A chain reaction mechanism is to be proposed for the elimination of HI from 2-iodopropane to form an alkene . Concept introduction: Haloalkanes can undergo the elimination of hydrogen halide (HX) to give an alkene when irradiated with UV light. The initiation step is similar to the one in the case of radical halogenation. The weakest bond in haloalkane, C − X , undergoes homolytic dissociation to form a pair of radicals, an alkyl radical and a halogen radical. In the first of the propagation steps, the halogen radical extracts a hydrogen atom (radical) from a carbon adjacent to the one bonded to the halogen. The resultant radical then undergoes homolytic dissociation of the C − X . The unpaired electrons on the adjacent carbons form a π to produce the alkene. The eliminated halogen radical continues the chain reaction. The overall reaction is the elimination of a hydrogen halide molecule to form an alkene. Chains can be terminated by the coupling of any two radicals present in the reaction mixture.

Question

Want to see the full answer?

Answer 1

Question

Chapter 25, Problem 25.55P

Interpretation Introduction

Interpretation:

A chain reaction mechanism is to be proposed for the elimination of HI from 2-iodopropane to form an alkene.

Concept introduction:

Haloalkanes can undergo the elimination of hydrogen halide (HX) to give an alkene when irradiated with UV light. The initiation step is similar to the one in the case of radical halogenation. The weakest bond in haloalkane, C−X, undergoes homolytic dissociation to form a pair of radicals, an alkyl radical and a halogen radical. In the first of the propagation steps, the halogen radical extracts a hydrogen atom (radical) from a carbon adjacent to the one bonded to the halogen. The resultant radical then undergoes homolytic dissociation of the C−X. The unpaired electrons on the adjacent carbons form a π to produce the alkene. The eliminated halogen radical continues the chain reaction. The overall reaction is the elimination of a hydrogen halide molecule to form an alkene.

Chains can be terminated by the coupling of any two radicals present in the reaction mixture.

Expert Solution & Answer

Want to see the full answer?

Check out a sample textbook solution

See solution

Students have asked these similar questions

when performing the reaction that involves 2 equivalents of 3-(diethylamino)-phenol and Phthalic anhydride with sulfuric acid and water react to form rhodamine b where the Phthalic anhydride cleaves in acid and how does Excessive Washing (w/ Base) & Subsequent Resonance Structure get affected

3. The strongest acid of the following compounds is ___.A. p-nitrophenol; B. m-nitrophenol; C. o-chlorophenol;D. p-methoxyphenol; E. o-methylphenol Please explain your steps and thought process. Thank you!

Using the general properties of equilibrium constants At a certain temperature, the equilibrium constant K for the following reaction is 1.3 × 10 4: Cl2(g) + CHCl3(g) HCl(g) + CC₁(g) Use this information to complete the following table. Suppose a 16. L reaction vessel is filled with 1.6 mol of HCI and 1.6 mol of CCl4. What can you say about the composition of the mixture in the vessel at equilibrium? There will be very little Cl2 and CHCl3. ☐ x10 There will be very little HCI and CCl4. Neither of the above is true. What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. HCl(g)+CC14(g) 12 Cl2(9)+CHCl3(9) K = 0 ☐ What is the equilibrium constant for the following reaction? Be sure your answer has the correct number of significant digits. 2 Cl₂(9)+2CHCl3(9) 2 HCl(9)+2CC₁₁(9) K = ✓ 00. 18 Ar