/*! 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} 58E Show how you might prepare the a... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 20: 58E (page 678)

Show how you might prepare the anti-inflammatory agent ibuprofen starting from isobutyl benzene. More than one step is needed.

Short Answer

Expert verified

The synthesis of ibuprofen starting from isobutyl benzene can be shown.

Step by step solution

01

Steps for the synthesis of ibuprofen

The acylation of Friedel-Crafts with acetyl chloride in the presence of AlCl3 which introduces an acetyl group in p-position for the yield of p-isopropylacetophenone. The ketone will convert into secondary alcohol when it is reduced with NaBH4. There is a displacement of bromine to 鈥揙H in the alcohol when it is treated with PBr3 to yield bromide. The nitrile to bromide conversion when treated with NaCN and hydrolysis will yield ibuprofen.

02

Structure for the ibuprofen synthesis

The steps for the ibuprofen synthesis have shown below,

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

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?

How would you prepare 1-phenyl-2-butanone, C6H5CH2COCH2CH3, from benzyl

bromide, C6H5CH鈧侭r? More than one step is required?

Give IUPAC names for the following compounds:

Which method 鈥� Grignard carboxylation or nitrile hydrolysis would you use for each of the following reactions? Explain.

How would you carry out the following transformations? More than one step is needed in each case.
See all solutions

Recommended explanations on Chemistry Textbooks

Chemistry Branches

Read Explanation

Chemical Reactions

Read Explanation

Physical Chemistry

Read Explanation

Kinetics

Read Explanation

Nuclear Chemistry

Read Explanation

Ionic and Molecular Compounds

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.