Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 22: 8P (page 868)

Draw the products formed (including stereoisomers) when each compound is reduced with NaBH4in CH3OH.

Short Answer

Expert verified

Answer

The products formed when each compound is treated with NaBH4 in CH3OH. are shown below:

Step by step solution

01

Step-by-Step Solution Step 1: Function of  NaBH4

NaBH4 is a strong reducing agent that reduces ketone into secondary alcohol and aldehyde into primary alcohol.

Since chiral alcohol is formed after reduction, hence two kinds of alcohols are formed. They are collectively called enantiomeric alcohols.

02

Mechanism of the reducing action of  NaBH4

In NaBH4 , B-H is weakly polar where the hydride group acts as a nucleophile and can readily attack the carbonyl carbon center to yield alcohol.

Hence, based on the explanations, the products formed when each compound is treated with NaBH4in CH3OH are 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.

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: Give the IUPAC or common name for each compound.

a.

b.

c.

d.

e.

f.

Draw a stepwise mechanism for the following reduction.

Question: What products are formed when all of the amide and ester bonds are hydrolyzed in each of the following compounds? Tamiflu [part (a)] is the trade name of the antiviral agent oseltamivir, thought to be the most effective agent in treating influenza. Aspartame [part (b)] is the artificial sweetener used in Equal and many diet beverages. One of the products of this hydrolysis reaction is the amino acid phenylalanine. Infants afflicted with phenylketonuria cannot metabolize this amino acid, so it accumulates, causing mental retardation. When the affliction is identified early, a diet limiting the consumption of phenylalanine (and compounds like aspartame that are converted to it) can make a normal life possible

a.

b.

Question: Draw a tautomer of each compound.

a.

b.

c.

Which compound in each pair is more reactive towards nucleophilic attack?
See all solutions

Recommended explanations on Chemistry Textbooks

Making Measurements

Read Explanation

The Earths Atmosphere

Read Explanation

Inorganic Chemistry

Read Explanation

Chemical Analysis

Read Explanation

Physical Chemistry

Read Explanation

Chemical Reactions

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