g. of anhydrous sodium or magnesium sulphate, remove the ether on a water bath, and distil the residue under reduced pressure using a Claiseii flask with fractionating side arm. Collect the dichloroacetic acid at 105-107°/26 mm. The yield is 85 g. 

Vinylacetic acid. Place 134 g. (161 ml.) of allyl cyanide (3) and 200 ml. of concentrated hydrochloric acid in a 1-htre round-bottomed flask attached to a reflux condenser. Warm the mixture cautiously with a small flame and shake from time to time. After 7-10 minutes, a vigorous reaction sets in and the mixture refluxes remove the flame and cool the flask, if necessary, in cold water. Ammonium chloride crystallises out. When the reaction subsides, reflux the mixture for 15 minutes. Then add 200 ml. of water, cool and separate the upper layer of acid. Extract the aqueous layer with three 100 ml. portions of ether. Combine the acid and the ether extracts, and remove the ether under atmospheric pressure in a 250 ml. Claisen flask with fractionating side arm (compare Fig. II, 13, 4) continue the heating on a water bath until the temperature of the vapour reaches 70°. Allow the apparatus to cool and distil under diminished pressure (compare Fig. II, 20, 1) , collect the fraction (a) distilling up to 71°/14 mm. and (6) at 72-74°/14 mm. (chiefly at 72 5°/ 14 mm.). A dark residue (about 10 ml.) and some white sohd ( crotonio acid) remains in the flask. Fraction (6) weighs 100 g. and is analytically pure vinylacetic acid. Fraction (a) weighs about 50 g. and separates into two layers remove the water layer, dry with anhydrous sodium sulphate and distil from a 50 ml. Claisen flask with fractionating side arm a further 15 g. of reasonably pure acid, b.p. 69-70°/12 mm., is obtained. 

Method 2. Place a 3 0 g. sample of the mixture of amines in a flask, add 6g. (4-5 ml.) of benzenesulphonyl chloride (or 6 g. of p-toluenesulphonyl chloride) and 100 ml. of a 5 per cent, solution of sodium hydroxide. Stopper the flask and shake vigorously until the odour of the acid chloride has disappeared open the flask occasionally to release the pressure developed by the heat of the reaction. AUow the mixture to cool, and dissolve any insoluble material in 60-75 ml. of ether. If a solid insoluble in both the aqueous and ether layer appears at this point (it is probably the sparingly soluble salt of a primary amine, e.g., a long chain compound of the type CjH5(CH2) NHj), add 25 ml. of water and shake if it does not dissolve, filter it off. Separate the ether and aqueous layers. The ether layer will contain the unchanged tertiary amine and the sulphonamide of the secondary amine. Acidify the alkaline aqueous layer with dilute hydrochloric acid, filter off the sulphonamide of the primary amine, and recrystaUise it from dilute alcohol. Extract the ether layer with sufficient 5 per cent, hydrochloric acid to remove all the tertiary amine present. Evaporate the ether to obtain the sulphonamide of the secondary amine recrystaUise it from alcohol or dilute alcohol. FinaUy, render the hydrochloric acid extract alkaline by the addition of dilute sodium hydroxide solution, and isolate the tertiary amine. 

Step 2. Extraction of the basic components. Extract the ethereal solution (Ej) with 15 ml. portions of 5 per cent, hydrochloric acid until all the basic components have been removed two or three portions of acid are usually sufficient. Preserve the residual ethereal solution (E2) for the separation of the neutral components. Wa.sh the combined acid extracts with 15-20 ml. of ether discard the ether extract as in Step 1. Make the acid extract alkaline with 10-20 per cent, sodium hydroxide solution if any basic component separates, extract it with ether, evaporate the ether, and characterise the residue. If a water-soluble base is also present, it may be recognised by its characteristic ammoniacal odour it may be isolated from the solution remaining after the separation of the insoluble base by ether extraction by distilling the aqueous solution as long as the distillate is alkahne to htmus. Identify the base with the aid of phenyl iso-thiocyanate (compare Section 111,123) or by other means. 

Step 3. The neutral components. The ethereal solution (E remaining after the acid extraction of Step 2 should contain only the neutral compounds of Solubility Groups V, VI and VII (see Table XI,5). Dry it with a little anhydrous magnesium sulphate, and distil off the ether. If a residue is obtained, neutral compounds are present in the mixture. Test a portion of this with respect to its solubility in concentrated sulphuric acid if it dissolves in the acid, pour the solution slowly and cautiously into ice water and note whether any compound is recovered. Examine the main residue for homogeneity and if it is a mixture devise procedures, based for example upon differences in volatility, solubility in inert solvents, reaction with hydrolytic and other reagents, to separate the components. 

Hydrochloric acid extract. This will contain any basic components present. Render alkaline with 10-20% NaOH and extract with ether. ... 

Most alkaloids are basic and they are thus generally separated from accompanying neutrals and acids by dilute mineral acid extraction. The physical... 

Soybean concentrate production involves the removal of soluble carbohydrates, peptides, phytates, ash, and substances contributing undesirable flavors from defatted flakes after solvent extraction of the oil. Typical concentrate production processes include moist heat treatment to insolubilize proteins, followed by aqueous extraction of soluble constituents aqueous alcohol extraction and dilute aqueous acid extraction at pH 4.5. 

A.cidic Extractants. Acidic extractants, HE, react with REE according to a cation-exchange reaction ... 

Cast-iron column shells are satisfactory, but stainless-steel bubble or valve trays are preferred. A flow sheet of a typical tar acid extraction and refining plant is shown in Figure 3. 

In the case of low temperature tar, the aqueous Hquor that accompanies the cmde tar contains between 1 and 1.5% by weight of soluble tar acids, eg, phenol, cresols, and dihydroxybenzenes. Both for the sake of economics and effluent purification, it is necessary to recover these, usually by the Lurgi Phenosolvan process based on the selective extraction of the tar acids with butyl or isobutyl acetate. The recovered phenols are separated by fractional distillation into monohydroxybenzenes, mainly phenol and cresols, and dihydroxybenzenes, mainly (9-dihydroxybenzene (catechol), methyl (9-dihydtoxybenzene, (methyl catechol), and y -dihydroxybenzene (resorcinol). The monohydric phenol fraction is added to the cmde tar acids extracted from the tar for further refining, whereas the dihydric phenol fraction is incorporated in wood-preservation creosote or sold to adhesive manufacturers. Naphthalene Oils. Naphthalene is the principal component of coke-oven tats and the only component that can be concentrated to a reasonably high content on primary distillation. Naphthalene oils from coke-oven tars distilled in a modem pipe stiU generally contain 60—65% of naphthalene. They are further upgraded by a number of methods. 

Soil Leaching. Soil leaching or acid extraction uses acid to solubilize metals for removal from soils, a technique akin to that ia the mining industry. After extraction with an acid such as hydrochloric, sulfuric, or nitric, the soil is separated from the acid, rinsed with water to remove excess acid and metals, dewatered, and neutralized. The acid is regenerated and recycled back to the process. The extracted metals can be precipitated and recovered. 

U.S. EPA, Emerging Technology Summay Acid Extraction Treatment SystemforTreatment of Metal Contaminated S oils, EPA/540/SR-94/513, prepared by S. W. Paff, B. E. BosUovich, and N. J. Kardos, U.S. Environmental Protection Agency, Cincinnati, Ohio, 1994. 

In contact with iron under damp conditions, wood may show severe deterioration within a few years (57). Species high in acidic extractives seem especially prone to such attack. 

Di- and Triisobutylcncs. Diisobutylene [18923-87-0] and tnisobutylenes are prepared by heating the sulfuric acid extract of isobutylene from a separation process to about 90°C. A 90% yield containing 80% dimers and 20% trimers results. Use centers on the dimer, CgH, a mixture of 2,4,4-trimethylpentene-1 and -2. Most of the dimer-trimer mixture is added to the gasoline pool as an octane improver. The balance is used for alkylation of phenols to yield octylphenol, which in turn is ethoxylated or condensed with formaldehyde. The water-soluble ethoxylated phenols are used as surface-active agents in textiles, paints, caulks, and sealants (see Alkylphenols). 

HydrometaHurgical processes for copper can be categorized as (/) acid extraction of copper from oxide ore (2) oxidation and solution of sulfides in waste rock from mining, concentrator tailings, or in situ ore bodies (J) dissolution of copper in concentrates to avoid conventional smelting and (4) extraction of copper from deep-sea manganese nodules. 

Based on the calculation of the solvatation free energy of methylene fragment with carboxyl at the aliphatic carboxylic acids extraction, the uniqueness of cloud-point phases was demonstrated, manifested in their ability to energetically profitably extract both hydrophilic and hydrophobic molecules of substrates. The conclusion is made about the universality of this phenomenon and its applicability to other kinds of organized media on the surfactant base. 

Phenethylanillne 1 (hydrochloride) (23 3 g 01 mol) was heated in a sealed tube at 200 230 Clor6h The cooled mixture was extracted with 15% HCI and Et20 The Et20 layer was extracted with HCI The acid extract alter neutralization with S% NaOH, extraction with PhH and distillation gave 2 3 g of aniline and 4 2 g of 2 and 3 (24%), bp 165 170°C m a ratio of 3 7... 

HPLC analysis of anatoxin-a was first carried out by Astrachan and Archer, " who extracted the toxin from Anabaenaflos-aquae using chloroform followed by hydrochloric acid. The HPLC analysis was carried out on an ODS column using hypochlorate-methanol. Other systems used since include acetic acid extraction and analysis on a reversed-phase C g column using methanol-water mobile phase, and extraction in water after ultrasonication and analysis on reversed-phase... 

The dry methosulfate, dissolved in about 30 ml. of water, is made alkaline with 2-3 ml. of 10% sodium hydroxide, and the solution is then extracted exhaustively with successive 15-ml. portions of chloroform until no more blue substance is remov ed from the aqueous solution (Note 12). The combined chloroform solutions are extracted three times with 20-ml. portions of 5% hydrochloric acid. The combined acid extracts are made alkaline to phenolphthalein with 10% sodium hydroxide and reextracted exhaustively with 25-ml. portions of chloroform until no more blue substance is removed from the aqueous solution (Note 12). The combined chloroform solutions are dried over anhydrous sodium sulfate and decanted, and the chloroform is removed by distillation under reduced pressure. The blue crystalline residue is recrystallized by dissohnng it in the least possible amount of water at 60° and then cooling the solution in an ice bath. The product is filtered on a 5-cm. Buchner funnel and dried in the dark in a v acuum desiccator over calcium chloride. The yield is 1.35 g. (58%) of dark blue needles that melt at 133° (Note 13). 

The acid extract phase is separated, diluted with water, and heated to regenerate isobutylene. The isobutylene is then caustic and water washed to remove traces of acid, distillation dried, and rerun. The unreacted C4 stream, containing normal butenes, is also caustic washed before further processing. 

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