Textbook Question
In the following molecules, identify the carbon where the radical is most likely to form in the first propagation step.
(c)
2
views
Ch. 11 - Properties and Synthesis of Alkyl Halides: Radical Reactions
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471
Not the one you use?Change textbookSelect a different textbook
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
All textbooks
Mullins 1st EditionCh. 11 - Properties and Synthesis of Alkyl Halides: Radical ReactionsProblem 27c
Mullins 1st EditionCh. 11 - Properties and Synthesis of Alkyl Halides: Radical ReactionsProblem 27cChapter 10, Problem 27c
Identify the allylic carbon(s) in the following molecules.
(c) 
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 (C=C). These carbons are often involved in resonance stabilization due to their proximity to the π-electrons of the double bond.
Step 2: Examine the molecule provided. Identify all the carbon-carbon double bonds (C=C) in the structure. In this molecule, there are two double bonds present.
Step 3: Locate the carbons directly adjacent to each double bond. For each double bond, look at the carbons that are bonded to the sp2-hybridized carbons forming the double bond.
Step 4: Highlight the allylic carbons. For the first double bond on the left, the allylic carbons are the ones directly connected to the sp2 carbons of the double bond. Similarly, for the second double bond on the right, identify the carbons directly adjacent to the sp2 carbons.
Step 5: Verify your identification. Ensure that the carbons you have identified are indeed adjacent to the double bonds and not part of the double bond itself. These allylic carbons are important in reactions such as allylic substitution and resonance stabilization.
Verified video answer for a similar problem:
This video solution was recommended by our tutors as helpful for the problem above.
Video duration:
3mWas this helpful?
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 (alkene). In a molecule, these carbons are significant because they can participate in various chemical reactions, such as allylic substitution, due to their unique reactivity. Identifying allylic carbons is crucial for understanding reaction mechanisms and predicting the behavior of organic compounds.
Recommended video:
Guided course
00:48
The products of Allylic Chlorination.
Alkenes
Alkenes are hydrocarbons that contain at least one carbon-carbon double bond. This double bond is responsible for the unsaturation in the molecule, which affects its reactivity and physical properties. The presence of alkenes in a structure often indicates potential sites for chemical reactions, making them important in organic synthesis and industrial applications.
Recommended video:
2:09Alkene Metathesis Concept 1
Structural Representation
Structural representation in organic chemistry refers to the way molecules are depicted, showing the arrangement of atoms and the bonds between them. Understanding these representations, such as Lewis structures or skeletal formulas, is essential for visualizing molecular geometry and predicting reactivity. Accurate interpretation of these structures allows chemists to identify functional groups and key features like allylic positions.
Recommended video:
Guided course
05:09Representations of L-Configuration
Related Practice
Textbook Question
Identify the allylic carbon(s) in the following molecules.
(a)
1
views
Textbook Question
HBr and peroxides are also used to generate 1-bromo-1-alkenes. Suggest a starting reactant that would successfully undergo this reaction.
2
views
Textbook Question
Identify the allylic carbon(s) in the following molecules.
(b)
6
views
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.
1
views