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Ch.13 Alkenes, Alkynes, and Aromatic Compounds
Chapter 13, Problem 12.44b

How many straight-chain isomers can you write that fit the following descriptions? See Worked Example 12.12 for guidance.


Amines (―NH₂) with a longest chain of 7 carbons

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1
Identify the general formula for amines, which is R-NH₂, where R is an alkyl group.
Consider the longest carbon chain possible, which is 7 carbons in this case, and write the straight-chain alkane: C₇H₁₅.
Replace one hydrogen atom in the alkane with an amine group (―NH₂) to form the primary amine.
Determine the possible positions for the ―NH₂ group along the 7-carbon chain, ensuring each position is unique and results in a different isomer.
List each unique structure, ensuring that each represents a different straight-chain isomer of the amine.

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Key Concepts

Here are the essential concepts you must grasp in order to answer the question correctly.

Straight-Chain Isomers

Straight-chain isomers are compounds that have the same molecular formula but differ in the arrangement of their carbon atoms in a linear fashion. In the context of amines, these isomers will have variations in the positioning of the amine group (―NH₂) along the carbon chain, leading to different structural forms while maintaining the same number of carbon atoms.
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Isomers Concept 1

Amines

Amines are organic compounds that contain a nitrogen atom bonded to one or more alkyl or aryl groups. In this case, the amine group (―NH₂) can be attached to various positions on a straight-chain hydrocarbon, influencing the properties and classification of the amine as primary, secondary, or tertiary, depending on the number of carbon groups attached to the nitrogen.
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Amine Classification Example 1

Longest Carbon Chain

The longest carbon chain in a molecule is the continuous chain of carbon atoms that contains the highest number of carbons without branching. For the question at hand, identifying the longest chain of 7 carbons is crucial, as it sets the framework for determining the possible straight-chain isomers of amines that can be formed by varying the position of the amine group along this chain.
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Intro to Electron Transport Chain Example 1