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Ch.23 - Organic and Biological Chemistry
Chapter 23, Problem 48

Which of these objects are chiral (exhibit handedness)? (a) Basketball (b) Foot (c) Golf club (d) Coffee mug (e) Seashell with a helical twist

Verified step by step guidance
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Step 1: Understand the concept of chirality. Chirality refers to an object that cannot be superimposed on its mirror image, much like left and right hands. Such objects are said to exhibit 'handedness'.
Step 2: Analyze each object to determine if it is chiral. Start with the basketball. A basketball is symmetrical and can be superimposed on its mirror image, so it is not chiral.
Step 3: Consider the foot. Human feet are not identical mirror images; a left foot cannot be superimposed on a right foot, indicating chirality.
Step 4: Examine the golf club. Most golf clubs are designed for either right-handed or left-handed players, meaning they are not identical mirror images and are chiral.
Step 5: Evaluate the coffee mug and seashell. A typical coffee mug with a handle is not chiral as it can be superimposed on its mirror image by rotating it. However, a seashell with a helical twist is chiral because its spiral cannot be superimposed on its mirror image.

Key Concepts

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

Chirality

Chirality is a property of asymmetry important in several branches of science, particularly in chemistry. An object is considered chiral if it cannot be superimposed on its mirror image, much like left and right hands. This concept is crucial in understanding molecular structures, especially in organic chemistry, where chiral molecules can have different biological activities.
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Symmetry

Symmetry refers to the balanced and proportionate similarity between two halves of an object. In the context of chirality, an object that possesses a plane of symmetry is achiral, meaning it can be superimposed on its mirror image. Recognizing symmetry helps in determining whether an object is chiral or achiral, which is essential for identifying chiral substances.
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Examples of Chiral Objects

Common examples of chiral objects include human hands, certain types of shells, and some tools like golf clubs. These objects exhibit handedness, meaning they have distinct left and right forms that cannot be aligned perfectly with their mirror images. Understanding these examples aids in visualizing chirality and recognizing it in various contexts, including biological systems.
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