/*! 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} Q36P Predict the major products when ... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 17: Q36P (page 890)

Predict the major products when the following compounds are irradiated by light and treated with (1) 1 equivalent of Br2 and (2) excess Br2.

(a) isopropylbenzene

(b) tetralin

Short Answer

Expert verified

(a) isopropylbenzene

(b) tetralin

Step by step solution

01

Side-Chain Halogenation.

Alkylbenzenes undergo free-radical halogenation much more easily than alkanes because the abstraction of a hydrogen atom at a benzylic position gives a resonance stabilized benzylic radical. For example, ethylbenzene reacts with chlorine in the presence of light to give a a- chloroethylbenzene. Further chlorination can occur to give a dechlorinated product.

02

Subpart (a) Isopropylbenzyl irradiated by light and treated with bromine.

1. When isopropyl benzene is reacted with 1 equivalent of Br2 , only one hydrogen is replaced by bromine.

2. When isopropyl benzene reacted with excess Br2, the product is:

03

Subpart (b) Tetralin irradiated by light and treated with bromine.

1. When tetralin reacted with 1 equivalent of Br2 , only one hydrogen is replaced by bromine:

2. When tetralin reacted with excess Br2, all four benzylic hydrogens are replaced:

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

Unlike most other electrophilic aromatic substitutions, sulfonation is often reversible. When one sample of toluene is sulfonated at 0 掳C and another sample is sulfonated at 100 掳C, the following ratios of substitution products result:

(a) Explain the change in the product ratios when the temperature is increased.

(b) Predict what will happen when the product mixture from the reaction at 0 掳C is heated to 100 掳C.

(c) Because the SO3Hgroup can be added to a benzene ring and removed later, it is sometimes called a blocking group. Show how 2,6-dibromotoluene can be made from toluene using sulfonation and desulfonation as intermediate steps in the synthesis

The antioxidants BHA and BHT are commonly used as food preservatives. Show how BHA and BHT can be made from phenol and hydroquinone.

Indane can undergo free-radical chlorination at any of the alkyl positions on the aliphatic ring.

indane

  1. Draw the possible monochlorinated products from this reaction.
  2. Draw the possible dichlorinated products from this reaction.
  3. What instrumental technique would be most helpful for determining how many products are formed, and how many of those products are monochlorinated and how many are dichlorinated?
  4. Once the products have been separated, what instrumental technique would be most helpful for determining the structures of all the dichlorinated products?

Triphenylmethanol is insoluble in water, but when it is treated with concentrated sulfuric acid, a bright yellow solution results. As this yellow solution is diluted with water, its color disappears and a precipitate of triphenylmethanol reappears. Suggest a structure for the bright yellow species, and explain this unusual behavior.

Show how you would synthesize the following compounds, using the indicated starting materials.

(a) 3-phenylbutan-1-ol from styrene
See all solutions

Recommended explanations on Chemistry Textbooks

Ionic and Molecular Compounds

Read Explanation

Chemical Analysis

Read Explanation

Physical Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Kinetics

Read Explanation

Inorganic 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.