Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 11: Q11 P. (page 329)

Rank the following substances in order of their expected SN1reactivity:

Short Answer

Expert verified

The SN1 reaction is a nucleophilic substitution reaction where carbon-halogen bond is broken which results in positively charged carbon, and then nucleophile attacks the carbocation and forms a new bond. Only one reacting species is involved in the rate determining step of the reaction. The termSN1 stands for substitution nucleophilic unimolecular. The hydrolysis of tert-butyl bromide with aqueous NaOH solution is an example ofSN1 reaction.

Step by step solution

01

Nucleophilic unimolecular substitution reaction SN1

The SN1 reaction is a nucleophilic substitution reaction where carbon-halogen bond is broken which results in positively charged carbon, and then nucleophile attacks the carbocation and forms a new bond. Only one reacting species is involved in the rate determining step of the reaction. The termSN1 stands for substitution nucleophilic unimolecular. The hydrolysis of tert-butyl bromide with aqueous NaOH solution is an example ofSN1 reaction.

02

Order of the expected SN1 reactivity

SN1reactivity is related to carbocation stability. Thus, substrates from the most stable carbocations are the most reactive in reactions.

Least reactive →Most reactive

vinylic primary secondary allylic

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

Which reactant in each of the following pairs is more nucleophilic? Explain.

F)C≡N-or-OCH3

We saw in Section 8-7 that bromohydrins are converted into epoxides when treated with base. Propose a mechanism, using curved arrows to show the electron flow.

Treatment of 1-bromo-2-deuterio-2-phenylethane with strong base leads to a mixture of deuterated and nondeuterated phenylethylenes in an approximately 7;1 ratio. Explain

(S)-2-Butanol slowly racemizes on standing in dilute sulfuric acid. Explain.

Question: Ignoring double-bond stereochemistry, what products would you expect from elimination reactions of the following alkyl halides? Which product will be the major product in each case?
See all solutions

Recommended explanations on Chemistry Textbooks

Making Measurements

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemical Analysis

Read Explanation

Organic Chemistry

Read Explanation

Physical Chemistry

Read Explanation

The Earths Atmosphere

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