Dilute weak acids

Suitable peroxide-free ether is prepared by washing ether with an equal volume of a dilute, weakly acidic solution of ferrous sulfate. 

This simplified equation applies to all cases except for very dilute weak acid solutions. 

The Henderson-Hasselbalch Equation for Dilute Weak Acids... 

Using Equations 11.3,11.11, 11.23, and 11.24 as a starting point, derive the cubic equation for the H ion concentration of a dilute weak acid given by Equation 11.25. 

SchifT s bases A -Arylimides, Ar-N = CR2, prepared by reaction of aromatic amines with aliphatic or aromatic aldehydes and ketones. They are crystalline, weakly basic compounds which give hydrochlorides in non-aqueous solvents. With dilute aqueous acids the parent amine and carbonyl compounds are regenerated. Reduction with sodium and alcohol gives... 

The bond dissociation energy of the hydrogen-fluorine bond in HF is so great that the above equilibrium lies to the left and hydrogen fluoride is a weak acid in dilute aqueous solution. In more concentrated solution, however, a second equilibrium reaction becomes important with the fluoride ion forming the complex ion HFJ. The relevant equilibria are ... 

In dilute aqueous solution hydrogen fluoride is a weak acid but the acid strength increases with the concentration of hydrogen fluoride. 

Group II. The classes 1 to 5 are usually soluble in dilute alkali and acid. Useful information may, however, be obtained by examining the behaviour of Sails to alkaline or acidic solvents. With a salt of a water-soluble base, the characteristic odour of an amine is usually apparent when it is treated with dilute alkali likewise, the salt of a water soluble, weak acid is decomposed by dilute hydrochloric acid or by concentrated sulphuric acid. The water-soluble salt of a water-insoluble acid or base will give a precipitate of either the free acid or the free base when treated with dilute acid or dilute alkali. The salts of sulphonic acids and of quaternary bases (R4NOH) are unaflFected by dilute sodium hydroxide or hydrochloric acid. 

Separations based upon differences in the chemical properties of the components. Thus a mixture of toluene and anihne may be separated by extraction with dilute hydrochloric acid the aniline passes into the aqueous layer in the form of the salt, anihne hydrochloride, and may be recovered by neutralisation. Similarly, a mixture of phenol and toluene may be separated by treatment with dilute sodium hydroxide. The above examples are, of comse, simple apphcations of the fact that the various components fah into different solubihty groups (compare Section XI,5). Another example is the separation of a mixture of di-n-butyl ether and chlorobenzene concentrated sulphuric acid dissolves only the w-butyl other and it may be recovered from solution by dilution with water. With some classes of compounds, e.g., unsaturated compounds, concentrated sulphuric acid leads to polymerisation, sulphona-tion, etc., so that the original component cannot be recovered unchanged this solvent, therefore, possesses hmited apphcation. Phenols may be separated from acids (for example, o-cresol from benzoic acid) by a dilute solution of sodium bicarbonate the weakly acidic phenols (and also enols) are not converted into salts by this reagent and may be removed by ether extraction or by other means the acids pass into solution as the sodium salts and may be recovered after acidification. Aldehydes, e.g., benzaldehyde, may be separated from liquid hydrocarbons and other neutral, water-insoluble hquid compounds by shaking with a solution of sodium bisulphite the aldehyde forms a sohd bisulphite compound, which may be filtered off and decomposed with dilute acid or with sodium bicarbonate solution in order to recover the aldehyde. 

When carried out in dilute acid, diazotization of 2-aminothia2ole may provide unstable diazohydroxides (164, 335, 336), differing in that respect from 2-aminopyridines which give 2-pyridones when the reaction is carried out in weak acids (337). 

It has been shown that for most acid-base titrations the inflection point, which corresponds to the greatest slope in the titration curve, very nearly coincides with the equivalence point. The inflection point actually precedes the equivalence point, with the error approaching 0.1% for weak acids or weak bases with dissociation constants smaller than 10 , or for very dilute solutions. Equivalence points determined in this fashion are indicated on the titration curves in figure 9.8. 

Schwartz has published some hypothetical data for the titration of a 1.02 X ICr" M solution of a monoprotic weak acid (pXa = 8.16) with 1.004 X ICr M NaOH. " A 50-mL pipet is used to transfer a portion of the weak acid solution to the titration vessel. Calibration of the pipet, however, shows that it delivers a volume of only 49.94 ml. Prepare normal, first-derivative, second-derivative, and Gran plot titration curves for these data, and determine the equivalence point for each. How do these equivalence points compare with the expected equivalence point Comment on the utility of each titration curve for the analysis of very dilute solutions of very weak acids. 

Acetate and triacetate are essentially unaffected by dilute solutions of weak acids, but strong mineral acids cause serious degradation. The results of exposure of heat-treated and untreated triacetate taffeta fabrics to various chemical reagents have been reported (9). Acetate and triacetate fibers are not affected by the perchloroethylene dry-cleaning solutions normally used in the United States and Canada. Trichloroethylene, employed to a limited extent in the UK and Europe, softens triacetate. 

A problem common to produced water appHcations is the tendency for oil fouling of the resin. If weak acid or chelate resins are used, a two-step regeneration process is required which uses acid to remove calcium and magnesium from the resin, foUowed by a dilute NaOH solution to convert the resin to the sodium form. 

Alkaline solutions of mononitroparaffins undergo many different reactions when stored for long periods, acidified, or heated. Acidification of solutions of mononitro salts is best effected slowly at 0°C or lower with weak acids or buffered acidic mixtures, such as acetic acid—urea, carbon dioxide, or hydroxyl ammonium chloride. If mineral acids are used under mild conditions, eg, dilute HCl at 0°C, decomposition yields a carbonyl compound and nitrous oxide (Nef reaction). 

The bottoms from the stripper (40—60 wt % acid) are sent to an acid reconcentration unit for upgrading to the proper acid strength and recycling to the reactor. Because of the associated high energy requirements, reconcentration of the diluted sulfuric acid is a cosdy operation. However, a propylene gas stripping process, which utilizes only a small amount of added water for hydrolysis, has been described (63). In this modification, the equiUbrium quantity of isopropyl alcohol is stripped so that acid is recycled without reconcentration. Kquilibrium is attained rapidly at 50°C and isopropyl alcohol is removed from the hydrolysis mixture. Similarly, the weak sulfuric acid process minimizes the reconcentration of the acid and its associated corrosion and pollution problems. 

Bismuth Salts. Bismuth trioxide dissolves in concentrated solutions of strong oxyacids to yield bismuth salts. In more dilute solutions of strong acids or in solutions of weak acids, the oxide reacts to form bismuthyl or basic salts. The normal salts are very susceptible to hydrolysis. 

Although hydrogen cyanide is a weak acid and is normally not corrosive, it has a corrosive effect under two special conditions (/) water solutions of hydrogen cyanide cause transcrystalline stress cracking of carbon steels under stress even at room temperature and in dilute solution and (2) water solutions of hydrogen cyanide containing sulfuric acid as a stabilizer severely corrode steel (qv) above 40°C and stainless steels above 80°C. 

Hydration of Ethylene Usings Dilute Acids. A review of the early work on the hydration of ethylene using dilute acids, the weak acid process, has been given (48). The reaction is favored by the use of low temperatures and high pressures. Temperatures in the range of 150—250°C are the most frequendy quoted (132—137), although temperatures as low as 80°C have been reported (138). 

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