Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 2: Problem 158

\(\left(\mathrm{CH}_{3}\right)_{2} \mathrm{C}=\mathrm{CH}_{2}+\mathrm{ICl} \rightarrow\left(\mathrm{CH}_{3}\right)_{2} \mathrm{CClCH}_{2} \mathrm{I}\) is an example of (a) anti Markovnikov addition to the double bond (b) a regioselective reaction (c) an electrophilic substitution reaction (d) a stereospecific reaction

Short Answer

Expert verified
Short answer: The reaction between the compound with a double bond and iodine monochloride (ICl) is a regioselective reaction. This is because one major product is formed, with Iodine adding on the less substituted carbon and Chlorine adding on the more substituted carbon of the double bond.

Step by step solution

01

Analyzing option (a)

Option (a) suggests that the reaction is an "anti Markovnikov addition to the double bond." Anti Markovnikov addition refers to a situation wherein the halogen is added to a less substituted carbon of the double bond. However, the reaction given does not necessarily follow the anti Markovnikov addition rules. The ICl molecule will add across the double bond in such a way that the most electronegative element (I) attaches to the less substituted carbon in this case, making this option incorrect.
02

Analyzing option (b)

Option (b) suggests that this reaction is a "regioselective reaction." A regioselective reaction is one in which there is a preferential formation of one constitutional isomer over another. In the given reaction, with ICl adding across the double bond, it will form one major product, with Iodine on the less substituted carbon and Chlorine on the more substituted carbon. Therefore, this reaction is indeed regioselective, making this option the correct one.
03

Analyzing option (c)

Option (c) suggests this reaction as an "electrophilic substitution reaction." Electrophilic substitution reactions involve the replacement of a substituent in a molecule by an electrophile. However, our reaction is an addition reaction across the double bond and not a substitution. Thus, this option is incorrect.
04

Analyzing option (d)

Option (d) suggests that this reaction is a "stereospecific reaction." Stereospecific reactions are those in which the stereochemistry of the reactants determines the stereochemistry of the products. While there may be some degree of stereoselectivity in this reaction, it is not specifically related to the stereochemistry of the reactants, and this option is not the best description of the reaction type. Therefore, this option is also incorrect. Based on our analysis of each of the options provided, the correct answer is: (b) a regioselective 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

What are the products formed when buta-1, 3 -diene is treated with HBr in \(1: 1\) molar proportion? Explain the formation of the products.

A reaction in which an alkene is formed is (a) 1 -bromo-1-methylcyclohexane is treated with \(\mathrm{NaOH}\) in the presence of acetone. (b) 1 -bromo- 1 -methylcyclohexane is treated with \(\left(\mathrm{C}_{2} \mathrm{H}_{5}\right)_{3} \mathrm{~N}\). (c) Chlorocyclohexane is heated with \(\left(\mathrm{CH}_{3}\right)_{3}\) CONa in t-butanol (d) 1 -bromo-1-phenylbutane is treated with aqueous \(\mathrm{NaOH}\)

The best method of preparation of an alkane with odd number of carbons from two alkylhalides is (a) Wurtz reaction (b) Kolbe's electrolysis (c) Corey-House synthesis (d) Ullmann reaction

The conversion can be successfully carried out by (a) \(\mathrm{H}^{+} / \mathrm{H}_{2} \mathrm{O}\) (b) Hydroboration-oxidation (c) HBr addition in the presence of peroxides followed by hydrolysis with aqueous KOH (d) Oxymercuration-reduction

When propyne is treated with excess chlorine water, the final product obtained is (a) 1,1 -dichloro propanone (b) 2, 3 dichloro dihydroxy propane (c) 2,2 -dichloropropanal (d) 1 -hydroxy-3-chloro propanone
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Reactions

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

Read Explanation

Inorganic Chemistry

Read Explanation

Chemistry Branches

Read Explanation

Kinetics

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