/*! 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} Q81P Draw a stepwise mechanism for th... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 20: Q81P (page 764)

Draw a stepwise mechanism for the following reaction of a Grignard reagent with a cyclic amide.

Short Answer

Expert verified

Grignard reaction occurs when the alkyl part of the Grignard reagent attacks at the carbonyl carbon. Subsequently, the hydrolysis forms the substituted alcohol.

The excess Grignard reagent substitutes another alkyl group via the bimolecular substitution reaction.

Step by step solution

01

Grignard reaction

Grignard reaction occurs when the alkyl part of the Grignard reagent attacks at the carbonyl carbon. Subsequently, the hydrolysis forms the substituted alcohol.

The excess Grignard reagent substitutes another alkyl group via the bimolecular substitution reaction.

02

Explanation

In the first step, the anion part of the ethyl magnesium bromide attacks at the carbonyl carbon followed by the hydrolysis.

In the second step, the other ethyl magnesium bromide molecule attacks at the alcoholic carbon and eliminates the hydroxide ion.

The mechanism is shown as:

Grignard reaction mechanism

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

Synthesize each compound from cyclohexanol, ethanol, and any other needed reagents.

a.

b.

c.

d.

e.

Treatment of isobutene[CH32C=CH2] with(CH3)3CLi forms a carbanion that reacts withCH2=O to form H after water is added to the reaction mixture. H has a molecular ion in its mass spectrum at mz=86, and shows fragments at 71 and 68. H exhibits absorptions in its IR spectrum at 3600鈥�3200 and 1651 cm-1, and has the H1 NMR spectrum given below. What is the structure of H?

An unknown compound A (molecular formula C7H14O ) was treated with NaBH4inCH3OH to form compound B (molecular formula C7H16O). Compound A has a strong absorption in its IR spectrum at 1716 cm-1 . Compound B has a strong absorption in its IR spectrum at 3600鈥�3200 cm-1. The H1NMR spectra of A and B are given. What are the structures of A and B?

Synthesize each compound from the given starting material. You may use any other required inorganic reagents.

Procyclidine is a drug that has been used to treat the uncontrolled body movements associated with Parkinson鈥檚 disease. Draw three different methods to prepare procyclidine using a Grignard reagent
See all solutions

Recommended explanations on Chemistry Textbooks

Nuclear Chemistry

Read Explanation

Making Measurements

Read Explanation

Physical Chemistry

Read Explanation

Inorganic Chemistry

Read Explanation

Organic 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.