Organic Chemistry
Organic Chemistry
10th Edition
ISBN: 9781259253379
Publisher: McGraw Hill Higher Education
bartleby

Concept explainers

Question
Book Icon
Chapter 16, Problem 32P
Interpretation Introduction

Interpretation:

A three step sequence showing all necessary reagents for the preparation of m-methoxybenzyl cyanide from m-methoxybenzaldehyde is to be suggested.

Concept Introduction:

Aldehydes upon reduction with a reducing agent like NaBH4 get converted to alcohols.

The hydroxyl group is not a good leaving group. Reaction of alcohols with tosyl chloride converts the hydroxyl group to a good leaving group.

The reaction of NaCN with a tosyl group results in a substitution reaction. The tosyl group is the leaving group and the cyanide group is the nucleophile. The reaction mechanism for this reaction is SN2.

Blurred answer
Students have asked these similar questions
Organometallic compounds act as nucleophiles under very specific conditions, and can generate alcohols, alkanes, among others. Describe in detail what these reaction conditions are so that organometallics can perform the addition reaction to carbonyl.
I have this task in organic chemistry (book: Brown's introduction to organic chemisty, global edition). Task 10:42.  In (a) I have to tell what the funcion of K2CO3 is in step 1. Is it that CO32- take the hydrogen atom in 1-napthol? Will it then be a SN2 mechanism? In (b) I have to name the amine used in step 2 to form Propanolol. But I can't really find out how to come up with an amine that will make that reaction. Here are two pictures of the task:
Please provide a step-by-step explanation. Thanks

Chapter 16 Solutions

Organic Chemistry

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Pushing Electrons
    Chemistry
    ISBN:9781133951889
    Author:Weeks, Daniel P.
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry: A Guided Inquiry
    Chemistry
    ISBN:9780618974122
    Author:Andrei Straumanis
    Publisher:Cengage Learning
Text book image
Pushing Electrons
Chemistry
ISBN:9781133951889
Author:Weeks, Daniel P.
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning