Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 7: PROBLEM 7.60 (page 292)

Question: Draw the products of each SN1 reaction and indicate the stereochemistry when necessary.

a.

b.

Short Answer

Expert verified

a.

Products obtained from reaction (a)

b.

Products obtained from reaction (b)

Step by step solution

01

Stereochemistry of the SN1 reactions

The SN1 reaction takes place in two steps. The first step involves the formation of the carbocation intermediate with the removal of the leaving group. The nucleophile attacks in the second step.

The carbocation intermediate is achiral in nature, and it has a planar geometry. The nucleophilic attack can take place from both sides of the intermediate.

This results in the formation of equal amounts of the two enantiomeric products, and the racemic mixture is obtained.

02

The products of the given reaction are as follows:

a. The given reactants will produce a racemic mixture of the following products:

Products obtained from reaction (a)

b.The given reactants will produce a racemic mixture of the following products:

Products obtained from reaction (b)

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: Which of the following nucleophilic substitution reactions will take place?

a.

b.

Question: Give the structure corresponding to each name.

  1. 3-bromo-4-ethylheptane
  2. 1,1-dichloro-2-methylcyclohexane
  3. 1-bromo-4-ethyl-3-fluorooctane
  4. (S)-3-iodo-2-methylnonane
  5. (1R,2R)-trans-1-bromo-2-chlorocyclohexane
  6. (R)-4,4,5-trichloro-3,3-dimethyldecane

Question: Diphenhydramine, the antihistamine in Benadryl, can be prepared by the following two-step sequence. What is the structure of diphenhydramine?

Question: Rank the species in each group in order of increasing leaving group ability.

a. Br-,Cl-,I-

b. NH3,H2S,H2O

Question: Device a synthesis of each compound from an alkyl halide using any other organic or inorganic reagents.

a.

b.

c.

d.
See all solutions

Recommended explanations on Chemistry Textbooks

Organic Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Physical Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Kinetics

Read Explanation

Nuclear 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