Textbook Question
Give a systematic name and a common name (if it has one) for each of the following amines and indicate whether each is a primary, secondary, or tertiary amine:
f.
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Ch. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and Structure
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. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and StructureProblem 29b
Bruice 8th EditionCh. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and StructureProblem 29bChapter 4, Problem 29b
Draw condensed and skeletal structures for each of the following amines:
b. N-ethylethanamine
Verified step by step guidance1
Step 1: Understand the name of the compound 'N-ethylethanamine'. The prefix 'N-ethyl' indicates that an ethyl group (-CH₂CH₃) is attached to the nitrogen atom. The base name 'ethanamine' refers to a two-carbon chain (ethane) with an amine group (-NH₂) attached.
Step 2: Begin by drawing the condensed structure. Start with the ethane backbone (CH₃CH₂) and attach the amine group (-NH₂) to the first carbon. Then, attach the ethyl group (-CH₂CH₃) directly to the nitrogen atom.
Step 3: Write the condensed structure using chemical notation. The condensed structure for N-ethylethanamine is CH₃CH₂NHCH₂CH₃. This notation shows the ethyl group bonded to the nitrogen and the ethanamine backbone.
Step 4: Draw the skeletal structure. In skeletal structures, carbon atoms are represented as vertices, and hydrogen atoms bonded to carbons are implied. Draw a two-carbon chain for ethanamine, with a nitrogen atom bonded to the first carbon. Then, attach another two-carbon chain (ethyl group) to the nitrogen atom.
Step 5: Verify the skeletal structure. Ensure that the nitrogen atom has three bonds (one to the ethyl group and two to the ethanamine backbone) and that all implied hydrogens are correctly accounted for. This completes the skeletal representation of N-ethylethanamine.
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Key Concepts
Here are the essential concepts you must grasp in order to answer the question correctly.
Amines
Amines are organic compounds derived from ammonia (NH3) by replacing one or more hydrogen atoms with alkyl or aryl groups. They can be classified as primary, secondary, or tertiary based on the number of carbon-containing groups attached to the nitrogen atom. Understanding the structure and classification of amines is essential for drawing their condensed and skeletal forms.
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Reductive Amination
Condensed Structures
Condensed structures provide a simplified representation of a molecule, showing the connectivity of atoms without depicting all the bonds explicitly. In the case of amines, the condensed structure typically lists the carbon chains and functional groups in a linear format, which helps in visualizing the molecular composition and functional groups present in the compound.
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06:06How to interpret condensed structures.
Skeletal Structures
Skeletal structures, or line-angle formulas, are a shorthand way of representing organic molecules where carbon atoms are represented by vertices and hydrogen atoms are implied. This method emphasizes the connectivity of the molecule while omitting hydrogen atoms attached to carbons, making it easier to visualize larger organic compounds like amines without clutter.
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04:03How bondline is different from Lewis Structures.
Related Practice
Textbook Question
Are the following compounds primary, secondary, or tertiary?
a.
b.
1909
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Textbook Question
Draw condensed and skeletal structures for each of the following amines:
e. N,N-dimethyl-3-pentanamine
1137
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Textbook Question
Draw condensed and skeletal structures for each of the following amines:
c. 5-methyl-1-hexanamine
986
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Textbook Question
Draw condensed and skeletal structures for each of the following amines:
f. cyclohexylethylmethylamine
1170
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Textbook Question
Give a systematic name and a common name (if it has one) for each of the following amines and indicate whether each is a primary, secondary, or tertiary amine:
e.
808
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