Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 10.SE, Problem 15VC
Interpretation Introduction
a)
Interpretation:
The product(s) formed when the
Concept introduction:
NBS is used mainly for allylic bromination. An unsymmetrical alkene will lead to a mixture of products as different allyl radicals will be produced as a result of delocalization. The products are not formed in equal amounts because the intermediate allylic radicals are not symmetrical and the reaction at two ends will not take place to the same extent. Reaction at less hindered primary side is more favored.
To give:
The product(s) formed when the alkene shown is treated with NBS.
Interpretation Introduction
b)
Interpretation:
The product(s) formed when the alkene shown reacts with NBS is/are to be given.
Concept introduction:
NBS is used mainly for allylic bromination. An unsymmetrical alkene will lead to a mixture of products as different allyl radicals will be produced as a result of delocalization. The products are not formed in equal amounts because the intermediate allylic radicals are not symmetrical and the reaction at two ends will not take place to the same extent. Reaction at less hindered primary side is more favored.
To give:
The product(s) formed when the alkene shown is treated with NBS.
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
What is the major monobromination product of the following reaction? Disregard stereoisomers. What is the anticipated percent yield of the major product (as a percentage of all the monobrominated products)?
How would you prepare the following alkyl halides, from alkenes? Write the equation for each reaction indicating substrates, reagents, and conditions.
What could be the product of this alkene as it reacts with reagent KMnO4?
Chapter 10 Solutions
Organic Chemistry
Ch. 10.1 - Prob. 1PCh. 10.1 - Draw structures corresponding to the following...Ch. 10.2 - Prob. 3PCh. 10.2 - Taking the relative reactivities of 1°, 2°, and...Ch. 10.4 - Prob. 5PCh. 10.4 - The major product of the reaction of...Ch. 10.4 - Prob. 7PCh. 10.5 - Prob. 8PCh. 10.6 - Prob. 9PCh. 10.6 - How might you replace a halogen substituent by a...
Ch. 10.7 - How would you carry out the following...Ch. 10.8 - Rank both sets of compounds in order of increasing...Ch. 10.8 - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 14VCCh. 10.SE - Prob. 15VCCh. 10.SE - Prob. 16VCCh. 10.SE - Draw the electron-pushing mechanism for each...Ch. 10.SE - Draw the electron-pushing mechanism for the...Ch. 10.SE - The formation of Br2 from NBS first involves the...Ch. 10.SE - In light of the fact that tertiary alkyl halides...Ch. 10.SE - Alkyl halides can be reduced to alkanes by a...Ch. 10.SE - Name the following alkyl halides:Ch. 10.SE - Prob. 23APCh. 10.SE - Draw and name all of the monochlorination products...Ch. 10.SE - How would you prepare the following compounds,...Ch. 10.SE - Prob. 26APCh. 10.SE - A chemist requires a large amount of...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product(s) would you expect from the reaction...Ch. 10.SE - What product would you expect from the reaction of...Ch. 10.SE - Rank the compounds in each of the following series...Ch. 10.SE - Which of the following compounds have the same...Ch. 10.SE - Tell whether each of the following reactions is an...Ch. 10.SE - Prob. 34APCh. 10.SE - Alkylbenzenes such as toluene (methylbenzene)...Ch. 10.SE - Prob. 36APCh. 10.SE - Prob. 37APCh. 10.SE - Prob. 38APCh. 10.SE - Prob. 39APCh. 10.SE - Prob. 40APCh. 10.SE - The syntheses shown here are unlikely to occur as...Ch. 10.SE - Why do you suppose its not possible to prepare a...Ch. 10.SE - Prob. 43APCh. 10.SE - Identify the reagents a–c in the following...Ch. 10.SE - Prob. 45APCh. 10.SE - Prob. 46APCh. 10.SE - Prob. 47APCh. 10.SE - The relative rate of radical bromination is...Ch. 10.SE - Prob. 49APCh. 10.SE - Predict the product and provide the entire...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- What is the major product of electrophilic addition of HBr to the following alkene? Explain your choice.arrow_forwardGive the major product(s) of the following reaction. CH3CH20 Give the major product(s) of the following reaction. NaNMe2 Give the major product(s) of the following reaction. ? но. O-arrow_forwardQuestão 10A certain hydrocarbon had the molecular formula C16H26 and contained two triple bonds. Ozonolysis resulted in CH3(CH2)4CO2H and HO2CCH2CH2CO2H as the only products. What is the reasonable structure for this hydrocarbon? Hexadec-6,10-dino undec-1,5-dino Hept-1,5-dino hex-1,5-dino naharrow_forward
- Which alkene will react with Br₂ to give the following product? Br Brarrow_forwardWhy alkene will yield the most stable carbon cation during the electrophilic addition of HCI. O A OB O O C D O E Ph CF3 D Pharrow_forward2. Give the major product of the following reactions: =CN OH I-CH3 НО, + Oxyacidarrow_forward
- How could the following compund be prepared using an alkene as one of the starting materials? You can use the suitable reactives for this reaction while showing the reaction mechanism.arrow_forward4. Give the starting alkene and any other reagents needed to selectively make the following compounds (with no organic byproducts!): OH L Eto OH all OH Br Br Brarrow_forwardWhat is the major product of of the following reactions?arrow_forward
- Please explain in detail. Thank you.arrow_forwardGive the major product(s) of the following reaction. KMNO4 H2SO4 OHarrow_forwardThe following product can be synthesized from the reaction of an alkene with Hg(OAc)2 followed by reduction with NaBH4. Draw all possible alkenes that will give the product shown.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning