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Ch.10 - Chemical Bonding I: The Lewis Model
Chapter 10, Problem 106

Use Lewis structures to explain why Br3- and I3- are stable, while F3- is not.

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insert step 1> Draw the Lewis structures for Br3-, I3-, and F3-. Start by determining the total number of valence electrons for each species.
insert step 2> For Br3- and I3-, note that the central halogen atom can expand its octet due to the availability of d-orbitals, allowing it to accommodate more than 8 electrons.
insert step 3> In the case of F3-, fluorine is in the second period and cannot expand its octet, as it lacks d-orbitals. This makes it difficult to stabilize the extra electron in F3-.
insert step 4> Consider the size of the atoms: larger atoms like bromine and iodine can better accommodate additional electron density due to their larger atomic radii, reducing electron-electron repulsion.
insert step 5> Conclude that the ability to expand the octet and the larger size of Br and I contribute to the stability of Br3- and I3-, while the inability of F to expand its octet and its smaller size make F3- unstable.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Lewis Structures

Lewis structures are diagrams that represent the bonding between atoms in a molecule and the lone pairs of electrons that may exist. They help visualize the arrangement of electrons and the connectivity of atoms, which is crucial for understanding molecular stability and reactivity. By depicting valence electrons, Lewis structures allow chemists to predict the shape and polarity of molecules.
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Resonance and Stability

Resonance refers to the phenomenon where a molecule can be represented by two or more valid Lewis structures, which contribute to its overall stability. In the case of Br3- and I3-, resonance structures allow for delocalization of electrons, distributing charge more evenly and enhancing stability. In contrast, F3- lacks sufficient resonance structures to stabilize the negative charge effectively, leading to instability.
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Formal Charge

Formal charge is a theoretical charge assigned to an atom in a molecule, calculated based on the number of valence electrons, the number of bonds, and the number of lone electrons. It helps assess the most stable Lewis structure by minimizing formal charges across the molecule. For Br3- and I3-, the formal charges can be distributed favorably, while in F3-, the high electronegativity of fluorine leads to unfavorable formal charge distributions, contributing to its instability.
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Draw the Lewis structure for each organic compound from its condensed structural formula. b. CH3OCH3

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Draw the Lewis structure for urea, H2NCONH2, one of the compounds responsible for the smell of urine. (The central carbon atom is bonded to both nitrogen atoms and to the oxygen atom.) Does urea contain polar bonds? Which bond in urea is most polar?

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Some theories of aging suggest that free radicals cause certain diseases and perhaps aging in general. As you know from the Lewis model, such molecules are not chemically stable and will quickly react with other molecules. According to certain theories, free radicals may attack molecules within the cell, such as DNA, changing them and causing cancer or other diseases. Free radicals may also attack molecules on the surfaces of cells, making them appear foreign to the body's immune system. The immune system then attacks the cells and destroys them, weakening the body. Draw Lewis structures for each free radical implicated in this theory of aging. c. OH

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Some theories of aging suggest that free radicals cause certain diseases and perhaps aging in general. As you know from the Lewis model, such molecules are not chemically stable and will quickly react with other molecules. According to certain theories, free radicals may attack molecules within the cell, such as DNA, changing them and causing cancer or other diseases. Free radicals may also attack molecules on the surfaces of cells, making them appear foreign to the body's immune system. The immune system then attacks the cells and destroys them, weakening the body. Draw Lewis structures for each free radical implicated in this theory of aging. d. CH3OO (unpaired electron on terminal oxygen)

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