Textbook Question
Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).
(c)
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Ch. 10 - Alkynes: Electrophilic Addition and Redox 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. 10 - Alkynes: Electrophilic Addition and Redox ReactionsProblem 6a
Mullins 1st EditionCh. 10 - Alkynes: Electrophilic Addition and Redox ReactionsProblem 6aChapter 9, Problem 6a
Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).
(a) 
Verified step by step guidance1
Step 1: Understand the classification of alkynes. Terminal alkynes have the triple bond at the end of the carbon chain, with one of the carbons in the triple bond bonded to a hydrogen atom. Internal alkynes have the triple bond between two carbon atoms within the chain. Symmetrical internal alkynes have identical groups attached to both carbons of the triple bond, while unsymmetrical internal alkynes have different groups attached.
Step 2: Analyze the given structure. Locate the triple bond in the molecule. In this case, the triple bond is between two carbon atoms within the chain, indicating that it is an internal alkyne.
Step 3: Determine if the internal alkyne is symmetrical or unsymmetrical. Examine the groups attached to the two carbons of the triple bond. If the groups are identical, it is symmetrical; if they are different, it is unsymmetrical.
Step 4: In the provided structure, the two carbons of the triple bond are attached to different groups. One carbon is bonded to a methyl group, while the other is bonded to a longer chain. This indicates that the alkyne is internal and unsymmetrical.
Step 5: Conclude the classification. Based on the analysis, the given alkyne is an internal/unsymmetrical (IU) alkyne.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Alkynes
Alkynes are hydrocarbons that contain at least one carbon-carbon triple bond. They are unsaturated compounds, which means they have fewer hydrogen atoms than alkanes with the same number of carbon atoms. The general formula for alkynes is CnH2n-2, where n is the number of carbon atoms. Understanding the structure of alkynes is crucial for identifying their types based on their bonding and position of the triple bond.
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Alkyne Hydration
Terminal vs. Internal Alkynes
Terminal alkynes have the triple bond located at the end of the carbon chain, meaning one end of the molecule is a carbon atom bonded to a hydrogen atom. In contrast, internal alkynes have the triple bond located between two carbon atoms, with no hydrogen atoms directly attached to the carbons involved in the triple bond. This distinction is essential for classifying alkynes as terminal or internal.
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02:43Anti-Markovnikov addition of alcohols to terminal alkynes yields aldehydes
Symmetrical vs. Unsymmetrical Internal Alkynes
Internal alkynes can be further classified as symmetrical or unsymmetrical based on the substituents attached to the carbon atoms involved in the triple bond. Symmetrical internal alkynes have identical groups on both sides of the triple bond, while unsymmetrical internal alkynes have different groups attached. This classification affects the physical and chemical properties of the alkynes and is important for their identification.
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Related Practice
Textbook Question
Identify the following alkynes as terminal (T), internal/symmetrical (IS), or internal/unsymmetrical (IU).
(f)
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Textbook Question
Would amide or acetate most easily deprotonate an alcohol to make the alkoxide anion? Calculate Keq for each possibility.
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Textbook Question
Draw all internal symmetrical alkynes with the molecular formula C10H18.
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Textbook Question
The following reaction gives two different constitutional isomers in nearly equal yields. Why doesn't this reaction produce only one product?
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Textbook Question
Rank the reactivity of the following anions with a general electrophile from least to most reactive.
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