Textbook Question
Give common names for the following compounds.
(a) CH3–C≡C–CH2CH3
(b) Ph–C≡C–H
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Ch.9 - Alkynes
Wade9th EditionOrganic ChemistryISBN: 9780135213728
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Table of contents
- Ch.1 - Structure and Bonding107
- Ch. 2 - Acids and Bases; Functional Groups115
- Ch.3 - Structure and Stereochemistry of Alkanes100
- Ch.4 - The Study of Chemical Reactions99
- Ch.5 - Stereochemistry93
- Ch.6 - Alkyl Halides; Nucleophilic Substitution118
- Ch. 7 - Structure and Synthesis of Alkenes; Elimination158
- Ch.8 - Reactions of Alkenes171
- Ch.9 - Alkynes91
- Ch.10 - Structure and Synthesis of Alcohols143
- Ch.11 - Reactions of Alcohols104
- Ch. 12 - Infrared Spectroscopy and Mass Spectrometry22
- Ch. 13 - Nuclear Magnetic Resonance Spectroscopy45
- Ch. 14 - Ethers, Epoxides, and Thioethers72
- Ch. 15 - Conjugated Systems, Orbital Symmetry, and Ultraviolet Spectroscopy89
- Ch. 16 - Aromatic Compounds74
- Ch. 17 - Reactions of Aromatic Compounds126
- Ch. 18 - Ketones and Aldehydes193
- Ch. 19 - Amines129
- Ch. 20 - Carboxylic Acids77
- Ch. 21 - Carboxylic Acid Derivatives141
- Ch. 22 - Condensations and Alpha Substitutions of Carbonyl Compounds175
- Ch. 23 - Carbohydrates and Nucleic Acids93
- Ch. 24 - Amino Acids, Peptides, and Proteins54
Chapter 9, Problem 28d,e,f
Give IUPAC names for the following compounds.
(d) 
(e) 
(f) 
Verified step by step guidance1
Identify the longest carbon chain in the compound that contains the highest priority functional group. For compound (d), the longest chain is a four-carbon chain with a bromo substituent and a triple bond.
Number the carbon chain starting from the end nearest to the highest priority functional group. In compound (d), start numbering from the end closest to the triple bond.
Identify and name the substituents. In compound (d), there is a dibromo group on the second carbon.
Combine the names of the substituents with the base name of the compound, using appropriate locants. For compound (d), the name will include '2,2-dibromo' and 'butyne'.
Repeat the process for compounds (e) and (f), ensuring to identify the longest chain, number it correctly, and name the substituents and functional groups. For compound (e), consider the alcohol group and for compound (f), consider the cyclopentyl group.
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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 identifying the structure of a compound based on its molecular formula and functional groups. Understanding the hierarchy of functional groups, the longest carbon chain, and the correct use of prefixes and suffixes is essential for accurately naming compounds.
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03:43
The different parts of an IUPAC name
Functional Groups
Functional groups are specific groups of atoms within molecules that are responsible for the characteristic chemical reactions of those molecules. Common functional groups include alkenes, alkynes, alcohols, and halides. Recognizing these groups is crucial for determining the reactivity and properties of organic compounds, as well as for their correct nomenclature.
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02:36Identifying Functional Groups
Stereochemistry
Stereochemistry involves the study of the spatial arrangement of atoms in molecules and how this affects their chemical behavior. In organic compounds, stereoisomers can exist due to the presence of double or triple bonds, which restrict rotation. Understanding stereochemistry is important for naming compounds accurately, especially when dealing with chiral centers or geometric isomerism.
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1:38Polymer Stereochemistry Concept 1
Related Practice
Textbook Question
Using hex-1-ene as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)
d. hex-2-yne
e. hexan-2-one
f. hexanal
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Textbook Question
Give common names for the following compounds.
(c) 3-methyloct-4-yne
(d) (CH3)3C–C≡C–CH(CH3)CH2CH3
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Textbook Question
Using hex-1-ene as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)
g. pentanoic acid
h. pentanal
i. undec-6-yn-5-ol
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Textbook Question
Using hex-1-ene as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)
a. 1,2-dibromohexane
b. hex-1-yne
c. 2,2-dibromohexane
1071
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Textbook Question
Give IUPAC names for the following compounds.
(a)
(b)
(c)
1728
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