Textbook Question
Draw the structure for each of the following:
e. 2,5-dimethyl-4-(2-methylpropyl)octane
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Ch. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and Structure
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. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and StructureProblem 11f
Bruice 8th EditionCh. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and StructureProblem 11fChapter 4, Problem 11f
Draw the structure for each of the following:
(f) 4-(1,1-dimethylethyl)octane
Verified step by step guidance1
Identify the parent chain: The parent chain is 'octane,' which means it is a straight-chain alkane with 8 carbon atoms (C₈H₁₈).
Locate the substituent: The substituent is '4-(1,1-dimethylethyl),' which indicates a tert-butyl group (a carbon atom bonded to three methyl groups) attached to the fourth carbon of the parent chain.
Number the carbon atoms in the parent chain: Start numbering from the end of the chain closest to the substituent to ensure the substituent gets the lowest possible number. In this case, number the chain from left to right so that the substituent is on carbon 4.
Attach the substituent: Draw the tert-butyl group (1,1-dimethylethyl) on the fourth carbon of the octane chain. The tert-butyl group consists of a central carbon atom bonded to three methyl groups (CH₃).
Verify the structure: Ensure that the structure adheres to the IUPAC naming rules, with the correct number of carbons in the parent chain and the substituent properly placed on the fourth carbon.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Alkane Structure
Alkanes are saturated hydrocarbons consisting only of carbon (C) and hydrogen (H) atoms, connected by single bonds. Their general formula is CnH2n+2, where 'n' is the number of carbon atoms. Understanding the basic structure of alkanes is essential for drawing and interpreting their molecular representations.
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Functionalizing Alkanes
Substituents in Organic Chemistry
Substituents are groups of atoms that replace hydrogen atoms in a hydrocarbon chain. In the case of 4-(1,1-dimethylethyl)octane, the substituent is a tert-butyl group (1,1-dimethylethyl) attached to the fourth carbon of the octane chain. Recognizing how to identify and place substituents is crucial for accurately drawing organic structures.
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Numbering of Carbon Chains
In organic chemistry, carbon chains are numbered to provide a clear indication of the position of substituents. The numbering starts from the end of the chain closest to the first substituent to ensure the lowest possible numbers. This systematic approach is vital for correctly interpreting and constructing the structure of compounds like 4-(1,1-dimethylethyl)octane.
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Related Practice
Textbook Question
Which isomers contain an isopropyl group?
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Textbook Question
Give each isomer its systematic name.
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Textbook Question
Draw the structure for each of the following:
c. 4,4-diethyldecane
Textbook Question
Draw the structure for each of the following:
d. 2,4,5-trimethyl-4-(1-methylethyl)heptane
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Textbook Question
How many isomers have common names?
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