Textbook Question
Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]
(c) 6-ethyl-3-methyloctane
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Ch. 3 - Alkanes and Cycloalkanes: Properties and Conformational Analysis
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. 3 - Alkanes and Cycloalkanes: Properties and Conformational AnalysisProblem 71d
Mullins 1st EditionCh. 3 - Alkanes and Cycloalkanes: Properties and Conformational AnalysisProblem 71dChapter 2, Problem 71d
Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]
(d) 4-butyldecane
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Draw the structure of the compound based on the incorrect name '4-butyldecane'. Start with a decane backbone (a straight chain of 10 carbon atoms) and attach a butyl group (a chain of 4 carbon atoms) to the fourth carbon of the decane chain.
Analyze the structure to determine if the name follows the IUPAC rules. In this case, the name '4-butyldecane' is incorrect because the substituent (butyl group) creates a longer continuous chain than the original decane backbone.
Reidentify the longest continuous carbon chain in the structure. This chain will become the new parent chain. Count the number of carbons in this chain to determine the base name of the compound.
Renumber the parent chain to give the substituents the lowest possible locants. Identify and name the substituents attached to the parent chain, ensuring that their positions are correctly indicated.
Combine the substituent names, their positions, and the parent chain name into a single IUPAC name, following the standard rules for alphabetical order and hyphenation.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
IUPAC Nomenclature
IUPAC nomenclature is a systematic method for naming organic chemical compounds. It provides rules for naming based on the structure of the molecule, including the longest carbon chain, functional groups, and substituents. Understanding these rules is essential for accurately identifying and renaming compounds, ensuring clear communication in the scientific community.
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Alkane Structure
Alkanes are saturated hydrocarbons consisting only of carbon and hydrogen atoms, connected by single bonds. They follow the general formula CnH2n+2, where 'n' is the number of carbon atoms. Recognizing the structure of alkanes is crucial for determining the correct naming conventions and identifying any discrepancies in the provided names.
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Substituents and Their Position
Substituents are groups of atoms that replace hydrogen atoms in a hydrocarbon chain. Their position is indicated by numbers in the compound's name, which reflect the carbon atom to which they are attached. Correctly identifying and numbering substituents is vital for accurate IUPAC naming, as it affects the overall name and structure of the compound.
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Related Practice
Textbook Question
Identify the mistakes contained within the following structures.
(a)
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Textbook Question
Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]
(a) 4-methylhexane
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Textbook Question
Despite methylcyclohexane (98.2 amu) having a higher molecular weight than toluene (92.1 amu), toluene melts at a higher temperature. Why? [Think about how the molecules can interact with each other based on their shape.]
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Textbook Question
Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]
(b) 1,5-dimethylcyclohexane
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Textbook Question
Correct the following incorrect names using standard IUPAC nomenclature. [Draw a compound that corresponds to the incorrect name, and then rename it.]
(e) 2,6-diethyl-1-methylcycloheptane
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