Logout Open In App
Open In App
Warning: foreach() argument must be of type array|object, bool given in /var/www/html/web/app/themes/studypress-core-theme/template-parts/header/mobile-offcanvas.php on line 20

Chapter 15: Q14. (page 570)

Question: Draw the monochlorination products formed when each compound is heated with Cl2. Include the stereochemistry at any stereogenic center.

a.

b.

c.

d.

Short Answer

Expert verified

Answer

a.

b.

c.

d.

Step by step solution

01

Monochlorination of alkane

It involves the substitution of one hydrogen atom by a chlorine atom in the presence of heat or sunlight.

02

Formation of products in a and b

a.

The reaction is shown below.

Product formation in a

b.

The reaction is shown below.

Product formation in b

c.

The reaction is shown below.

Product formation in c

d.

The reaction is shown below.

Product formation in d

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: Draw all resonance structures of the radical that results from abstraction of a hydrogen atom from the antioxidant BHA (butylated hydroxy anisole).

Question: Explain why polystyrene is much more readily oxidized by O2 in the air than polyethylene is. Which Hโ€™s in polystyrene are most easily abstracted and why?

Question: In the presence of a radical initiator (Z* ), tributyltin hydride ( R3SnH,R=CH3CH2CH2CH2 ) reduces alkyl halides to alkanes: R'X+R3SnHโ†’R'H+R3SnX. The mechanism consists of a radical chain process with an intermediate tin radical:

This reaction has been employed in many radical cyclization reactions. Draw a stepwise mechanism for the following reaction.

Question: The triphenylmethyl radical is an unusual persistent radical present in solution in equilibrium with its dimer. For 70 years the dimer was thought to be hexaphenylethane, but in 1970, NMR data showed it to be A.

a. Why is the triphenylmethyl radical more stable than most other radicals?

b. Use curved arrow notation to show how two triphenylmethyl radicals dimerize to form A.

c. Propose a reason for the formation of A rather than hexaphenylethane.d. How could 1 H and 13C NMR spectroscopy be used to distinguish between hexaphenylethane and A?

Question: PGF2ฮฑ (Section 4.15) is synthesized in cells from arachidonic acid C20H32O2 using a cyclooxygenase enzyme that catalyzes a multistep radical pathway. Part of this process involves the conversion of radical A to PGG2, an unstable intermediate, which is then transformed to PGF2ฮฑ and other prostaglandins. Draw a stepwise mechanism for the conversion of A to PGG2 . (Hint: The mechanism begins with radical addition to a carbon-carbon double bond to form a resonance-stabilized radical.
See all solutions

Recommended explanations on Chemistry Textbooks

Physical Chemistry

Read Explanation

Chemical Reactions

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Making Measurements

Read Explanation

Chemistry Branches

Read Explanation

Chemical Analysis

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