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Ch.11 - Chemical Bonding II: Molecular Shapes, VSEPR & MO Theory
Chapter 11, Problem 95

Draw the structure of a molecule with the formula C4H6Cl2 that has a dipole moment of 0.

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Identify the molecular formula and the requirement of zero dipole moment. The formula given is C<sub>4</sub>H<sub>6</sub>Cl<sub>2</sub>, and a zero dipole moment suggests a symmetrical structure.
Consider possible structures for C<sub>4</sub>H<sub>6</sub>Cl<sub>2</sub>. The molecule could be a chain or a ring. Given the need for symmetry, a ring might be more plausible.
Place the chlorine atoms in positions that would maintain symmetry. For a zero dipole moment, the chlorines should be placed opposite each other in the ring structure.
Fill in the hydrogen atoms while maintaining the general rules of valency for carbon, which makes four bonds. Each carbon in the ring should end up with appropriate hydrogen atoms to satisfy its valency.
Verify the structure by ensuring all valencies are satisfied and the structure is symmetrical, thus supporting the zero dipole moment. A possible structure could be 1,4-dichlorocyclobutane, where the chlorine atoms are on opposite carbons in a four-membered ring.

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Key Concepts

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

Molecular Structure

Molecular structure refers to the three-dimensional arrangement of atoms within a molecule. It determines the molecule's shape, bond angles, and the spatial orientation of its functional groups. Understanding how atoms are connected and their spatial distribution is crucial for predicting the molecule's properties, including polarity.
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Dipole Moment

A dipole moment is a measure of the separation of positive and negative charges in a molecule, indicating its polarity. Molecules with a dipole moment have uneven charge distribution, while those with a dipole moment of zero are nonpolar. The dipole moment is influenced by the electronegativity of atoms and the symmetry of the molecular structure.
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Isomerism

Isomerism is the phenomenon where two or more compounds have the same molecular formula but different structures or arrangements of atoms. In the case of C4H6Cl2, various structural isomers can exist, and some may have a symmetrical arrangement that results in a net dipole moment of zero. Understanding isomerism is essential for identifying the correct structure that meets the given criteria.
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