Textbook Question
Draw the structure that corresponds to the compound names shown.
(b) (5R,6E)-5-bromooct-6-en-1-yne
Ch. 11 - Properties and Synthesis of Alkyl Halides: Radical 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. 11 - Properties and Synthesis of Alkyl Halides: Radical ReactionsProblem 38a
Mullins 1st EditionCh. 11 - Properties and Synthesis of Alkyl Halides: Radical ReactionsProblem 38aChapter 10, Problem 38a
Draw the structure that corresponds to the compound names shown.
(a) (S)-3-bromo-3-ethylcyclohex-1-ene
Verified step by step guidance1
Step 1: Start by identifying the parent structure. The parent name is 'cyclohex-1-ene,' which indicates a six-membered cycloalkene ring with a double bond at position 1.
Step 2: Number the ring to assign the lowest possible locant to the double bond. Begin numbering at one of the carbons in the double bond, moving in the direction that gives the substituents the lowest possible numbers.
Step 3: Add the substituents to the structure. The name '3-bromo-3-ethyl' indicates that at position 3 of the cyclohexene ring, there is both a bromine atom and an ethyl group attached.
Step 4: Assign the stereochemistry. The '(S)' configuration specifies the absolute configuration at the chiral center (carbon 3). Use the Cahn-Ingold-Prelog priority rules to assign priorities to the substituents at carbon 3, and arrange them to ensure the configuration matches the (S) designation.
Step 5: Draw the final structure, ensuring the double bond, substituents, and stereochemistry are correctly represented. Verify that the structure matches the IUPAC name provided.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Stereochemistry
Stereochemistry is the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. In this question, the '(S)' designation indicates that the compound has a specific three-dimensional configuration around the chiral center, which is crucial for accurately drawing the structure.
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Cycloalkenes
Cycloalkenes are cyclic hydrocarbons that contain at least one carbon-carbon double bond. The term 'cyclohex-1-ene' indicates a six-membered ring with a double bond at the first carbon, which is essential for understanding the compound's structure and reactivity.
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Substituents and Nomenclature
In organic chemistry, substituents are atoms or groups of atoms that replace hydrogen atoms in a hydrocarbon. The '3-bromo-3-ethyl' part of the name indicates specific substituents on the cyclohexene ring, which must be correctly positioned in the structure to reflect the compound's name and properties.
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Related Practice
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Textbook Question
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