/*! 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} Question 30.47 Draw a stepwise mechanism for th... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 30: Question 30.47 (page 1227)

Draw a stepwise mechanism for the following reaction, which is used to prepare bisphenol A (BPA), a widely used monomer in polymer synthesis.

Short Answer

Expert verified

Answer

Mechanism of the reaction

Step by step solution

01

Bisphenol A

The simplest bisphenol synthesized by reacting two phenol molecules with acetone in the presence of acids is bisphenol-A. This organic compound has good solubility in organic solvents but poor solubility in water.

02

About the mechanism

When sulfuric acid is treated with acetone, a carbocation will be formed. This carbocation is treated with phenol that results in a dihydroxy compound.

Formation of dihydroxy compound

03

Addition of second phenol molecule

The obtained dihydroxy compound is treated with acid again, and water is removed. As a result, carbocation is formed. It is treated with another phenol molecule that leads to the formation of bisphenol A. The mechanism is shown below.

Formation of bisphenol A

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

The reaction of p-cresol with CH2=O ensembles the reaction of phenol (PhOH) with CH2=O, except that the resulting polymer is thermoplastic but not thermosetting. Draw the structure of the polymer formed, and explain why the properties of these two polymers are so different.

Draw the alternating copolymer formed from each set of monomers.

(a.)and

(b.)

and

What polymer is formed by the radical polymerization of each monomer?

(a.)

(b.)

Melmac, a thermosetting polymer formed from melamine and formaldehyde (CH2=O), is used to make dishes and countertops. Draw a stepwise mechanism for the condensation of one mole of formaldehyde with two moles of melamine, which begins the synthesis of Melmac.

In the presence of H3O+, 2-methylpropene oxide undergoes chain-growth polymerization such that nucleophilic attack occurs at the more substituted end of the epoxide. Draw a stepwise mechanism for this process, and explain this regioselectivity.
See all solutions

Recommended explanations on Chemistry Textbooks

Making Measurements

Read Explanation

Inorganic Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Kinetics

Read Explanation

Nuclear Chemistry

Read Explanation

Organic 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.