/*! 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} Q12P Predict the major product of eac... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 18: Q12P (page 581)

Predict the major product of each of the following reactions:

Short Answer

Expert verified

Answer

Step by step solution

01

Step-by-Step SolutionStep 1: Reaction of epoxides (Ring-opening)

The epoxide ring is opened by a reaction with acid (HX) in ether, and the substitution pattern of the carbons in the epoxide ring tells where the ring-opening reaction occurs. The more hindered carbon (tertiary) is attacked from the backside, and cleavage occurs.

02

The major product of the reaction in (a)

  1. The ring-opening reaction in acid-catalyzed occurs at that carbon which is more hindered if one of the epoxide carbons is tertiary. In this reaction, the marked carbon is tertiary because two methyl groups are attached. The major product formed is,

Ring-opening reaction

03

The major product of the reaction in (b)

b. In this reaction, the tertiary carbon of the epoxide ring is marked by the arrow. The ring-opening reaction takes place, and the major product formed is shown below,


Ring-opening reaction

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

Identify the reagents a-e in the following scheme:

How would you prepare the following ethers? Use whichever method you think is more appropriate, Williamson synthesis or the alkoxymercuration reaction.

  1. Butyl cyclohexyl ether
  2. Benzyl ethyl ether (C6H5CH2OCH2CH3)
  3. sec-Butyl tert-butyl ether
  4. Tetrahydrofuran

How could you prepare benzyl phenyl ether from benzene and phenol? More than one step is required.

Imagine that you have created (2R, 3R)-2,3-epoxy-3-methylpentane with aqueous acid to carry out a ring opening reaction.

  1. Draw the epoxide showing stereochemistry.
  2. Draw and name the product showing stereochemistry.
  3. Is the product chiral? Explain.
  4. Is the product optically active? Explain.

Name the following ethers:

e)
See all solutions

Recommended explanations on Chemistry Textbooks

The Earths Atmosphere

Read Explanation

Physical Chemistry

Read Explanation

Kinetics

Read Explanation

Making Measurements

Read Explanation

Nuclear Chemistry

Read Explanation

Inorganic 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.