Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 17: Q.41. (page 641)

Question: Draw a stepwise mechanism for the following reaction.

Short Answer

Expert verified

Answer

Step by step solution

01

Reaction mechanism

The reaction mechanism gives an account of the various steps taking place in a particular reaction. The electron shift is denoted by arrows in a reaction mechanism.

02

Reaction with NaH

Sodium hydride (NaH) is utilized as a base in several organic reactions. Several condensation reactions like Stobbe condensation and Claisen condensation make use of NaH as a reagent.

03

Stepwise mechanism of the given reaction

Formation of the first compound involves two steps. In the first step, carbanion intermediate is formed. Abstraction of proton happens in the second step leading to the product formation.

The formed carbanion gets subjected to delocalization at different carbon atoms to give rise to the second and the third compound.

Stepwise mechanism of the 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.

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: Rizatriptan (trade name Maxalt) is a prescription drug used for the treatment of migraines.

a. How many aromatic rings does rizatriptan contain?

b. Determine the hybridization of each N atom.

c. In what type of orbital does the lone pair on each N reside?

d. Draw all the resonance structures for rizatriptan that contain only neutral atoms.

e. Draw all reasonable resonance structures for the five-membered ring that contains three N atoms.

Question: Methotrexate, a drug that inhibits the metabolism of folic acid, is used in the treatment of a variety of cancers and autoimmune disorders such as rheumatoid arthritis. (a) Give the hybridization of each N atom in methotrexate. (b) In what type of orbital does the lone pair of each N reside? (c) Explain why the bicyclic ring system that contains four N atoms is aromatic.

Question: You have a sample of a compound of molecular formula C11H15NO2, which has a benzene ring substituted by two groups, (CH3)2N-and -CO2CH2CH3 , and exhibits the given C13 NMR. What disubstituted benzene isomer corresponds to these C13 data?

Question: The purine heterocycle occurs commonly in the structure of DNA.

a. How is each N atom hybridized?

b. In what type of orbital does each lone pair on a N atom reside?

c. How many πelectrons does purine contain?

d. Why is purine aromatic?

Question: What orbitals are used to form the labeled bonds in the following molecule? Of the labeled bonds, which is the shortest?
See all solutions

Recommended explanations on Chemistry Textbooks

Making Measurements

Read Explanation

Kinetics

Read Explanation

Chemistry Branches

Read Explanation

Chemical Reactions

Read Explanation

The Earths Atmosphere

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