Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 24: Problem 50

Draw the condensed structures of the compounds formed from (a) butanoic acid and methanol, (b) benzoic acid and 2-propanol, (c) propanoic acid and dimethylamine. Name the compound in each case.

Short Answer

Expert verified
The condensed structures and names of the compounds formed are: a) CH3CH2CH2COOCH3 - Methyl butanoate b) C6H5COOCH(CH3)2 - 2-Propyl benzoate c) CH3CH2CON(CH3)2 - N,N-Dimethylpropanamide

Step by step solution

01

Identify the functional groups

Before attempting to draw the condensed structures and name the compounds, let's identify the functional groups present in each molecule. Butanoic acid has a carboxylic acid (COOH) group, and methanol has an alcohol (OH) group.
02

Form the ester

When a carboxylic acid reacts with an alcohol, an ester functional group is formed. Remove one hydrogen from the hydroxyl group of butanoic acid, and the hydroxyl group from methanol, and form a new bond between the oxygen atom and the carbon atom of the carboxylic acid group. This gives us the ester functional group (RCOOR') where R is the butyl group and R' is the methyl group.
03

Draw and name the condensed structure

The condensed structure of the resulting compound is CH3CH2CH2COOCH3. The IUPAC name of this ester compound is methyl butanoate. b) Benzoic acid and 2-Propanol
04

Identify the functional groups

Benzoic acid has a carboxylic acid (COOH) group, and 2-propanol has an alcohol (OH) group.
05

Form the ester

Once again, remove a hydrogen from the hydroxyl group of benzoic acid, and the hydroxyl group from 2-propanol, forming a new bond between the oxygen atom and the carbon atom of the carboxylic acid group to create an ester functional group.
06

Draw and name the condensed structure

The condensed structure of the resulting compound is C6H5COOCH(CH3)2. The IUPAC name of this ester is 2-propyl benzoate. c) Propanoic acid and Dimethylamine
07

Identify the functional groups

Propanoic acid has a carboxylic acid (COOH) group, and dimethylamine has an amine (NH) group.
08

Form the amide

When a carboxylic acid reacts with an amine, an amide functional group is formed. Remove one hydrogen from the hydroxyl group of propanoic acid, and one hydrogen from dimethylamine, and form a new bond between the nitrogen atom and the carbon atom of the carboxylic acid group. This gives us the amide functional group (RCONR'R") where R is the propyl group, R' and R" are both methyl groups.
09

Draw and name the condensed structure

The condensed structure of the resulting compound is CH3CH2CON(CH3)2. The IUPAC name of this amide compound is N,N-dimethylpropanamide.

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Using condensed structural formulas, write a balanced chemical equation for each of the following reactions: (a) hydrogenation of cyclohexene; (b) addition of \(\mathrm{H}_{2} \mathrm{O}\) to trans- 2 pentene using \(\mathrm{H}_{2} \mathrm{SO}_{4}\) as a catalyst (two products); (c) reaction of 2 -chloropropane with benzene in the presence of \(\mathrm{AlCl}_{3}\).

Which of the following peptides have a net positive charge at pH 7? (a) Gly- Ser-Lys, (b) Pro-Leu-Ile, (c) Phe-Tyr-Asp.

Draw the condensed structural formulas for two different molecules with the formula \(\mathrm{C}_{3} \mathrm{H}_{4} \mathrm{O}\).

The structural formula for the linear form of D-mannose is (a) How many chiral carbons are present in the molecule? (b) Draw the structure of the six-member- ring form of this sugar.

Adenine and guanine are members of a class of molecules known as purines; they have two rings in their structure. Thymine and cytosine, on the other hand, are pyrimidines, and have only one ring in their structure. Predict which have larger dispersion forces in aqueous solution, the purines or the pyrimidines.
See all solutions

Recommended explanations on Chemistry Textbooks

Kinetics

Read Explanation

Nuclear Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Inorganic Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemical Analysis

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.

Sign-up for free