Textbook Question
Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(d) PhNHCOCH2CH(CH3)2
(e) CH3CONHCH2Ph
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Ch. 21 - Carboxylic Acid Derivatives
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 21, Problem 1f
Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(f) CH3CH(OH)CH2CN
Verified step by step guidance1
Step 1: Analyze the problem and identify the functional groups in each compound. Carboxylic acid derivatives include esters, amides, and anhydrides. For each compound, locate the functional group and any substituents attached to the main chain or aromatic ring.
Step 2: For compound (a) PhCOOCH2CH(CH3)2, identify the ester functional group. The aromatic ring (Ph) is attached to the carbonyl group, and the alkyl group is isopropylmethyl. Use the common naming convention (alkyl group + benzoate) and the IUPAC naming convention (alkyl benzenecarboxylate).
Step 3: For compound (b) PhOCHO, identify the aldehyde functional group attached to the aromatic ring. The common name is benzaldehyde, and the IUPAC name is benzenecarbaldehyde.
Step 4: For compound (c) PhCH(CH3)COOCH3, identify the ester functional group. The aromatic ring (Ph) is attached to a chain with a methyl substituent and a methoxy group. Use the common naming convention (alkyl group + phenylacetate) and the IUPAC naming convention (methyl 2-phenylpropanoate).
Step 5: For compound (d) PhNHCOCH2CH(CH3)2, identify the amide functional group. The aromatic ring (Ph) is attached to the nitrogen atom, and the alkyl group is isopropylmethyl. Use the common naming convention (alkyl group + benzamide) and the IUPAC naming convention (N-phenyl-2-methylpropanamide).
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Carboxylic Acid Derivatives
Carboxylic acid derivatives include compounds such as esters, amides, and anhydrides, which are derived from carboxylic acids. They retain the carboxyl functional group (–COOH) but have different substituents replacing the hydroxyl group (–OH). Understanding the structure and reactivity of these derivatives is crucial for naming and synthesizing organic compounds.
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Intro to Carboxylic Acid Derivatives
IUPAC Nomenclature
The International Union of Pure and Applied Chemistry (IUPAC) nomenclature provides a systematic method for naming organic compounds. It involves identifying the longest carbon chain, determining the functional groups, and applying specific rules for naming based on the structure. Familiarity with IUPAC rules is essential for accurately naming carboxylic acid derivatives and other organic molecules.
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Common Names vs. IUPAC Names
Common names are often simpler and more widely recognized names for compounds, while IUPAC names follow a standardized set of rules. For example, acetic acid is the common name for ethanoic acid. Understanding both naming conventions is important for effective communication in organic chemistry, as different contexts may require different naming styles.
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Related Practice
Textbook Question
Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(a) PhCOOCH2CH(CH3)2
(b) PhOCHO
(c) PhCH(CH3)COOCH3
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Textbook Question
Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(o)
(p)
536
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Textbook Question
Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(q)
(r)
531
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Textbook Question
Name the following carboxylic acid derivatives, giving both a common name and an IUPAC name where possible.
(m)
(n)
650
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