Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 8: Q54c (page 262)

Question: Which of the following alcohols could notbe made selectively by hydroboration–oxidation of an alkene? Explain.

Short Answer

Expert verified

Answer

Not possible

Step by step solution

01

Step 1: Anti-markovnikov’s rule

In hydroboration-oxidation reaction two steps occur:

  • Hydroboration- It occurs in an anti-Markovnikov manner, where hydrogen (from BH3) attaches to the more substituted carbon and BH2to less substituted carbon in double-bonded carbon. It is syn addition which means that the hydroboration takes place on the same face of the double bond.
  • Oxidation step involves the replacement of BH2 with hydroxyl group.
02

 Step 2: Alcohol possible or not:

Given alcohol is not possible to synthesize from the hydroboration-oxidation reaction. Here the hydrogen and hydroxyl groups are not in the same phase. Thus, this alcohol can’t be made selectively.

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

Question:How would you carry out the following transformations? Tell what

reagents you would use in each case.

Question:Predict the products of the following reactions, showing both regiochemistry and stereochemistry where appropriate:

Use your general knowledge of alkene chemistry to suggest a mechanism for the following reaction.

Question:Show the structures of alkenes that give the following products on oxidative cleavage with KMnO4 in acidic solution:

c.

Compound A has the formula C10H16. On catalytic hydrogenation over palladium, it reacts with only 1 molar equivalent of H2. Compound A also undergoes a reaction with ozone, followed by zinc treatment, to yield a symmetrical diketone, B(C10H16O2).

What are the structures of A and B?
See all solutions

Recommended explanations on Chemistry Textbooks

Chemistry Branches

Read Explanation

The Earths Atmosphere

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

Read Explanation

Chemical Reactions

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.

Sign-up for free