Exercise 7.1. It can also estimate if the interactions are more ionic or more more covalent. You may have noticed this with water, which can act as both an acid or a base. Is CH a molecular or an ionic compound? - Quora Note how Brnsted Theory of Acids and Bases will not be able to explain how this reaction occurs because there are no \(H^+\) or \(OH^-\) ions involved. 3.2: Brnsted and Lewis Acids and Bases - Chemistry LibreTexts An atom, ion, or molecule with a lone-pair of electrons can thus be a Lewis base. Its neither a Lewis acid or a Lewis base. The Arrhenius theory, which is the simplest and least general description of acids and bases, includes acids such as HClO 4 and bases such as NaOH or Mg (OH) 2. His theory gave a generalized explanation of acids and bases based on structure and bonding. Is CH4 a Lewis base? - Answers Because the negative charge is most delocalized, the electron is most polarizable, and thus the softest. "C"l^- is a Lewis base because it donates a nonbonding electron pair. This can be linked to its electronegativity. The small size also implies that the energy differences between the atomic orbitals are large. Lewis acids have vacant orbitals so they are in a lower energy level, while Lewis bases have lone pair electrons to share and thus occupy a higher energy level. The lack of \(H^+\) or \(OH^-\) ions in many complex ions can make it harder to identify which species is an acid and which is a base. Lewis Acids are Electrophilic meaning that they are electron attracting. For example, many of the group 13 trihalides are highly soluble in ethers (ROR) because the oxygen atom in the ether contains two lone pairs of electrons, just as in H2O. It is neither an acid nor a base. The Lewis base is (CH 3) 2 S, and the Lewis acid is BH 3. Accessibility StatementFor more information contact us atinfo@libretexts.org. The conjugate base of methane (CH4) is the methyl carbanion (CH3-). Because Ag and I are elements of period 5 and 6, respectively, their orbital energy differences are significantly smaller than those of O and Li which are period 2 elements. In each equation, identify the reactant that is electron deficient and the reactant that is an electron-pair donor. Thus, Lewis Acid and Base Theory allows us to explain the formation of other species and complex ions which do not ordinarily contain hydronium or hydroxide ions. #"H"_2"S"# is a weak acid. Lewis base's HOMO (highest occupied molecular orbital) interacts with the Lewis acid's LUMO (lowest unoccupied molecular orbital) to create bonded molecular orbitals. Rather, we can argue that the reverse enthalpies of solvation in liquid ammonia compared to liquid water are responsible for the inverse behavior. All cations are Lewis acids since they are able to accept electrons. New Jersey: Prentice Hall, 2007. We can see that Cl- has a lower hardness value than PH3. Answer link Species that have orbitals suitable for -bonding tend to be soft even if size arguments suggest that they are hard. At first glance these species appear like hard bases because of the small carbon donor atoms. The water is a hard acid and therefore interacts only weakly with a soft base like I-. A base which has more affinity for protons than the limiting base cannot exist in solution, as it will react with the solvent. The HSAB interaction between Ag+ and the halogenide ions are the same no matter of the solvent. Molecular Lewis Acids. Amphoterism A Lewis acid is defined as an electron-pair acceptor. 4.2.29)? Lewis of the University of California proposed that the, 16.8: Molecular Structure and Acid-Base Behavior, 17: Additional Aspects of Acid-Base Equilibria, Lewis Acid-Base Neutralization Involving Electron-Pair Transfer, Lewis Acid-Base Neutralization without Transferring Protons, \(2 H_2O \rightleftharpoons H_3O^+ + OH^\), \(2 NH_3 \rightleftharpoons NH_4^+ + NH_2^\), \(2 CH_3COOH \rightleftharpoons CH_3COOH_2^+ + CH_3COO^\), \(2 C_2H_5OH \rightleftharpoons C_2H_5OH_2^+ + C_2H_5O^\), \(2 HO-OH \rightleftharpoons HO-OH_2^+ + HO-O^\), \(2 H_2SO_4 \rightleftharpoons H3SO_4^+ + HSO_4^\), Write the equation for the proton transfer reaction involving a Brnsted-Lowry acid or base, and show how it can be interpreted as an, Write equations illustrating the behavior of a given. The most common Lewis bases are anions. Lewis acid among the following is - H2O, NH3 , CH4 , AlCl3 Nevertheless, Lewis suggested that an electron-pair donor be classified as a base and an electron-pair acceptor be classified as acid. A Lewis acid is a compound with a strong tendency to accept an additional pair of electrons from a Lewis base, which can donate a pair of electrons. inorganic chemistry - Why is carbon dioxide considered a Lewis acid And of course it is a fairly poor Lewis-base. In this context hard implies small and nonpolarizable and soft indicates larger atoms that are more polarizable. Chem1 Virtual Textbook. Its conjugate acid #HCl# is a strong #"Bronsted acid"#. 4.2.22) you can see a number of acids and bases together with their hardness calculated from ionization energies and electron affinities. Is CH4 an acid or base? - KnowledgeBurrow.com The classification into hard and soft acids and bases (HSAB theory) followed in 1963. Answer : CH4 ( methane ) is lewis base. The pKa value of ammonia is estimated to be approximately 33. However, this theory is very restrictive and focuses primarily on acids and bases acting as proton donors and acceptors. In this adduct, all four fluoride centres (or more accurately, ligands) are equivalent. Many Lewis bases are "multidentate," that is they can form several bonds to the Lewis acid. While Brnsted theory can't explain this reaction Lewis acid-base theory can help. The limiting acid in a given solvent is the solvonium ion, such as H3O+ (hydronium) ion in water. Let us do couple of exercises to practice this concept. All period 4 cations with a 3+ charge, namely Fe3+ and Co3+ are hard acids, the Fe2+ and Co2+ ions are at the borderline between hard and soft due to their lower charge. Ba gives barium peroxide instead of barium oxide when burned in O2. Identify the Lewis acid and Lewis base in each reaction. While AgI is considered an ionic compound, the interactions have a significantly stronger covalent character. For example, when THF and TiCl 4 are combined, a Lewis acid-base complex is formed, TiCl 4 (THF) 2. The bisulfite ion is amphiprotic and can act as an electron donor or acceptor. [10] A simpler case is the formation of adducts of borane. This reaction is classified as a Lewis acid-base reaction, but it is not a Brnsted acid-base reaction. This is because Li+ is a hard cation, and thus the strongest interactions should result with F-. Wiley, 2009. Through the use of the Lewis definition of acids and bases, chemists are now able to predict a wider variety of acid-base reactions. The electron pair on the base is "donated" to the acceptor (the proton) only in the sense that it ends up being. Similarly we could not decide by inspection that Mg2+ was softer than Li+ because charge arguments would suggest that Mg2+ is harder while neutral atom size arguments would say that Li+ should be harder. A Lewis base is therefore, an electron-pair donor. Harwood, William S., F. G. Herring, Jeffry D. Madura, and Ralph H. Petrucci. We can also see that Ag+ and Au+ have much lower hardness than K+ which we would expect. Note how the amphoteric properties of the Al(OH)3 depends on what type of environment that molecule has been placed in. { Arrhenius_Concept_of_Acids_and_Bases : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Bronsted_Concept_of_Acids_and_Bases : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Dissociation_Fraction : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Exact_pH_Calculations : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", "Graphical_Treatment_of_Acid-Base_Systems" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Indicators : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Lewis_Concept_of_Acids_and_Bases : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Overview_of_Acids_and_Bases : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, { Acid : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Acids_and_Bases_in_Aqueous_Solutions : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Acid_and_Base_Indicators : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Acid_Base_Reactions : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Acid_Base_Titrations : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Buffers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Buffers_II : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Ionization_Constants : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Monoprotic_Versus_Polyprotic_Acids_And_Bases : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, [ "article:topic", "Lewis Acid", "Lewis base", "showtoc:no", "license:ccbyncsa", "licenseversion:40" ], https://chem.libretexts.org/@app/auth/3/login?returnto=https%3A%2F%2Fchem.libretexts.org%2FBookshelves%2FPhysical_and_Theoretical_Chemistry_Textbook_Maps%2FSupplemental_Modules_(Physical_and_Theoretical_Chemistry)%2FAcids_and_Bases%2FAcid%2FLewis_Concept_of_Acids_and_Bases, \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}}}\) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash{#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\), Various species can act as Lewis acids. When both electrons come from one of the atoms, it was called a dative covalent bond or coordinate bond.
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Learn about Lewis Acids and Bases Examples, Applications, Reactions and FAQs, Visit BYJU'S for detailed explanations.. However, water can also act as a base by accepting a proton from an acid to become its conjugate base, H3O+. The difference in electronegativity in C-H is small, hence, it is not polar. Therefore, they cannot serve as an explanation. Let us illustrate this by two qualitiative examples. A typical example is the reaction of the hydroxide ion with carbon dioxide to give the bicarbonate ion, as shown in Figure 8.7.2. It can also estimate if the interactions are more ionic or more more covalent. The LibreTexts libraries arePowered by NICE CXone Expertand are supported by the Department of Education Open Textbook Pilot Project, the UC Davis Office of the Provost, the UC Davis Library, the California State University Affordable Learning Solutions Program, and Merlot. A hardness scale that allows for quantitative measure of hardness is Pearsons concept of absolute hardness (Equ. Exercise 7.1. It can also estimate if the interactions are more ionic or more more covalent. You may have noticed this with water, which can act as both an acid or a base. Is CH a molecular or an ionic compound? - Quora Note how Brnsted Theory of Acids and Bases will not be able to explain how this reaction occurs because there are no \(H^+\) or \(OH^-\) ions involved. 3.2: Brnsted and Lewis Acids and Bases - Chemistry LibreTexts An atom, ion, or molecule with a lone-pair of electrons can thus be a Lewis base. Its neither a Lewis acid or a Lewis base. The Arrhenius theory, which is the simplest and least general description of acids and bases, includes acids such as HClO 4 and bases such as NaOH or Mg (OH) 2. His theory gave a generalized explanation of acids and bases based on structure and bonding. Is CH4 a Lewis base? - Answers Because the negative charge is most delocalized, the electron is most polarizable, and thus the softest. "C"l^- is a Lewis base because it donates a nonbonding electron pair. This can be linked to its electronegativity. The small size also implies that the energy differences between the atomic orbitals are large. Lewis acids have vacant orbitals so they are in a lower energy level, while Lewis bases have lone pair electrons to share and thus occupy a higher energy level. The lack of \(H^+\) or \(OH^-\) ions in many complex ions can make it harder to identify which species is an acid and which is a base. Lewis Acids are Electrophilic meaning that they are electron attracting. For example, many of the group 13 trihalides are highly soluble in ethers (ROR) because the oxygen atom in the ether contains two lone pairs of electrons, just as in H2O. It is neither an acid nor a base. The Lewis base is (CH 3) 2 S, and the Lewis acid is BH 3. Accessibility StatementFor more information contact us atinfo@libretexts.org. The conjugate base of methane (CH4) is the methyl carbanion (CH3-). Because Ag and I are elements of period 5 and 6, respectively, their orbital energy differences are significantly smaller than those of O and Li which are period 2 elements. In each equation, identify the reactant that is electron deficient and the reactant that is an electron-pair donor. Thus, Lewis Acid and Base Theory allows us to explain the formation of other species and complex ions which do not ordinarily contain hydronium or hydroxide ions. #"H"_2"S"# is a weak acid. Lewis base's HOMO (highest occupied molecular orbital) interacts with the Lewis acid's LUMO (lowest unoccupied molecular orbital) to create bonded molecular orbitals. Rather, we can argue that the reverse enthalpies of solvation in liquid ammonia compared to liquid water are responsible for the inverse behavior. All cations are Lewis acids since they are able to accept electrons. New Jersey: Prentice Hall, 2007. We can see that Cl- has a lower hardness value than PH3. Answer link Species that have orbitals suitable for -bonding tend to be soft even if size arguments suggest that they are hard. At first glance these species appear like hard bases because of the small carbon donor atoms. The water is a hard acid and therefore interacts only weakly with a soft base like I-. A base which has more affinity for protons than the limiting base cannot exist in solution, as it will react with the solvent. The HSAB interaction between Ag+ and the halogenide ions are the same no matter of the solvent. Molecular Lewis Acids. Amphoterism A Lewis acid is defined as an electron-pair acceptor. 4.2.29)? Lewis of the University of California proposed that the, 16.8: Molecular Structure and Acid-Base Behavior, 17: Additional Aspects of Acid-Base Equilibria, Lewis Acid-Base Neutralization Involving Electron-Pair Transfer, Lewis Acid-Base Neutralization without Transferring Protons, \(2 H_2O \rightleftharpoons H_3O^+ + OH^\), \(2 NH_3 \rightleftharpoons NH_4^+ + NH_2^\), \(2 CH_3COOH \rightleftharpoons CH_3COOH_2^+ + CH_3COO^\), \(2 C_2H_5OH \rightleftharpoons C_2H_5OH_2^+ + C_2H_5O^\), \(2 HO-OH \rightleftharpoons HO-OH_2^+ + HO-O^\), \(2 H_2SO_4 \rightleftharpoons H3SO_4^+ + HSO_4^\), Write the equation for the proton transfer reaction involving a Brnsted-Lowry acid or base, and show how it can be interpreted as an, Write equations illustrating the behavior of a given. The most common Lewis bases are anions. Lewis acid among the following is - H2O, NH3 , CH4 , AlCl3 Nevertheless, Lewis suggested that an electron-pair donor be classified as a base and an electron-pair acceptor be classified as acid. A Lewis acid is a compound with a strong tendency to accept an additional pair of electrons from a Lewis base, which can donate a pair of electrons. inorganic chemistry - Why is carbon dioxide considered a Lewis acid And of course it is a fairly poor Lewis-base. In this context hard implies small and nonpolarizable and soft indicates larger atoms that are more polarizable. Chem1 Virtual Textbook. Its conjugate acid #HCl# is a strong #"Bronsted acid"#. 4.2.22) you can see a number of acids and bases together with their hardness calculated from ionization energies and electron affinities. Is CH4 an acid or base? - KnowledgeBurrow.com The classification into hard and soft acids and bases (HSAB theory) followed in 1963. Answer : CH4 ( methane ) is lewis base. The pKa value of ammonia is estimated to be approximately 33. However, this theory is very restrictive and focuses primarily on acids and bases acting as proton donors and acceptors. In this adduct, all four fluoride centres (or more accurately, ligands) are equivalent. Many Lewis bases are "multidentate," that is they can form several bonds to the Lewis acid. While Brnsted theory can't explain this reaction Lewis acid-base theory can help. The limiting acid in a given solvent is the solvonium ion, such as H3O+ (hydronium) ion in water. Let us do couple of exercises to practice this concept. All period 4 cations with a 3+ charge, namely Fe3+ and Co3+ are hard acids, the Fe2+ and Co2+ ions are at the borderline between hard and soft due to their lower charge. Ba gives barium peroxide instead of barium oxide when burned in O2. Identify the Lewis acid and Lewis base in each reaction. While AgI is considered an ionic compound, the interactions have a significantly stronger covalent character. For example, when THF and TiCl 4 are combined, a Lewis acid-base complex is formed, TiCl 4 (THF) 2. The bisulfite ion is amphiprotic and can act as an electron donor or acceptor. [10] A simpler case is the formation of adducts of borane. This reaction is classified as a Lewis acid-base reaction, but it is not a Brnsted acid-base reaction. This is because Li+ is a hard cation, and thus the strongest interactions should result with F-. Wiley, 2009. Through the use of the Lewis definition of acids and bases, chemists are now able to predict a wider variety of acid-base reactions. The electron pair on the base is "donated" to the acceptor (the proton) only in the sense that it ends up being. Similarly we could not decide by inspection that Mg2+ was softer than Li+ because charge arguments would suggest that Mg2+ is harder while neutral atom size arguments would say that Li+ should be harder. A Lewis base is therefore, an electron-pair donor. Harwood, William S., F. G. Herring, Jeffry D. Madura, and Ralph H. Petrucci. We can also see that Ag+ and Au+ have much lower hardness than K+ which we would expect. 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When both electrons come from one of the atoms, it was called a dative covalent bond or coordinate bond.