Textbook Question
Identify the allylic carbon(s) in the following molecules.
(a)
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Ch. 11 - Properties and Synthesis of Alkyl Halides: Radical Reactions
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471
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Table of contents
- Ch. 2 - General Chemistry Translated: Finding the Electrons114
- Ch. 3 - Alkanes and Cycloalkanes: Properties and Conformational Analysis109
- Ch. 4 - Acids and Bases: Electron Flow144
- Ch. 5 - Chemical Reaction Analysis: Thermodynamics and Kinetics118
- Ch. 6 - Stereoisomerism: Arrangement of Atoms in Space112
- Ch. 7 - Principles of Green (Organic) Chemistry3
- Ch. 8 - Alkenes I: Properties and Electrophilic Additions158
- Ch. 9 - Alkenes II: Oxidation and Reduction150
- Ch. 10 - Alkynes: Electrophilic Addition and Redox Reactions101
- Ch. 11 - Properties and Synthesis of Alkyl Halides: Radical Reactions108
- Ch. 12 - Substitution and Elimination: Reactions of Haloalkanes172
- Ch. 13 - Alcohols, Ethers and Related Compounds: Substitution and Elimination239
- Ch. 14 - Structural Identification I: Infrared Spectroscopy and Mass Spectrometry54
- Ch. 15 - Structural Identification II: Nuclear Magnetic Resonance Spectroscopy93
- Ch. 16 - Metals in Organic Chemistry48
- Ch. 17 - Carbonyl Addition Reactions: Aldehydes and Ketones45
- Ch. 18 - Nucleophilic Acyl Substitution I: Carboxylic Acids18
- Ch. 19 - Nucleophilic Acyl Substitution II: Carboxylic Acid Derivatives39
- Ch. 20 - Enolates: Carbonyl Addition and Substitution13
- Ch. 21 - Conjugated Systems I: Stability and Addition Reactions56
- Ch. 22 - Conjugated Systems II: Pericyclic Reactions54
- Ch. 23 - Benzene I: Aromatic Stability and Substitution Reactions64
- Ch. 24 - Benzene II: Reactions Influenced by the Aromatic Ring62
- Ch. 25 - Amines: Structure, Reactions, and Synthesis27
- Ch. 26 - Amino Acids, Proteins, and Peptide Synthesis9
- Ch. 27 - Carbohydrates, Nucleic Acids, and Lipids54
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471Not the one you use?Change textbook
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Mullins 1st EditionCh. 11 - Properties and Synthesis of Alkyl Halides: Radical ReactionsProblem 27b
Mullins 1st EditionCh. 11 - Properties and Synthesis of Alkyl Halides: Radical ReactionsProblem 27bChapter 10, Problem 27b
Identify the allylic carbon(s) in the following molecules.
(b) 
Verified step by step guidance1
Step 1: Understand the concept of allylic carbons. Allylic carbons are the carbons directly adjacent to a carbon-carbon double bond. These carbons are bonded to the sp2-hybridized carbon of the double bond and are often involved in resonance stabilization.
Step 2: Locate the carbon-carbon double bond in the molecule. In the given structure, the double bond is present between two carbons in the central part of the molecule.
Step 3: Identify the carbons directly adjacent to the double bond. These are the carbons bonded to the sp2-hybridized carbons of the double bond. Look for single bonds connecting to the double-bonded carbons.
Step 4: Examine the structure carefully. The carbon on the left of the double bond and the carbon on the right of the double bond are both allylic carbons because they are directly adjacent to the double bond.
Step 5: Verify the substituents attached to the allylic carbons. The allylic carbon on the left has a methyl group attached, while the allylic carbon on the right has a bromine atom attached. This confirms their positions as allylic carbons.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Allylic Carbons
Allylic carbons are the carbon atoms that are directly adjacent to a carbon-carbon double bond. In organic chemistry, these carbons are significant because they can participate in various reactions, such as allylic substitutions, due to their unique reactivity. Identifying allylic carbons is crucial for understanding reaction mechanisms and predicting the outcomes of chemical reactions.
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The products of Allylic Chlorination.
Structural Representation of Molecules
The structural representation of molecules, such as Lewis structures or skeletal formulas, provides a visual way to understand the arrangement of atoms and bonds within a compound. This representation helps in identifying functional groups, stereochemistry, and specific carbon types, including allylic carbons. A clear understanding of these structures is essential for analyzing chemical behavior and reactivity.
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Reactivity of Allylic Positions
The reactivity of allylic positions is a key concept in organic chemistry, as these positions can undergo various reactions, including nucleophilic substitutions and radical reactions. The presence of a double bond near the allylic carbon increases its reactivity due to the stability of the resulting intermediates. Understanding this reactivity is important for predicting how molecules will behave in chemical reactions.
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Related Practice
Textbook Question
HBr and peroxides are also used to generate 1-bromo-1-alkenes. Suggest a starting reactant that would successfully undergo this reaction.
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Textbook Question
Identify the allylic carbon(s) in the following molecules.
(c)
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Textbook Question
In the following reaction, which C―H bond would be most likely to react with a bromine radical?
Textbook Question
We show in Chapter 12 that C― Br bonds can break to give a carbocation and a bromide anion. For which of the organohalides (A or B) would you expect this process to be fastest? Explain.
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Textbook Question
Predict the major products of the following alkene halogenation reactions. [D is the symbol for deuterium, an isotope of hydrogen.]
(b)
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