Textbook Question
Name the following alkenes, being sure to specify whether they are cis or trans.
(a)
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Ch. 8 - Alkenes I: Properties and Electrophilic Additions
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
Chapter 7, Problem 9a
Provide the IUPAC names for the following alkenes.
(a) 
Verified step by step guidance1
Step 1: Identify the longest continuous carbon chain that contains the double bond. This chain will serve as the parent chain, and its name will be based on the number of carbons in the chain (e.g., ethene, propene, butene, etc.).
Step 2: Number the carbon atoms in the parent chain starting from the end closest to the double bond. This ensures that the double bond gets the lowest possible locant (position number).
Step 3: Identify and name any substituents (alkyl groups or other functional groups) attached to the parent chain. Assign each substituent a locant based on its position on the parent chain.
Step 4: Combine the substituent names and locants with the parent chain name. Place the locants of the double bond(s) before the parent chain name, and use the suffix '-ene' to indicate the presence of a double bond. If there are multiple double bonds, use prefixes such as 'diene,' 'triene,' etc., and include all locants for the double bonds.
Step 5: Ensure the name follows IUPAC rules, including alphabetical order for substituents and proper use of hyphens and commas. Double-check that the double bond locant is as low as possible.
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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 alkenes based on the longest carbon chain containing the double bond, the position of the double bond, and substituents. Understanding these rules is essential for accurately identifying and naming alkenes.
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The different parts of an IUPAC name
Alkenes
Alkenes are hydrocarbons that contain at least one carbon-carbon double bond (C=C). They are unsaturated compounds, which means they have fewer hydrogen atoms than alkanes with the same number of carbon atoms. Recognizing the structure and properties of alkenes is crucial for their correct naming and understanding their reactivity.
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Numbering the Carbon Chain
In IUPAC nomenclature, the carbon chain must be numbered to give the double bond the lowest possible number. This involves identifying the longest continuous chain of carbon atoms and assigning numbers to each carbon, starting from the end closest to the double bond. This step is vital for determining the correct name of the alkene.
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Related Practice
Textbook Question
Suggest an alkene to undergo hydroboration–oxidation (1. BH3 2. NaOH, H2O2) to give exclusively the alcohols shown. Pay close attention to the relative (but not absolute) stereochemical outcome.
(b)
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Textbook Question
Given the following IUPAC names, draw the corresponding structures.
(a) (R)-3-isopropyl-6-methylnon-1-ene
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Textbook Question
Given the following IUPAC names, draw the corresponding structures.
(c) (S)-3-fluoropent-1-ene
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Textbook Question
Provide the expected product for the reaction of each of the following alkenes with H₂SO₄ and H₂O.
(d)
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Textbook Question
Draw the molecular orbital picture of trans-but-2-ene.
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