(11pts total) Consider the arrows pointing at three different carbon-carbon bonds in themolecule depicted below.Bond BBond ABond Ca. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers inappropriate boxes.WeakestBondStrongestBondb. (4pts) Consider the relative stability of all cleavage products that form when bonds A,B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B,and C are all carbon radicals.i. Which ONE cleavage product is the most stable? A condensed or bond linerepresentation is fine.ii. Which ONE cleavage product is the least stable? A condensed or bond linerepresentation is fine.c. (5pts) Use principles discussed in lecture, supported by relevant structures, tosuccinctly explain the why your part b (i) radical is more stable than your part b(ii)radical. Written explanation can be no more than one-two succinct sentence(s)!

Answered: Image /qna-images/answer/2f778394-d728-4c43-a817-afbd4af6dd57.jpg

Answered: (11pts total) Consider the arrows…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter15: Radical Reactions

Section: Chapter Questions

Problem 12E

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13. (11pts total) Consider the arrows pointing at three different carbon-carbon bonds in the molecule depicted below. Bond B Bond A Bond C a. (2pts) Which bond between A-C is weakest? Which is strongest? Place answers in appropriate boxes. Weakest Bond Strongest Bond b. (4pts) Consider the relative stability of all cleavage products that form when bonds A, B, AND C are homolytically cleaved/broken. Hint: cleavage products of bonds A, B, and C are all carbon radicals. i. Which ONE cleavage product is the most stable? A condensed or bond line representation is fine. ii. Which ONE cleavage product is the least stable? A condensed or bond line representation is fine. c. (5pts) Use principles discussed in lecture, supported by relevant structures, to succinctly explain the why your part b (i) radical is more stable than your part b(ii) radical. Written explanation can be no more than one-two succinct sentence(s)! Google
c. Snl reactions dominate under polar protic solvents. Increasing the polarity of the solvent will increase the rate of the reaction because the polar solvent will stabilize the dispersed charges on the transition state more than it will stabilize the neutral reactant. Label areas of ô* and & on the molecules of the transition state of the SN1 reaction below: Me Me Ме Me Me H20 Br -Br OH + НО \'H Et Et RDS Et H Et Et transition state not isolable carbocation intermediate not isolable
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6. Rank order the following substitution reactions by reaction rate (Fastest to Slowest) OHS structure of DMSO A. || > | > | > IV B. II >> III > IV C. IV > II > | > ||II D. II >> IV > III E. None of the above I || III IV ~ en Br ~ Br CH,NH, CH₂OH CH₂SH DMSO CHÍNH, CH₂OH CH₂OH + Product Product Product Product
Draw the least stable resonance form for the intermediate in the following electrophilic substitution reaction. CF3 CF3 Br₂ / FeBr3 Br • You do not have to consider stereochemistry. • Include all valence lone pairs in your answer. • In cases where there is more than one answer, just draw one. 0▾ 99.85 / 4 0 √n [ ? ChemDoodle 1 Previous Next Submit Ans Show Hint try Entire Group 8 more group attempts remaining Email Instructor Save a 4 $ F4 DII % 5 Cengage Learning Cengage Technical Support F11 PgDn F12 End PgUp Home PrtScn F10 F9 F8 F7 F6 F5 96 27 ( & 8 9 O R T Y U O G H J K L ว P { [ ] Ins Ba
Draw both resonance structures of the most stable carbocation intermediate in the reactie 0 You do not have to consider stereochemistry. Do not include anionic counter-ions, e.g., in your answer.. • Draw one structure per sketcher. Add additional sketchers using the drop-down me • Separate resonance structures using the symbol from the drop-down menu. Submit Answer QNatal Fernandez 998) CH₂ Retry Entire Group Show Hin HBr VG+ 10120 [F 1 more group attempt Cengage Learning Cengage Technical suppo 199328= 91339 Client collected Vanita 94328 48036572
Draw all the possible constitutional isomers for the molecular formula C4H8Br. Rank them according to their reactivity (i.e. rate) in SN2 reactions.
5. Write a detailed chemical mechanism for the following reaction. [10 pts] NBS hv ? For full credit, • Explicitly label initiation, propagation, and termination steps. • Use 'curly arrows' to denote electron flow. Show all resonance forms of the reaction intermediate(s). N-Br NBS (N-bromosuccinimde) • Show reaction at any resonance forms of the reaction intermediate(s) that lead to different products. including constitutional and stereochemical isomers (if any). Show two different termination steps. Showing more steps will not earn points; wrong steps will lose points
For the substitution reaction below, equilibrium favors formation of the "OH он reactants Ob. products
TROVIOW Topicaj (References) Draw the major organic product of the reaction shown below. HO, NANH2 You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Include cationic counter-ions, e.g., Na" in your answer, but draw them in their own sketcher. (Review Top Draw the major organic product of the reaction shown below. OH K2Cr207 H2SO4, H20 • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one.
Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside the lenses that occurs when the lenses are exposed to sunlight. The original dye absorbs UV light but not visible light and is thus colorless, while the rearrangement product absorbs visible light and is thus darkened. (a) Show the mechanism of the rearrangement. (b) Why does the rearrangement product absorb at a longer wavelength (visible light) than the original dye (UV)?
The reactants, intermediates, final products, and all curved arrows showing bonds forming andbreaking are collectively referred to as the mechanism of a reaction. For the following reactants: a. Explain why the original statement of Markovnikov’s rule does not help in this case, but themodern restatement of Markovnikov’s rule tells you which carbon will get the X (Cl). b. Show the mechanism of the most likely addition reaction between the reactants.

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