Amphoteric salts

An amphiprotic (also called amphoteric) salt is a salt that may ionize in solution either as an acid or a base, and react cither with bases or acids, according to the conditions. 

Amphoteric Salts. H2P04 possesses both acidic and basic properties. That is, it is amphoteric. It ionizes as a weak acid and it also is a Br0nsted base that hydrolyzes ... 

Kai and Ka2 values are frequently tabulated for amino acids (see Table C.l in Appendix C). The values listed represent the successive ionization of the protonated form (i.e., the conjugate acid of the zwitterion) it ionizes to give first the amphoteric zwitterion and second to give the conjugate base, which is the same as a salt of a weak acid that hydrolyzes. Acid-base equilibria of amino acids are therefore treated just as for any other diprotic acid. The hydrogen ion concentration of the zwitterion is calculated in the same way as for any amphoteric salt, such as HC03, as we described in Chapter 7 that is. 

It is generally known that aqueous solutions of true amphoterics can be difficult to thicken. Viscosity control is best achieved by using either the amphoteric salts or by combining with anionic surfactants. The traditional thickening aids, the alkanolamides, are not particularly effective with amphoterics. Nonionic surfactants offer the best thickening support for amphoteric surfactants, especially those based on fatty acids or alcohols ethoxy-lated with 50-200 moles of ethylene oxide, but like all nonionics, they could exert a foam depressing effect if used at a higher level. When amphoteric surfactants are combined with anionic surfactants, the traditional alkanolamides are effective. The final pH adjustment can also make a difference to the viscosity of the product. 

A full calculation of the pH of amphoteric ion salts is complicated. To determine the H" concentration, we must take into account the acid and base equilibria, the autoionization of water, and the charge and material balance—five equations in all for the five unknown concentrations ([H ], [OH ], [CO3 ], [HCO3], and [H2CO3]). With a few approximations, however, it can be shown that the pH of an amphoteric salt can be approximated by... 

It is amphoteric it gives tin(II) salts with dilute acids and hydroxo stannates(II) with alkalis, for example ... 

Lead(II) oxide is the most basic oxide formed by a Group IV element. It dissolves easily in acids to give lead(II) salts but it also dissolves slowly in alkalis to give hydroxoplumbates(II) and must, therefore, be classed as an amphoteric oxide, for example ... 

Antimony forms both a + 3 and a + 5 oxide. The + 3 oxide can be prepared by the direct combination of the elements or by the action of moderately concentrated nitric acid on antimony. It is an amphoteric oxide dissolving in alkalis to give antimonates(III) (for example sodium antimonite , NaSb02), and in some acids to form salts, for example with concentrated hydrochloric acid the trichloride, SbCl3, is formed. 

In its chemistry, cadmium exhibits exclusively the oxidation state + 2 in both ionic and covalent compounds. The hydroxide is soluble in acids to give cadmium(II) salts, and slightly soluble in concentrated alkali where hydroxocadmiates are probably formed it is therefore slightly amphoteric. It is also soluble in ammonia to give ammines, for example Of the halides, cadmium-... 

Since hydroxylamine is usually available only in the form of its salts, e.g., the hydrochloride or sulphate, the aqueous solution of these salts is treated with sodium acetate or hydroxide to liberate the base before treatment with the aldehyde or ketone. Most oximes are weakly amphoteric in character, and may dissolve in aqueous sodium hydroxide as the sodium salt, from which they can be liberated by the addition of a weak acid, e.g., acetic acid. 

Acid amides have weakly amphoteric properties, and thus give salts such as CjHsCONHj.HCl with strong acids, and salts of the type C HsCONHNa with strong bases. These compounds have to be prepared at low temperatures to avoid hydrolysis, and are difficult to isolate. The mercury derivatives can, however, usually be readily prepared, because mercuric oxide is too feebly basic to cause hydrolysis of the amide, and the heavy mercuric derivatives crystallise well. 

Arylarsonic acids have usually a very low solubility in cold water. They are however amphoteric, since with, for example, sodium hydroxide they form sodium salts as above and with acids such as hydrochloric acid they form salts of the type [CaHjAsCOHljlCl. Both types of salt are usually soluble in water, and to isolate the free acid the aqueous solution has to be brought to the correct pH for most arsonic acids this can be achieved by niaking the solution only just acid to Congo Red, when the free acid will usually rapidly separate. 

Acid amides possess weakly amphoteric properties salts such as C,HgCONH3,HCl and C.HgCONHNa... 

Table 1 Hsts many of acetamide s important physical properties. Acetamide, CH2CONH2, dissolves easily ia water, exhibiting amphoteric behavior. It is slow to hydroly2e unless an acid or base is present. The autodissociation constant is about 3.2 x 10 at 94°C. It combines with acids, eg, HBr, HCl, HNO, to form soHd complexes. The chemistry of metal salts ia acetamide melts has been researched with a view to developing electroplating methods. The hterature of acetamide melts and complexes, their electrochemistry and spectroscopy, has been critically reviewed (9).

Flotation reagents are used in the froth flotation process to (/) enhance hydrophobicity, (2) control selectivity, (J) enhance recovery and grade, and (4) affect the velocity (kinetics) of the separation process. These chemicals are classified based on utili2ation collector, frother, auxiUary reagent, or based on reagent chemistry polar, nonpolar, and anionic, cationic, nonionic, and amphoteric. The active groups of the reagent molecules are typically carboxylates, xanthates, sulfates or sulfonates, and ammonium salts. 

Lead forms two series of compounds corresponding to the oxidation states of +2 and +4. The +2 state is the more common. Compounds of lead(IV) are regarded as covalent, those of lead(II) as primarily ionic. Lead is amphoteric, forming plumbous (Pb(II)) and plumbic (Pb(IV)) salts as well as plumbites and plumbates, respectively. 

Nloha.tes, Niobic acid is amphoteric and can act as an acid radical in several series of compounds, which are referred to as niobates. Niobic acid is soluble in solutions of the hydroxides of alkaH metals to form niobates. Fusion of the anhydrous pentoxide with alkaH metal hydroxides or carbonates also yields niobates. Most niobates are insoluble in water with the exception of those alkaH metal niobates having a base-to-acid ratio greater than one. The most weU-known water-soluble niobates are the 4 3 ad the 7 6 salts (base acid), having empirical formulas MgNb O c, (aq) and M24Nb2202y (aq), respectively. The hexaniobate is hydrolyzed in aqueous solution according to the pH-dependent reversible equiHbria (130), when the pH is ca 9. 

Aminophenols and their derivatives are of commercial importance, both in their own right and as intermediates in the photographic, pharmaceutical, and chemical dye industries. They are amphoteric and can behave either as weak acids or weak bases, but the basic character usually predominates. 3-Aminophenol (2) is fairly stable in air unlike 2-aminophenol (1) and 4-aminophenol (3) which easily undergo oxidation to colored products. The former are generally converted to their acid salts, whereas 4-amiaophenol is usually formulated with low concentrations of antioxidants which act as inhibitors against undesired oxidation. 

Physical and ionic adsorption may be either monolayer or multilayer (12). Capillary stmctures in which the diameters of the capillaries are small, ie, one to two molecular diameters, exhibit a marked hysteresis effect on desorption. Sorbed surfactant solutes do not necessarily cover ah. of a sohd iaterface and their presence does not preclude adsorption of solvent molecules. The strength of surfactant sorption generally foUows the order cationic > anionic > nonionic. Surfaces to which this rule apphes include metals, glass, plastics, textiles (13), paper, and many minerals. The pH is an important modifying factor in the adsorption of all ionic surfactants but especially for amphoteric surfactants which are least soluble at their isoelectric point. The speed and degree of adsorption are increased by the presence of dissolved inorganic salts in surfactant solutions (14). 

Zinc forms salts with acids but since it is amphoteric, it also forms zincates, eg, [Zn(OH)2 H20] and Z.n([7) ). The tendency of zinc to form stable hydroxy complexes is also important because some basic zinc salts are only slightly soluble in water. Examples are 3Zn(OH)2 ZnSO [12027-98-4] and 4Zn(OH)2 ZnCl2 [11073-22-6] which may precipitate upon neutralization of acidic solutions of the salts. 

In general, the tetracyclines are yellow crystalline compounds that have amphoteric properties (Fig. 2) (15). They are soluble in both aqueous acid and aqueous base. The acid salts tend to be soluble in organic solvents such as 1-butanol, dioxane, and 2-ethoxyethanol In fact, 1-butanol is used to extract the salts from aqueous solution. 

The incorporation of metal salts of amphoteric surface active agents (Mostat Series) as internal antistatic agents in polypropylene fibers has been reported (95). Metal salts of alanine, amidoamine, and imida2oiine-type amphoteric surface-active agents show excellent performance as internal antistatic agents and also improve the dyeing abiUty of the fibers with acid dyes. 

Copper hydroxide is almost iasoluble ia water (3 p.g/L) but readily dissolves ia mineral acids and ammonia forming salt solutions or copper ammine complexes. The hydroxide is somewhat amphoteric dissolving ia excess sodium hydroxide solutioa to form ttihydroxycuprate [37830-77-6] [Cu(011)3] and tetrahydroxycuprate [17949-75-6] [Cu(OH) ]. ... 

Many of the surfactants made from ethyleneamines contain the imidazoline stmcture or are prepared through an imidazoline intermediate. Various 2-alkyl-imidazolines and their salts prepared mainly from EDA or monoethoxylated EDA are reported to have good foaming properties (292—295). Ethyleneamine-based imida zolines are also important intermediates for surfactants used in shampoos by virtue of their mildness and good foaming characteristics. 2- Alkyl imidazolines made from DETA or monoethoxylated EDA and fatty acids or their methyl esters are the principal commercial intermediates (296—298). They are converted into shampoo surfactants commonly by reaction with one or two moles of sodium chloroacetate to yield amphoteric surfactants (299—301). The ease with which the imidazoline intermediates are hydrolyzed leads to arnidoamine-type stmctures when these derivatives are prepared under aqueous alkaline conditions. However, reaction of the imidazoline under anhydrous conditions with acryflc acid [79-10-7] to make salt-free, amphoteric products, leaves the imidazoline stmcture essentially intact. Certain polyamine derivatives also function as water-in-oil or od-in-water emulsifiers. These include the products of a reaction between DETA, TETA, or TEPA and fatty acids (302) or oxidized hydrocarbon wax (303). The amidoamine made from lauric acid [143-07-7] and DETA mono- and bis(2-ethylhexyl) phosphate is a very effective water-in-od emulsifier (304). 

Hydroxypyrazoles are amphoteric compounds which form salts with alkalies and with mineral acids (B-76MI40402). The 4-hydroxy group directs electrophilic substitution towards... 

Amphoteric hydrophilic Peptides, proteins, poly and oligosaccharides, DNA, RNA Buffer or salt solution (e.g., 0.1 M NaNO,)... 

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