Textbook Question
Name the following cycloalkanes using the IUPAC system of nomenclature. [Hint: Each molecule exemplifies one of the cycloalkane nomenclature rules in Table 3.10.]
(e) rule 3
1
views
Ch. 3 - Alkanes and Cycloalkanes: Properties and Conformational Analysis
Mullins1st EditionOrganic Chemistry: A Learner Centered ApproachISBN: 9780137566471
Not the one you use?Change textbookSelect a different textbook
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
All textbooks
Mullins 1st EditionCh. 3 - Alkanes and Cycloalkanes: Properties and Conformational AnalysisProblem 34b
Mullins 1st EditionCh. 3 - Alkanes and Cycloalkanes: Properties and Conformational AnalysisProblem 34bChapter 2, Problem 34b
Name the following cycloalkanes using the IUPAC system of nomenclature, being sure to indicate whether they are cis or trans.
(b) 
Verified step by step guidance1
Step 1: Identify the parent cycloalkane. Count the number of carbon atoms in the ring structure to determine the base name of the cycloalkane (e.g., cyclopentane, cyclohexane, etc.).
Step 2: Locate and identify substituents attached to the cycloalkane ring. Assign names to each substituent group (e.g., methyl, ethyl, etc.).
Step 3: Number the ring carbons to give the substituents the lowest possible numbers. Start numbering from the carbon that leads to the smallest set of locants for the substituents.
Step 4: Determine the stereochemistry (cis or trans) of the substituents. If the substituents are on the same side of the ring, the configuration is 'cis'; if they are on opposite sides, the configuration is 'trans.'
Step 5: Combine the information into the IUPAC name. Include the stereochemistry (cis or trans) at the beginning, followed by the substituents in alphabetical order with their locants, and finally the parent cycloalkane name.
Verified video answer for a similar problem:
This video solution was recommended by our tutors as helpful for the problem above.
Video duration:
5mWas this helpful?
Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Cycloalkanes
Cycloalkanes are saturated hydrocarbons that contain carbon atoms arranged in a ring structure. They follow the general formula CnH2n, where n is the number of carbon atoms. Understanding the structure of cycloalkanes is essential for naming them correctly, as their cyclic nature influences their chemical properties and nomenclature.
Recommended video:
Guided course
01:11
How to find the root name for cycloalkanes
IUPAC Nomenclature
The International Union of Pure and Applied Chemistry (IUPAC) nomenclature provides a systematic method for naming chemical compounds. For cycloalkanes, the naming involves identifying the number of carbon atoms in the ring and using prefixes like 'cyclo-' followed by the appropriate alkane name. This standardized approach ensures clarity and consistency in chemical communication.
Recommended video:
Guided course
03:43The different parts of an IUPAC name
Cis-Trans Isomerism
Cis-trans isomerism is a form of stereoisomerism that occurs in cyclic compounds due to restricted rotation around the carbon-carbon bonds. In cycloalkanes, 'cis' indicates that substituents are on the same side of the ring, while 'trans' indicates they are on opposite sides. Recognizing these configurations is crucial for accurately naming and understanding the properties of cycloalkanes.
Recommended video:
Guided course
00:44Is the following cyclohexane cis or trans?
Related Practice
Textbook Question
Draw two chair conformations of the molecules below. Indicate which is most stable.
(a)
1
views
Textbook Question
Given the following chair conformations, draw each in its planar form as if you were viewing it from above.
(b)
4
views
Textbook Question
Name the following cycloalkanes using the IUPAC system of nomenclature.
1
views
Textbook Question
Rank the following compounds in order of their total heat of combustion. These compounds are constitutional isomers, each with a molecular formula of C6H12.
2
views
Textbook Question
Name the following cycloalkanes using the IUPAC system of nomenclature. [Hint: Each molecule exemplifies one of the cycloalkane nomenclature rules in Table 3.10.]
(g) rule 4
5
views