11. below. Propose a chain-reaction mechanism for this reaction, including an initiation step, propagation steps, and two plausible termination steps. The homolytic bond dissociation energy for Br-Br is 46 kcal'mole', for H-Br is 88 kcal'mole and for H-H is 104 kcal mole. (a) Similar to alkanes, hydrogen gas can undergo radical bromination according to the reaction hv H-H + Br-Br 2 Н-Br

11. below. Propose a chain-reaction mechanism for this reaction, including an initiation step, propagation steps, and two plausible termination steps. The homolytic bond dissociation energy for Br-Br is 46 kcal'mole', for H-Br is 88 kcal'mole and for H-H is 104 kcal mole. (a) Similar to alkanes, hydrogen gas can undergo radical bromination according to the reaction hv H-H + Br-Br 2 Н-Br

Organic Chemistry

8th Edition

ISBN:9781305580350

Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote

Chapter8: Haloalkanes, Halogenation, And Radical Reactions

Section: Chapter Questions

Problem 8.21P

See similar textbooks

Similar questions

Alkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline hydrogen peroxide and (2) acid-catalyzed hydration. Compare the product formed from each alkene by sequence (1) with those formed from (2). Q.)1-Methylcyclohexene
The rate law for addition of Br2 to an alkene is first orderin Br2 and first order in the alkene. Does this informationsuggest that the mechanism of addition of Br2 to analkene proceeds in the same manner as for addition of HBr?Explain.
Bromine reacts with alkenes in methanol according to the equation: - When this reaction was carried out with 4-tert-butylcyclohexene, only one isomer was formed with the molecular formula C12H23BrO (80% yield). Which of the following is the structure more reasonable for this compound?. Explain your reasoning through acorresponding mechanism.
(3) HI does not undergo free radical addition with 1-butene, even in the presence of a peroxide. Please provide an explanation by analyzing the propagation steps if the same radical reaction occurred with HI. Besides the bond dissociation enthalpies in the appendix, the following approximate bond dissociate enthalpies might be useful to you: ~310 kJ/mol The component of C=C CH3CH₂CH₂CH₂-Br CH3CH₂CH₂CH2-I -290 kJ/mol (C-Br bond) ~235 kJ/mol (C-I bond)
Alkenes can be hydrated to form alcohols by (1) hydroboration followed by oxidation with alkaline hydrogen peroxide and (2) acid-catalyzed hydration. Compare the product formed from each alkene by sequence (1) with those formed from (2). Q.)Cyclopentene
Disiamylborane adds only once to alkynes by virtue of its two bulky secondary isoamylgroups. Disiamylborane is prepared by the reaction of BH3 # THF with an alkene.(a) Draw the structural formulas of the reagents and the products in the preparation ofdisiamylborane.(b) Explain why the reaction in part (a) goes only as far as the dialkylborane. Why isSia3B not formed?
Paragraph Styles Edi 7. Answer ALL parts of the question (a) Predict the organic products formed when 3-methoxybenzaldehyde is heated with formaldehyde in the presence of concentrated sodium hydroxide (after final acidification with HCI) (Scheme Q7a): 1. NaOH, heat MeO, H. H. 2. HCI Aromatic (Scheme Q7a) (b) Give the full name of this reaction. (c) (1) Identify the electrophile in the hydride transfer step to form the aromatic product. (ii) Draw a mechanism for the reduction of this electrophile.
(B). Write the chemical reactions of 2-chloro-2-methylbutane with the following two sets of reagents/experimental conditions given below. In each case, denote the type of the chemical reaction: (i). NaOH/H2O/heat: (ii). NaOH/CH3CH2OH/heat:
1. Provide the structure of the product. Determine whether the reaction involves either carbocation, radical or carbene intermediate. Write the mechanism for formation of the product (for reaction involving radical, include the mechanism for initiation step, when applicable). (a) H+ Product (b) CH3OCH₂CI BuLi (c) (d) Br Ph OH Product H* Bu3SnH, AIBN CO₂Me Product Product
5. Consider the synthesis of 2-butanone from butyne: Hg2+ CH3CH,-C=C–H CH3CH, Ĉ -CH3 H3o* (i) Draw the structure of the compound D. (ii) Compound D isomerizes to form 2-butanone. What is this isomeric process called? (iii) Use the mechanism to show the conversion of compound D to 2-butanone.
The rate of hydration of 2-butene and 2-methylpropene differ by several orders of magnitude. Whcih alkene is more rapidly hydrated and why?
For each alkane, which mono brominated derivatives could you form in good yield by free-radical bromination?(a) cyclopentane (b) methylcyclopentane(c) 2-methylpentane (d) 2,2,3,3-tetramethylbutane