Which of the following members of cach pair is the stronger Lewis base? Explain your reasoning. (a) \(\mathrm{CH}_{3}^{-}\)or \(\mathrm{CH}_{4}\); (b) \(\mathrm{H}_{2} \mathrm{O}\) or \(\mathrm{H}_{2} \mathrm{~S}\); (c) \(\mathrm{NH}_{3}\) or \(\mathrm{NH}_{2}^{-}\).

Short Answer

Expert verified
\(\mathrm{CH}_{3}^{-} > \mathrm{CH}_{4}\), \(\mathrm{H}_{2}S > \mathrm{H}_{2}O\), \(\mathrm{NH}_{2}^{-} > \mathrm{NH}_{3}\). The strength of a Lewis base is determined by its ability to donate electrons, which is influenced by the presence of a negative charge and the electronegativity of the atoms involved.

Step by step solution

01

Understanding Lewis bases

A Lewis base is a species that can donate a pair of electrons. The strength of a Lewis base depends on its ability to donate electrons. Factors influencing this ability include negative charge, electronegativity, and the ability to stabilize the charge.
02

Compare \(\mathrm{CH}_{3}^{-}\) and \(\mathrm{CH}_{4}\)

Between \(\mathrm{CH}_{3}^{-}\) and \(\mathrm{CH}_{4}\), \(\mathrm{CH}_{3}^{-}\) has a negative charge, which indicates a high electron density available for donation. Methane (\(\mathrm{CH}_{4}\)) does not have a negative charge, making it less likely to donate electrons. Therefore, \(\mathrm{CH}_{3}^{-}\) is the stronger Lewis base.
03

Compare \(\mathrm{H}_{2}O\) and \(\mathrm{H}_{2}S\)

Oxygen is more electronegative than sulfur, which means that \(\mathrm{H}_{2}O\) holds onto its electrons more tightly, making it a less effective electron pair donor. Thus, \(\mathrm{H}_{2}S\), with sulfur having the lower electronegativity than oxygen, is the stronger Lewis base because its electron pair is more easily donated.
04

Compare \(\mathrm{NH}_{3}\) and \(\mathrm{NH}_{2}^{-}\)

The \(\mathrm{NH}_{2}^{-}\) ion has an additional electron, giving it a negative charge. This additional electron increases the electron density on the nitrogen, which makes \(\mathrm{NH}_{2}^{-}\) more willing to donate an electron pair than \(\mathrm{NH}_{3}\), making \(\mathrm{NH}_{2}^{-}\) the stronger Lewis base.

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Key Concepts

These are the key concepts you need to understand to accurately answer the question.

Lewis Base Definition
When it comes to understanding the nature of chemical interactions, the term 'Lewis base' becomes a fundamental concept. A Lewis base is a substance that readily offers a pair of electrons to form a covalent bond. This generosity of sharing electrons qualifies it as a pivotal player in chemical bonding, especially when it interacts with a Lewis acid, which accepts the electrons.

Imagine a Lewis base as a kind-hearted individual in a partnership who is always ready to give and support. In the dance of chemical reactions, the Lewis base is the one extending its hands (electron pairs) to the Lewis acid for a captivating duet, forming a bond that is both stable and significant.
Electron Pair Donation
The whole idea of a Lewis base revolves around its ability to donate an electron pair. This act of donation is like offering a gift that can create new bonds or strengthen existing ones in the molecular world. When evaluating the strength of a Lewis base, think of its electron pair as a magnet. If the magnet is strong, the base is a charismatic donor, attracting other atoms (Lewis acids) to accept its electron pair.

Who is the Generous Giver?

A molecule or ion with a negative charge typically has an abundance of electrons and, therefore, can donate with less hesitation. Compare this to a neutral molecule that might be a bit bashful, holding back its electrons. Thus, negatively charged species are usually stronger Lewis bases because they have more 'gifts' (electrons) to give away.
Electronegativity in Lewis Bases
Electronegativity is a crucial concept when discussing Lewis bases. It measures how much an atom tugs on the electron blanket in a bond. In the realm of Lewis bases, lower electronegativity translates to a more generous electron donor. Why? It’s because atoms with lower electronegativity do not cling tightly to their electrons; they’re more willing to share.

Consider an analogy where electronegativity is like possessiveness in a relationship. Atoms with high electronegativity are the clingy partners, holding on to their electron pairs. Those with lower electronegativity are the free-spirited partners, ready to share their electron pairs and form stable bonds with their Lewis acid counterparts.

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Most popular questions from this chapter

Sodium fluoride and sodium chloride both crystallize into the same type of structure. Which do you predict to have the higher lattice energy, NaF or \(\mathrm{NaCl}\) ?

2.10 Predict the ground-state clectron configuration of the following metal ions: (a) \(\mathrm{Mn}^{+} ;\)(b) \(\mathrm{Os}^{2+}\); (c) \(\mathrm{Rh}^{4}\); (d) \(\mathrm{Hg}^{2+}\).

Predict the number of valence clectrons present for cach of the following ions: (a) \(\mathrm{Sb}^{3+}\); (b) \(\mathrm{Rh}^{+}\); (c) \(\mathrm{Co}^{2+}\); (d) \(\mathrm{Ru}^{3+}\).

An important principle in chemistry is the isolobal analogy. This very simple principle states that chemical fragments with similar valence orbital structures can replace each other in molecules. For example, \(\cdot \mathrm{C}-\mathrm{H}\) and \(\cdot \mathrm{S}-\mathrm{H}\) are isolobal fragments, cach having three electrons with which to form bonds besides the bond to \(\mathrm{H}\). An isolobal series of molecules would be HCCH, HCSiH, and HSiSiH. Similarly, a lone pair of clectrons can be used to replace a bond so that - \(\mathrm{N}\) : is isolobal with ' \(\mathrm{C}-\mathrm{H}\), with the lone pair taking the place of the \(\mathrm{C}-\mathrm{H}\) bond. The isolobal set here is HOCH, HCN, and NN. (a) Draw the Lewis structures for the molecules HCCH, HCSiH, HSiSiH, \(\mathrm{HCN}\), and NN. (b) Using the isolobal principle, draw Lewis structures for molecules based on the structure of benzenc, \(\mathrm{C}_{6} \mathrm{H}_{6}\), in which one or more \(\mathrm{CH}\) groups are replaced with \(\mathrm{N}\) atoms.

Give the number of valence electrons for the following elements (a) Pb; (b) B; (c) Si; (d) Bi.

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