Chapter 23: Problem 8
Explain the differences between each pair of isomer types. \begin{equation}\begin{array}{l}{\text { a) structural isomer and stereoisomer }} \\ {\text { b) linkage isomer and coordination isomer }} \\ {\text { c) geometric isomer and optical isomer }}\end{array} \end{equation}
Short Answer
Expert verified
Structural isomers differ in atom connectivity, while stereoisomers differ only in the arrangement of atoms in space. Linkage isomers differ in the attachment point of ligands to the metal, while coordination isomers differ in the placement of ligands between ions. Geometric isomers have different spatial arrangements due to rigidity, whereas optical isomers are chiral and rotate polarized light differently.
Step by step solution
01
Explaining Structural Isomers
Structural isomers, also known as constitutional isomers, are compounds that have the same molecular formula but different physical structures. This means that the atoms are connected in a different order. They may differ in the arrangement of the carbon skeleton, types of functional groups, or their position.
02
Explaining Stereoisomers
Stereoisomers are molecules with the same molecular formula and sequence of bonded atoms (constitution), but that differ only in the three-dimensional orientations of their atoms in space. This category includes enantiomers (mirror images of each other that cannot be superimposed) and diastereomers (not mirror images and cannot be superimposed).
03
Distinguishing Structural Isomers from Stereoisomers
The main difference between structural isomers and stereoisomers lies in their arrangement and connectivity of atoms. Structural isomers have different connectivity while stereoisomers have the same connectivity but differ in spatial arrangement.
04
Explaining Linkage Isomers
Linkage isomers are coordination compounds that share the same composition and ligand types but differ in which atom of a particular ligand is bonded to the metal center. For example, NO2 can attach to the metal either through the nitrogen or the oxygen atom.
05
Explaining Coordination Isomers
Coordination isomers occur in compounds that contain complex ions, where the composition of the ions differ. An anion in one isomer may be a neutral ligand in another, thus they differ in the distribution of their ligands between the cation and anion.
06
Distinguishing Linkage Isomers from Coordination Isomers
Linkage isomers have the same types of ligands attached differently to the metal center, while coordination isomers differ in the placement of ligands between the anionic and cationic parts of the compound.
07
Explaining Geometric Isomers
Geometric isomers are a type of stereoisomers where the compounds differ in the relative positions of the substituents attached to a double bond, ring, or another rigid structure. They are classified as cis (same side) or trans (opposite side) isomers.
08
Explaining Optical Isomers
Optical isomers are stereoisomers that have the property of chirality, meaning they are non-superimposable on their mirror images. They rotate plane-polarized light in different directions, one isomer rotates light to the right (dextrorotatory) and the other to the left (levorotatory).
09
Distinguishing Geometric Isomers from Optical Isomers
Geometric isomers have different spatial arrangements of substituents due to double bonds or rings, while optical isomers are mirror images due to the presence of a chirality center, affecting the way they rotate polarized light.
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Key Concepts
These are the key concepts you need to understand to accurately answer the question.
Structural Isomers
Structural isomers, also known as constitutional isomers, are compounds that intrigue students due to their deceptive simplicity. Though sharing the same molecular formula, these chemical cousins are distinct in the way their atoms are connected. Imagine two puzzles made with the same pieces but assembled into entirely different pictures; this is the essence of structural isomerism.
Differences in the carbon skeleton, such as branching patterns, and variations in the placement of functional groups are hallmarks of structural isomers. For example, butane and isobutane both have the formula C₄H₁₀, yet butane's carbon atoms are arranged in a straight chain, whereas isobutane's are branched.
Differences in the carbon skeleton, such as branching patterns, and variations in the placement of functional groups are hallmarks of structural isomers. For example, butane and isobutane both have the formula C₄H₁₀, yet butane's carbon atoms are arranged in a straight chain, whereas isobutane's are branched.
Stereoisomers
Let's delve into the realm of stereoisomers, where spatial intrigue comes into play. While these molecules maintain the same sequence of bonded atoms as their peers, their three-dimensional world sets them apart. It's similar to two identical dance routines performed facing different directions – same steps, but a different presentation altogether.
Enantiomers, being mirror images, are like your left and right hands, while diastereomers are akin to rearranging furniture in your room; the pieces remain the same, but the layout changes, leading to an altogether different space.
Enantiomers, being mirror images, are like your left and right hands, while diastereomers are akin to rearranging furniture in your room; the pieces remain the same, but the layout changes, leading to an altogether different space.
Linkage Isomers
The puzzle of linkage isomers can be particularly fascinating. These isomers are part of coordination compounds, where the intrigue lies in which atom of a ligand opts to dance with the metal center – a tiny change with significant consequences. A real-world analogy is using different hooks to connect the same pendants to a necklace – the pendants stay constant but connect at different points.
Coordination Isomers
Coordination isomers bring a level of complexity that challenges the understanding of coordination compounds. They can be thought of as a twin birthday party where the twins have swapped guest lists – both celebrations have the same set of people split into different groups. In chemistry, the dance of ligands and ions may swap between anionic and cationic parts, resulting in coordination isomers that change the composition of complex ions.
Geometric Isomers
The world of geometric isomers can be introduced with a relatable concept of neighbors living either side by side or across the street. These isomers are held hostage by rigid structures like double bonds or rings that prevent rotation and thus force substituents to pick a side – 'cis' for near each other or 'trans' for opposite. Understanding why molecule neighborhoods matter in chemical reactions can be a riveting lesson in molecular geography.
Optical Isomers
Optical isomers capture our imagination by showing how a molecule can twist light itself. This duality can be likened to spiral staircases winding in opposite directions. While seemingly mirror images, these isomers cannot be superimposed, which leads to their fascinating ability to rotate plane-polarized light to the left or to the right, inducing a surprise element in their chemical behavior that can be critical in processes like drug interactions.