Textbook Question
Draw the structure for each of the following:
h. cyclohexanecarbonyl chloride
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Ch. 15 - Reactions of Carboxylic Acids and Carboxylic Acid Derivatives
Bruice8th EditionOrganic ChemistryISBN: 9780135213711
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Table of contents
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding (Part 1)31
- Ch. 1 - Remembering General Chemistry: Electronic Structure and Bonding (Part 2)65
- Ch. 2 - Acids and Bases: Central to Understanding Organic Chemistry84
- Ch. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and Structure183
- Ch. 4 - Isomers: The Arrangement of Atoms in Space121
- Ch. 5 - Alkenes: Structure, Nomenclature, and an Introduction to Reactivity • Thermodynamics and Kinetics83
- Ch. 6 - The Reactions of Alkenes • The Stereochemistry of Addition Reactions175
- Ch. 7 - The Reactions of Alkynes • An Introduction to Multistep Synthesis119
- Ch. 8 - Delocalized Electrons: Their Effect on Stability, pKa, and the Products of a Reaction • Aromaticity and Electronic Effects: An Introduction to the Reactions of Benzene148
- Ch. 9 - Substitution and Elimination Reactions of Alkyl Halides212
- Ch. 10 - Reactions of Alcohols, Ethers, Epoxides, Amines, and Sulfur-Containing Compounds131
- Ch. 11 - Organometallic Compounds60
- Ch. 12 - Radicals90
- Ch. 13 - Mass Spectrometry; Infrared Spectroscopy; UV/Vis Spectroscopy62
- Ch. 14 - NMR Spectroscopy95
- Ch. 15 - Reactions of Carboxylic Acids and Carboxylic Acid Derivatives123
- Ch. 16 - Reactions of Aldehydes and Ketones • More Reactions of Carboxylic Acid Derivatives141
- Ch. 17 - Reactions at the Alpha-Carbon101
- Ch. 18 - Reactions of Benzene and Substituted Benzenes144
- Ch. 19 - More About Amines • Reactions of Heterocyclic Compounds49
- Ch. 20 - The Organic Chemistry of Carbohydrates80
- Ch. 21 - Amino Acids, Peptides, and Proteins57
- Ch. 22 - Catalysis in Organic Reactions and in Enzymatic Reactions35
- Ch. 23 - The Organic Chemistry of the Coenzymes—Compounds Derived from Vitamins1
- Ch. 28 - Pericyclic Reactions58
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Bruice 8th EditionCh. 15 - Reactions of Carboxylic Acids and Carboxylic Acid DerivativesProblem 3g
Bruice 8th EditionCh. 15 - Reactions of Carboxylic Acids and Carboxylic Acid DerivativesProblem 3gChapter 16, Problem 3g
Draw the structure for each of the following:
g. ethyl 2-chloropentanoate
Verified step by step guidance1
Identify the parent chain: The parent chain is 'pentanoate,' which indicates a five-carbon chain with a carboxylic acid derivative (an ester in this case).
Determine the ester group: The 'ethyl' group is attached to the oxygen atom of the ester functional group. This means the structure will have an ethoxy group (-OCH₂CH₃) attached to the carbonyl carbon.
Locate the substituent: The '2-chloro' indicates that a chlorine atom is attached to the second carbon of the pentanoate chain, counting from the carbonyl carbon as position 1.
Assemble the structure: Start with the pentanoate backbone, attach the ethoxy group to the carbonyl carbon, and place the chlorine atom on the second carbon of the chain.
Double-check the structure: Ensure that all carbons have the correct number of bonds (four for each carbon), and verify that the substituents are placed correctly according to the IUPAC name.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Ester Functional Group
Ester functional groups are characterized by the presence of a carbonyl (C=O) adjacent to an ether (C-O-C) group. They are formed from the reaction of an alcohol and a carboxylic acid, resulting in a compound that typically has pleasant odors and is commonly found in natural and synthetic flavors and fragrances.
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Identifying Functional Groups
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 interpreting and constructing chemical names.
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03:43The different parts of an IUPAC name
Chirality and Stereochemistry
Chirality refers to the geometric property of a molecule having non-superimposable mirror images, often due to the presence of a chiral center, typically a carbon atom bonded to four different substituents. Stereochemistry is the study of these spatial arrangements, which can significantly affect the properties and reactivity of organic compounds.
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Related Practice
Textbook Question
Draw the structure for each of the following:
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Draw the structure for each of the following:
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Textbook Question
Which is longer, the carbon–oxygen single bond in a carboxylic acid or the carbon–oxygen bond in an alcohol? Why?
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Draw the structure for each of the following:
f. β-bromobutyramide
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Draw the structure for each of the following:
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