/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} Q15P Cyclopentanecarboxylic acid and ... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 20: Q15P (page 673)

Cyclopentanecarboxylic acid and 4-hydroxycyclohexanone have the

same formula (C6H10O2), and both contain an -OH and a C=O group. How could

you distinguish between them using IR spectroscopy?

Short Answer

Expert verified

The hydroxyl -OHfunctional group in cyclopentanecarboxylic acid shows a very

broad absorption between 2500cm-1and 3300cm-1in the IR spectrum.

Step by step solution

01

Draw the structures for the given IUPAC names.

The structure of the cyclopentanecarboxylic acid is drawn as follows:

The structure of the 4-hydroxycyclohexanone is drawn as follows:

02

Distinguish the given compounds based on the functional using IR spectroscopy.

The carbonyl group absorptions are more or less same for both compounds.

But the hydroxyl -OHgroup of the carboxyl group in

cyclopentanecarboxylic acid shows a very broad absorption between

2500cm-1and 3300cm-1compared to 4-hydroxycyclohexanone. Therefore,

we could differentiate these compounds with the help of the absorption of the hydroxyl

group alone by using IR spectroscopy.

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.

Over 30 million students worldwide already upgrade their learning with 91影视!

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

Give IUPAC names for the following compounds

Cyclopentane carboxylic acid and 4-hydroxycyclohexanone have the same formula (C6H10O2), and both contain an -OH and a C=O group. How could you distinguish between them using IR spectroscopy?

2-Bromo-6, 6-dimethylcyclohexanone gives 2, 2-dimethylcyclopentane-carboxylic acid on treatment with aqueous NaOH followed by acidification, a process called the Favorskii reaction. Propose a mechanism.

A chemist in need of 2,2-dimethylpentanoic acid decided to synthesize some by reaction of 2-chloro-2-methyl pentane with NaCN, followed by hydrolysis of the product. After the reaction sequence was carried out, however, none of the desired products could be found. What do you suppose went wrong?

p-Aminobenzoic acid (PABA) is widely used as a sunscreen agent. Propose a synthesis of PABA starting from toluene.
See all solutions

Recommended explanations on Chemistry Textbooks

Inorganic Chemistry

Read Explanation

Kinetics

Read Explanation

Organic Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Physical Chemistry

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.