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Leveling effect or solvent leveling refers to the effect of
solvent A solvent (from the Latin language, Latin ''wikt:solvo#Latin, solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a Solution (chemistry), solution. A solvent is usually a liquid but can also be a solid, a gas ...
on the properties of acids and bases. The strength of a
strong acid Acid strength is the tendency of an acid, symbolised by the chemical formula , to dissociate into a hydron (chemistry), proton, , and an anion, . The Dissociation (chemistry), dissociation or ionization of a strong acid in solution is effectivel ...
is limited ("leveled") by the basicity of the solvent. Similarly the strength of a
strong base In chemistry, there are three definitions in common use of the word "base": '' Arrhenius bases'', '' Brønsted bases'', and '' Lewis bases''. All definitions agree that bases are substances that react with acids, as originally proposed by G. ...
is leveled by the acidity of the solvent. When a strong acid is dissolved in water, it reacts with it to form
hydronium In chemistry, hydronium (hydroxonium in traditional British English) is the cation , also written as , the type of oxonium ion produced by protonation of water. It is often viewed as the positive ion present when an Arrhenius acid is dissolved ...
ion (H3O+).Zumdahl, S. S. “Chemistry” Heath, 1986: Lexington, MA. ISBN 0-669--04529-2. An example of this would be the following reaction, where "HA" is the strong acid: :HA + H2O → A + H3O+ Any acid that is stronger than H3O+ reacts with H2O to form H3O+. Therefore, no acid stronger than H3O+ exists in H2O. For example, aqueous perchloric acid (HClO4), aqueous
hydrochloric acid Hydrochloric acid, also known as muriatic acid or spirits of salt, is an aqueous solution of hydrogen chloride (HCl). It is a colorless solution with a distinctive pungency, pungent smell. It is classified as a acid strength, strong acid. It is ...
(HCl) and aqueous
nitric acid Nitric acid is an inorganic compound with the formula . It is a highly corrosive mineral acid. The compound is colorless, but samples tend to acquire a yellow cast over time due to decomposition into nitrogen oxide, oxides of nitrogen. Most com ...
(HNO3) are all completely ionized, and are all equally strong acids. Similarly, when
ammonia Ammonia is an inorganic chemical compound of nitrogen and hydrogen with the chemical formula, formula . A Binary compounds of hydrogen, stable binary hydride and the simplest pnictogen hydride, ammonia is a colourless gas with a distinctive pu ...
is the solvent, the strongest acid is
ammonium Ammonium is a modified form of ammonia that has an extra hydrogen atom. It is a positively charged (cationic) polyatomic ion, molecular ion with the chemical formula or . It is formed by the protonation, addition of a proton (a hydrogen nucleu ...
(NH4+), thus HCl and a
super acid In chemistry, a superacid (according to the original definition) is an acid with an acidity greater than that of 100% pure sulfuric acid (), which has a Hammett acidity function (''H''0) of −12. According to the modern definition, a superacid ...
exert the same acidifying effect. The same argument applies to bases. In water, OH is the strongest base. Thus, even though
sodium amide Sodium amide, commonly called sodamide (systematic name sodium azanide), is the inorganic compound with the formula . It is a salt composed of the sodium cation and the azanide anion. This solid, which is dangerously reactive toward water, is whit ...
(NaNH2) is an exceptional base (pKa of NH3 ~ 33), in water it is only as good as sodium hydroxide. On the other hand, NaNH2 is a far more basic reagent in ammonia than is NaOH. The pH range allowed by a particular solvent is called the acid-base discrimination window. __TOC__


Leveling and differentiating solvents

Strong bases are ''leveling solvents'' for acids, weak bases are ''differentiating solvents'' for acids. In a ''leveling solvent'', many acids are completely dissociated and are thus of the same strength. All acids tend to become indistinguishable in strength when dissolved in strongly basic solvents owing to the greater affinity of strong bases for protons. This is called the leveling effect. In a ''differentiating solvent'' on the other hand, various acids dissociate to different degrees and thus have different strengths. For example,
anhydrous A substance is anhydrous if it contains no water. Many processes in chemistry can be impeded by the presence of water; therefore, it is important that water-free reagents and techniques are used. In practice, however, it is very difficult to achie ...
acetic acid Acetic acid , systematically named ethanoic acid , is an acidic, colourless liquid and organic compound with the chemical formula (also written as , , or ). Vinegar is at least 4% acetic acid by volume, making acetic acid the main compone ...
(CH3COOH) as solvent is a weaker proton acceptor than water. Strong aqueous acids such as hydrochloric acid and perchloric acid are only partly dissociated in anhydrous acetic acid and their strengths are unequal; in fact perchloric acid is about 5000 times stronger than hydrochloric acid in this solvent. A weakly basic solvent such as acetic acid has less tendency than a more strongly basic one such as water to accept a
proton A proton is a stable subatomic particle, symbol , Hydron (chemistry), H+, or 1H+ with a positive electric charge of +1 ''e'' (elementary charge). Its mass is slightly less than the mass of a neutron and approximately times the mass of an e ...
. Similarly a weakly acidic solvent has less tendency to donate protons than a strong acid. Because of the leveling effect of common solvents, studies on super acids are conducted in more differentiating solvents that are very weakly basic such as
sulfur dioxide Sulfur dioxide (IUPAC-recommended spelling) or sulphur dioxide (traditional Commonwealth English) is the chemical compound with the formula . It is a colorless gas with a pungent smell that is responsible for the odor of burnt matches. It is r ...
(liquefied) and SO2ClF.


Types of solvent on the basis of proton interaction

On the basis of proton interaction, solvents are of four types, (i) Protophilic solvents: Solvents which have greater tendency to accept protons, i.e., water, alcohol, liquid ammonia, etc. (ii) Protogenic solvents: Solvents which have the tendency to produce protons, i.e., water, liquid hydrogen chloride, glacial acetic acid, etc. (iii) Amphiprotic solvents: Solvents which act both as protophilic or protogenic, e.g., water, liquid ammonia, ethyl alcohol, etc. (iv) Aprotic solvents: Solvents which neither donate nor accept protons, e.g., benzene, carbon tetrachloride, carbon disulfide, etc. HCl acts as a strong acid in H2O, an even stronger acid in NH3, a weak acid in CH3COOH, neutral in C6H6 and a weak base in HF. NaHSO3 acts as a weak acid in
DMSO Dimethyl sulfoxide (DMSO) is an organosulfur compound with the formula . This colorless liquid is the sulfoxide most widely used commercially. It is an important polar aprotic solvent that dissolves both polar and nonpolar compounds and is ...
, a strong acid in NH3, a weak base in glacial acetic acid, and a strong base in sulfuric acid.


References

{{DEFAULTSORT:Leveling Effect Acid–base chemistry