Textbook Question
What is the molecular formula for a monocyclic hydrocarbon with 14 carbons and 2 triple bonds?
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Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis
Bruice8th EditionOrganic ChemistryISBN: 9780135213711
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Table of contents
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding (Part 1)31
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding (Part 2)65
- Ch. 2 - Acids and Bases: Central to Understanding Organic Chemistry84
- Ch. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and Structure183
- Ch. 4 - Isomers: The Arrangement of Atoms in Space121
- Ch. 5 - Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics83
- Ch. 6 - The Reactions of Alkenes • The Stereochemistry of Addition Reactions175
- Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis119
- Ch. 8 - Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity and Electronic Effects: An Introduction to the Reactions of Benzene148
- Ch. 9 - Substitution and Elimination Reactions of Alkyl Halides212
- Ch. 10 - Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds131
- Ch. 11 - Organometallic Compounds60
- Ch. 12 - Radicals90
- Ch. 13 - Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy62
- Ch. 14 - NMR Spectroscopy95
- Ch. 15 - Reactions of Carboxylic Acids and Carboxylic Acid Derivatives123
- Ch. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives141
- Ch. 17 - Reactions at the Alpha-Carbon101
- Ch. 18 - Reactions of Benzene and Substituted Benzenes144
- Ch. 19 - More About Amines • Reactions of Heterocyclic Compounds49
- Ch. 20 - The Organic Chemistry of Carbohydrates80
- Ch. 21 - Amino Acids, Peptides, and Proteins57
- Ch. 22 - Catalysis in Organic Reactions and in Enzymatic Reactions35
- Ch. 23 - The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins1
- Ch. 28 - Pericyclic Reactions58
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Bruice 8th EditionCh. 7 - The Reactions of Alkynes • An Introduction to Multistep SynthesisProblem 4c
Bruice 8th EditionCh. 7 - The Reactions of Alkynes • An Introduction to Multistep SynthesisProblem 4cChapter 8, Problem 4c
Draw the condensed and skeletal structures for each of the following:
c. isopropylacetylene
Verified step by step guidance1
Identify the structure of isopropylacetylene: Isopropylacetylene is a common name for a compound containing an isopropyl group (CH₃-CH-CH₃) attached to a triple bond (acetylene group, C≡CH). The IUPAC name for this compound is 3-methyl-1-butyne.
Start with the skeletal structure: Draw a triple bond (C≡C) to represent the acetylene group. Attach a single carbon atom to the terminal carbon of the triple bond to form the main chain.
Add the isopropyl group: Attach a branch consisting of two methyl groups (CH₃) to the second carbon of the main chain. This creates the isopropyl substituent.
Draw the condensed structure: Write the condensed formula by grouping atoms together. For isopropylacetylene, the condensed structure is CH₃-C≡C-CH(CH₃)₂.
Verify the structure: Ensure that the skeletal and condensed structures correctly represent the connectivity of atoms and the presence of the triple bond and isopropyl group.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Condensed Structures
Condensed structures are a simplified way of representing molecular structures where atoms are grouped together to show connectivity without depicting all bonds explicitly. In these structures, carbon atoms are often listed in a linear format, and hydrogen atoms attached to them are implied rather than shown. This notation helps in quickly visualizing the molecular framework while maintaining clarity about the arrangement of atoms.
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Skeletal Structures
Skeletal structures, also known as line-angle structures, are a shorthand representation of organic molecules where carbon atoms are represented by vertices and hydrogen atoms are omitted for clarity. Each vertex represents a carbon atom, and the lines between them represent bonds. This method is particularly useful for complex molecules, as it allows chemists to easily visualize the overall shape and connectivity of the molecule without cluttering the diagram with hydrogen atoms.
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Isopropylacetylene
Isopropylacetylene is an alkyne compound characterized by a triple bond between two carbon atoms, with an isopropyl group (a branched alkyl group) attached to one end. Its structure can be derived from acetylene by substituting one hydrogen atom with an isopropyl group. Understanding the structure of isopropylacetylene is essential for accurately drawing its condensed and skeletal forms, as it influences the overall geometry and reactivity of the molecule.
Related Practice
Textbook Question
Draw the condensed and skeletal structures for each of the following:
a. 1-chloro-3-hexyne
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Textbook Question
Draw the condensed and skeletal structures for each of the following:
b. cyclooctyne
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Textbook Question
Draw the condensed and skeletal structures for each of the following:
f. dimethylacetylene
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Textbook Question
Draw the condensed and skeletal structures for each of the following:
d. sec-butylisobutylacetylene
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Textbook Question
Draw the condensed and skeletal structures for each of the following:
e. 4,4-dimethyl-1-pentyne
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