/*! 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} 86P Draw a stepwise mechanism for th... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 21: 86P (page 817)

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of conivaptan (trade name Vaprisol), a drug used in the treatment of low sodium levels.

Short Answer

Expert verified

The nucleophilic attack occurs on the electrophilic position. The carbon bonded to the Cl, Br, I is more electrophilic, therefore, the nucleophile attacks on the carbon.

The carbonyl carbon also undergoes the nucleophilic attack and forms the respective product.

Step by step solution

01

Nucleophilic attack

The nucleophilic attack occurs on the electrophilic position. The carbon bonded to the Cl, Br, I is more electrophilic, therefore, the nucleophile attacks on the carbon.

The carbonyl carbon also undergoes the nucleophilic attack and forms the respective product.

02

Explanation

The step-by-step reaction mechanism is as follows:

First Step

Stepwise 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

:(a) Give the IUPAC name for A and B. (b) Draw the product formed when A or B is treated with each reagent: [1] NaBH4 [2] CH3MgBr then H2O ; [3] Ph3P=CHOCH3 ;[4] CH3CH2CH2NH2mild acid; [5] HOCH2CH2CH2OH,H+ .

Devise a synthesis of each alkene using a Wittig reaction to form the double bond. You may use benzene and organic alcohols having four or fewer carbons as starting materials and any required reagents

a.

b.

Draw the products of each reaction.

a.

b.

Explain why benzaldehyde is less reactive than cyclohexanecarbaldehyde towards nucleophilic attack.

Although the carbonyl absorption of cyclic ketones generally shifts to higher wavenumber with decreasing ring size, C=O of cyclopropenone absorbs at lower wavenumber in its roman IR spectrum than the C=O of cyclohex-2-enone. Explain this observation by using the principles of aromaticity learned in Chapter 17.
See all solutions

Recommended explanations on Chemistry Textbooks

Organic Chemistry

Read Explanation

Chemistry Branches

Read Explanation

The Earths Atmosphere

Read Explanation

Chemical Reactions

Read Explanation

Physical Chemistry

Read Explanation

Making Measurements

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.