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9.3: Acids and Bases - The Brønsted-Lowry Definition

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    Perhaps the most important of all concepts related to electronegativity and polarity is that of acidity and basicity. We’ll soon see, in fact, that the acid–base behavior of organic molecules explains much of their chemistry. You may recall from a course in general chemistry that two definitions of acidity are frequently used: the Brønsted–Lowry definition and the Lewis definition. We’ll look at the Brønsted–Lowry definition in this and the following three sections and then discuss the Lewis definition in Section 2.12.

    A Brønsted–Lowry acid is a substance that donates a hydrogen ion, H+, and a Brønsted–Lowry base is a substance that accepts a hydrogen ion. (The name proton is often used as a synonym for H+ because loss of the valence electron from a neutral hydrogen atom leaves only the hydrogen nucleus—a proton.) When gaseous hydrogen chloride dissolves in water, for example, a polar HCl molecule acts as an acid and donates a proton, while a water molecule acts as a base and accepts the proton, yielding chloride anion (Cl) and hydronium cation (H3O+). This and other acid–base reactions are reversible, so we’ll write them with double, forward-and-backward arrows.

    An illustration shows four images of electrostatic potential maps. The first illustration image titled “Acid” shows an electrostatic potential map with colors ranging from purple to yellowish green. A ball and stick model is shown that has an ivory ball representing hydrogen and a yellowish green ball representing chlorine. The second illustration image titled “Base” shows an electrostatic potential map with colors ranging from dark purple to orange. A ball and stick model is shown that has a red ball representing an oxygen atom and two ivory balls representing hydrogen. An electron dot structure given below shows an oxygen atom with 2 pairs of electrons and single bonded with 2 hydrogen atoms upon reversible reaction gives two other images. The third illustration image shows an electrostatic potential map in red with a yellowish green ball representing chlorine which is titled “Conjugate base.” The fourth illustration image shows a purple colored electrostatic potential map with a ball-and-stick model, with a red ball representing oxygen and 3 ivory balls representing hydrogen. The structure given below shows a positively charged oxygen atom with a pair of electrons sharing a single bond with 3 hydrogen atoms.

    Chloride ion, the product that results when the acid HCl loses a proton, is called the conjugate base of the acid, and hydronium ion, the product that results when the base H2O gains a proton, is called the conjugate acid of the base. Other common mineral acids such as H2SO4 and HNO3 behave similarly, as do organic acids such as acetic acid, CH3CO2H.

    In a general sense,

    An illustration shows a general expression where when an acid loses a hydrogen molecule shows as “H-A” and combines with a base that takes the proton represented by “B” with two electrons gives a reversible reaction with the combination of a loss of proton shown as “A superscript minus” labeled “Conjugate Base” and a “Conjugate Acid” shown as “H minus B superscript plus.”

    For example:

    An illustration shows an acid represented by a structure that has a carbon atom single bonded to a methyl group and double bonded to an oxygen atom. It is also single bonded to another oxygen atom with two pairs of electrons which in turn is single bonded to a hydrogen atom. This acid is combined with a base that is shown as a second illustration image where a hydrogen atom is single bonded to a negatively charged oxygen with 3 pairs of electrons. These on undergoing a reversible reaction result in a conjugate base that shows a central carbon atom that is single bonded to a methyl group double bonded to an oxygen atom and single bonded to another negatively charged oxygen atom with 3 pairs of electrons; and a conjugate acid that shows an oxygen with two pairs of electrons single bonded to 2 hydrogen atoms. The second illustration shows an acid represented by a structure that has an oxygen atom with 2 pairs of electrons single bonded to 2 hydrogen atoms combined with a base that shows a nitrogen atom with a pair of electrons and is single bonded to 3 hydrogen atoms. On undergoing a reversible reaction this combination results in a conjugate base that shows a negatively charged oxygen atom single bonded to a hydrogen atom and a conjugate acid that is shown as a positively charged nitrogen atom single bonded to 3 hydrogen atoms.

    Notice that water can act either as an acid or as a base, depending on the circumstances. In its reaction with HCl, water is a base that accepts a proton to give the hydronium ion, H3O+. In its reaction with ammonia (NH3), however, water is an acid that donates a proton to give ammonium ion (NH4+) and hydroxide ion, HO.

    Exercise \(\PageIndex{1}\)

    Nitric acid (HNO3) reacts with ammonia (NH3) to yield ammonium nitrate. Write the reaction, and identify the acid, the base, the conjugate acid product, and the conjugate base product.

    Answer

    Reaction arrow shows H N O 3 (acid) and ammonia (base) form ammonium (conjugate acid) and nitrate (conjugate base).


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