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Ch. 3 - An Introduction to Organic Compounds:Nomenclature, Physical Properties, and Structure
Bruice - Organic Chemistry 8th Edition
Bruice8th EditionOrganic ChemistryISBN: 9780135213711Not the one you use?Change textbook
Chapter 4, Problem 27c,d

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:
c. Chemical structure of diethylamine, a secondary amine, represented by the formula (CH3CH2)2NH.
d. Structural formula of a primary amine with the formula CH3CH2CH2NHCH2CH2CH3.

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1
Step 1: Analyze the structure in part (i). The nitrogen atom is bonded to three alkyl groups: two ethyl groups and one methyl group. This makes it a tertiary amine because the nitrogen is attached to three carbon atoms.
Step 2: Assign the systematic name for part (i). The longest chain attached to the nitrogen is ethyl, and the other substituents are methyl and ethyl. The name is N-ethyl-N-methyl-ethanamine.
Step 3: Determine the common name for part (i). Since the nitrogen is bonded to two ethyl groups and one methyl group, the common name is triethylmethylamine.
Step 4: Analyze the structure in part (ii). The nitrogen atom is bonded to two alkyl groups: one ethyl group and one propyl group, and it has one hydrogen atom. This makes it a secondary amine because the nitrogen is attached to two carbon atoms and one hydrogen.
Step 5: Assign the systematic name for part (ii). The longest chain attached to the nitrogen is propyl, and the other substituent is ethyl. The name is N-ethylpropan-1-amine. The common name is ethylpropylamine.

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Key Concepts

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

Amines Classification

Amines are classified based on the number of carbon groups attached to the nitrogen atom. A primary amine has one carbon group, a secondary amine has two, and a tertiary amine has three. This classification is crucial for naming and understanding the reactivity of amines in organic chemistry.
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Systematic Naming of Amines

The systematic naming of amines follows the IUPAC rules, where the longest carbon chain is identified, and 'amine' is added to the name. For branched amines, the position of the nitrogen atom and any substituents must be indicated. This systematic approach ensures clarity and consistency in chemical communication.
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Common Names of Amines

Common names for amines often derive from the names of the alkyl groups attached to the nitrogen, sometimes using prefixes like 'ethyl' or 'methyl.' These names can be simpler and more intuitive than systematic names, especially for well-known compounds, making them useful in both academic and practical contexts.
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