Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 2: Problem 194

Which of the following reactions will result in 2,2-dibromopropane? (a) \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CH}+2 \mathrm{HBr} \rightarrow\) (b) \(\mathrm{CH}_{3}-\mathrm{CBr}=\mathrm{CH}_{2}+\mathrm{HBr} \rightarrow\) (c) \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}_{2}+\mathrm{Br}_{2} \rightarrow\) (d) \(\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHBr}+\mathrm{HBr} \rightarrow\)

Short Answer

Expert verified
Reactions (b) and (c) will result in the production of 2,2-dibromopropane.

Step by step solution

01

(Reaction (a))

We have \(\mathrm{CH}_{3} \mathrm{C} \equiv \mathrm{CH}+2 \mathrm{HBr} \rightarrow\). This reaction involves the addition of HBr to an alkyne. When two HBr molecules react with an alkyne, we get a dibrominated alkane. In this case, the dibrominated product will be: \(\mathrm{CH}_{3}\mathrm{C}(\mathrm{Br})_{2}\mathrm{CH}_{2}\mathrm{Br}\), which is not 2,2-dibromopropane.
02

(Reaction (b))

We have \(\mathrm{CH}_{3}-\mathrm{CBr}=\mathrm{CH}_{2}+\mathrm{HBr} \rightarrow\). This reaction involves the addition of HBr to an alkene with an existing bromine atom. The hydrogen will be added to the carbon with the least number of hydrogen atoms, and the bromine will be added to the other carbon, resulting in: \(\mathrm{CH}_{3}\mathrm{CHBr}\mathrm{CH}_{2}\mathrm{Br}\), which is 2,2-dibromopropane.
03

(Reaction (c))

We have \(\mathrm{CH}_{3}-\mathrm{CH}=\mathrm{CH}_{2}+\mathrm{Br}_{2} \rightarrow\). This reaction involves the addition of Br2 to an alkene. The two bromine atoms will be added in an anti-addition across the double bond, resulting in: \(\mathrm{CH}_{3}\mathrm{CHBr}\mathrm{CH}_{2}\mathrm{Br}\), which is also 2,2-dibromopropane.
04

(Reaction (d))

We have \(\mathrm{CH}_{3} \mathrm{CH}=\mathrm{CHBr}+\mathrm{HBr} \rightarrow\). This reaction involves the addition of HBr to an alkene with an existing bromine atom. The hydrogen will be added to the least number of hydrogen atoms, and the bromine will be added to the other carbon, resulting in: \(\mathrm{CH}_{3}\mathrm{CH}(\mathrm{Br})_{2}\mathrm{CH}_{2}\mathrm{H}\), which is not 2,2-dibromopropane. From our analysis, we can deduce that reactions (b) and (c) will result in the production of 2,2-dibromopropane.

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

Reaction of trans-2-phenyl-1-bromocyclohexane with hot alcoholic \(\mathrm{NaOH}\) gives (a) 3 -phenylcyclohexene (b) 1 -phenylcyclohexene (c) 2 -bromophenyl cyclohexane (d) 2 -phenyl cyclohexanol

When ethylene gas is passed into a mixture of an aqueous solution of bromine and sodium chloride, the products formed are \(\mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{Br}, \mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{OH}\) and \(\mathrm{BrCH}_{2} \mathrm{CH}_{2} \mathrm{Cl}\). Justify the formation of these products by giving a suitable mechanism.

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

Which of the following statements is correct? (a) Ethylene show conformational isomerism. (b) Hex-3-ene does not show peroxide effect on treatment with HBr in presence of peroxides. (c) When but-1-ene is treated with excess of bromine, the product obtained is 2 -bromobutane. (d) Reactivity order of the hydrocarbons is alkane < alkenes < alkynes.

(A) and (B) are respectively (a) But-2-yne and but-2-ene (b) But-2-ene and but-2-yne (c) Butane and but-2-ene (d) But-2-ene and butane
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Analysis

Read Explanation

Nuclear Chemistry

Read Explanation

Organic Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Chemistry Branches

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.

Sign-up for free