Textbook Question
Propanol is very soluble in water, but ethanethiol and chloroethane are only slightly soluble. Explain.
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Ch.14 Some Compounds with Oxygen, Sulfur, or a Halogen
McMurry8th EditionFundamentals of GOBISBN: 9780134015187
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Table of contents
- Ch.1 Matter and Measurements27
- Ch.2 Atoms and the Periodic Table20
- Ch.3 Ionic Compounds8
- Ch.4 Molecular Compounds23
- Ch.5 Classification & Balancing of Chemical Reactions12
- Ch.6 Chemical Reactions: Mole and Mass Relationships28
- Ch.7 Chemical Reactions: Energy, Rate and Equilibrium64
- Ch.8 Gases, Liquids and Solids24
- Ch.9 Solutions52
- Ch.10 Acids and Bases25
- Ch.11 Nuclear Chemistry22
- Ch.12 Introduction to Organic Chemistry: Alkanes57
- Ch.13 Alkenes, Alkynes, and Aromatic Compounds47
- Ch.14 Some Compounds with Oxygen, Sulfur, or a Halogen50
- Ch.15 Aldehydes and Ketones45
- Ch.16 Amines42
- Ch.17 Carboxylic Acids and Their Derivatives57
- Ch.18 Amino Acids and Proteins82
- Ch.19 Enzymes and Vitamins63
- Ch.20 Carbohydrates44
- Ch.21 The Generation of Biochemical Energy65
- Ch.22 Carbohydrate Metabolism45
- Ch.23 Lipids42
- Ch.24 Lipid Metabolism33
- Ch.25 Protein and Amino Acid Metabolism24
- Ch.26 Nucleic Acids and Protein Synthesis45
Chapter 14, Problem 58a
Identify the chiral center(s) in each of the following molecules:
a. 2-Methyl-3-pentanol
Verified step by step guidance1
Step 1: Understand the concept of a chiral center. A chiral center is a carbon atom that is bonded to four different groups or atoms. This asymmetry makes the molecule non-superimposable on its mirror image.
Step 2: Analyze the structure of 2-Methyl-3-pentanol. The molecule consists of a pentane chain with a methyl group attached to the second carbon and a hydroxyl (-OH) group attached to the third carbon.
Step 3: Examine each carbon atom in the molecule to determine if it is bonded to four distinct groups. Start with the first carbon and move sequentially through the chain.
Step 4: Focus on the third carbon atom (the one bonded to the hydroxyl group). Check if it is bonded to four different groups: a hydrogen atom, a hydroxyl group (-OH), a methyl group (-CH3), and the rest of the pentane chain.
Step 5: Confirm that the third carbon atom meets the criteria for a chiral center. If no other carbon atoms in the molecule meet the criteria, then the third carbon is the only chiral center in 2-Methyl-3-pentanol.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Chirality
Chirality refers to the geometric property of a molecule that makes it non-superimposable on its mirror image. A chiral molecule typically has at least one chiral center, which is usually a carbon atom bonded to four different substituents. This property is crucial in many fields, including pharmaceuticals, as different enantiomers can have vastly different biological effects.
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Chirality Example 1
Chiral Center
A chiral center, often a carbon atom, is defined as a carbon that is bonded to four distinct groups or atoms. The presence of a chiral center in a molecule indicates that the molecule can exist in two enantiomeric forms, which are mirror images of each other. Identifying chiral centers is essential for understanding the stereochemistry of organic compounds.
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2:37Chirality Concept 1
Stereochemistry
Stereochemistry is the branch of chemistry that deals with the spatial arrangement of atoms in molecules and the impact of this arrangement on their chemical properties and reactions. It encompasses concepts such as chirality, enantiomers, and diastereomers, which are vital for predicting how molecules interact in biological systems and chemical reactions.
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Related Practice
Textbook Question
Define the following terms:
b. Achiral
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Textbook Question
Define the following terms:
c. Chiral carbon
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Textbook Question
Are the following molecules chiral or achiral? If they are chiral, identify the chiral carbon atom(s).
d.
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Textbook Question
Name all unbranched ether and alcohol isomers with formula C5H12O and write their structural formulas.
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Textbook Question
Phenols undergo the same kind of substitution reactions that other aromatic compounds do. Formulate the reaction of p-methylphenol with Br2 to give a mixture of two substitution products.
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