Skip to main content
Ch.14 Carboxylic Acids, Esters, Amines, and Amides
Timberlake - Chemistry: An Introduction to General, Organic, and Biological Chemistry 14th Edition
Timberlake14thChemistry: An Introduction to General, Organic, and Biological ChemistryISBN: 9781292472249Not the one you use?Change textbook
All textbooksTimberlake 14thCh.14 Carboxylic Acids, Esters, Amines, and AmidesProblem 40c
Chapter 14, Problem 40c

Draw the condensed structural or line-angle formula for the amide formed in each of the following reactions:
c. Condensed structural formula showing a carboxylic acid and an amine reacting with heat to form an amide.

Verified step by step guidance
1
Identify the reactants in the given reaction. In the formation of an amide, the reactants typically include a carboxylic acid (or its derivative) and an amine (primary or secondary). Analyze the structure of the reactants provided in the image.
Understand the reaction mechanism. The carboxylic acid (or its derivative) reacts with the amine, where the hydroxyl group (-OH) of the carboxylic acid is replaced by the amine group (-NH2 or -NHR) to form the amide bond (-CONH-).
Determine the structure of the amide product. Combine the carbonyl group (C=O) from the carboxylic acid with the nitrogen atom from the amine, ensuring the correct connectivity of atoms.
Draw the condensed structural formula for the amide. Write the formula by grouping atoms together to represent the structure compactly, such as CH3CONH2 for acetamide.
Alternatively, draw the line-angle formula for the amide. Use lines to represent bonds between carbon atoms, with the carbonyl group and amine group clearly depicted. Ensure the drawing reflects the correct geometry and connectivity of the molecule.

Verified video answer for a similar problem:

This video solution was recommended by our tutors as helpful for the problem above.
Video duration:
1m
Was this helpful?

Key Concepts

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

Amides

Amides are organic compounds derived from carboxylic acids where the hydroxyl group (-OH) is replaced by an amine group (-NH2, -NHR, or -NR2). They are characterized by the functional group -C(=O)N-, which is crucial for understanding their structure and reactivity. Amides can be formed through the reaction of carboxylic acids with amines, and they play significant roles in biochemistry, particularly in the formation of proteins.
Recommended video:
Guided course
1:03
Intro to Amides Example 1

Condensed Structural Formula

A condensed structural formula is a way of representing a chemical structure that shows the arrangement of atoms in a molecule without depicting all the bonds explicitly. In this format, groups of atoms are grouped together, and the connectivity is implied rather than drawn out. This method is useful for simplifying complex structures and is commonly used in organic chemistry to convey information quickly and efficiently.
Recommended video:
Guided course
1:53
Condensed Formula Concept 1

Line-Angle Formula

The line-angle formula, also known as the skeletal formula, is a shorthand representation of organic molecules where vertices represent carbon atoms and lines represent bonds. This method omits hydrogen atoms attached to carbons, making it easier to visualize larger organic structures. Understanding line-angle formulas is essential for interpreting chemical structures quickly, especially in the context of organic reactions and mechanisms.
Recommended video:
Guided course
01:24
Bond Angles (Simplified) Concept 1
Related Practice
Textbook Question

Using condensed structural formulas, or line-angle formulas if cyclic, write the balanced chemical equations for the (1) reaction of each of the following amines with water and (2) neutralization with HBr:

c. N-methylaniline

31
views
Textbook Question

Draw the condensed structural or line-angle formula for the amide formed in each of the following reactions:

a.

613
views
Textbook Question

Draw the condensed structural or line-angle formula for the amide formed in each of the following reactions:

c.

51
views
Textbook Question

Write the IUPAC and common names, if any, for each of the following amides:

c.

719
views
Textbook Question

Draw the condensed structural formula for a and b and the line-angle formula for c and d:

b. 2-methylpentanamide

27
views
Textbook Question

Draw the condensed structural formula for a and b and the line-angle formula for c and d:

a. heptanamide

46
views