(a)
Interpretation:
The stereoisomer that would be formed in greatest yield in E2 reaction from the given alkyl halide has to be indicated.
Concept Introduction:
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both base and substituents in the reaction) mechanism.
Elimination reaction of an alkyl halide results in the formation of an
Relative relativities of alkyl halide in an E2 reaction are
If the product obtained after E2 reaction has both E and Z stereoisomers, then E-isomer is the major product.
If the two largest groups in a molecule are in same side of the double bond, then it is called as Z-isomer.
If the two largest groups in a molecule are in opposite side of the double bond, then it is called as E-isomer.
(a)
Interpretation:
The stereoisomer that would be formed in greatest yield in E2 reaction from the given alkyl halide has to be indicated.
Concept Introduction:
Elimination Reaction: It is just reverse reaction of addition where substituent from the given molecule is removed via E1 (the reaction depends only on the substrate involved in the reaction) or E2 (the reaction depends on both base and substituents in the reaction) mechanism.
Elimination reaction of an alkyl halide results in the formation of an alkene.
Zaitsev’s rule: In elimination reaction, when one hydrogen atom is removed from
Relative relativities of alkyl halide in an E2 reaction are
If the product obtained after E2 reaction has both E and Z stereoisomers, then E-isomer is the major product.
If the two largest groups in a molecule are in same side of the double bond, then it is called as Z-isomer.
If the two largest groups in a molecule are in opposite side of the double bond, then it is called as E-isomer.
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Chapter 8 Solutions
Essential Organic Chemistry, Global Edition
- Why do cis-1-bromo-2-ethylcyclohexane and trans-1-bromo-2-ethylcyclohexane form different major products when they undergo an E2 reaction?arrow_forwardAddition of HBr to which of the attached alkenes will lead to a rearrangement?arrow_forwardDraw an alkyl bromide with proper stereochemistry that can be used to synthesize the given alkene as the exclusive product via an E2 reaction. H₂C H₂C H₂C H H CH3arrow_forward
- What is the major product of electrophilic addition of HBr to the following alkene? Explain your choice.arrow_forwardOnce treated with HBr, which alkene is the most likely to undergo a carbocation rearrangement after the electrophilic addition step?arrow_forward2-bromo-2-methylbutane with sodium methoxide under SN2/E2 conditions substitution product elimination product both substitution and elimination products no productsarrow_forward
- 9. Which of the following nucleophiles can undergo a substitution reaction with an alcohol under strongly acidic conditions? NH₂ - A B Br C D MgBrarrow_forwardDraw the structure of an alkene with one double bond that would give the following compound as the only product after ozonolysis followed by H2O2.arrow_forwardGiven that an E2 reaction proceeds with anti periplanar stereochemistry, draw the products of each elimination. The alkyl halides in (a) and (b) are diastereomers of each other. How are the products of these two reactions related? Recall from Section 3.2A that C6H5 −is a phenyl group, a benzene ring bonded to another group.arrow_forward
- Increasing the number of R groups on the carbon with the leaving group forms more highly substituted, more stable alkenes in E2 reactions. Explain this ?arrow_forwardDraw the structures of two different alkyl bromides that could yield the alkene product shown as a result of E2 dehydrohalogenation. Sarrow_forwardRank the following alkyl halides in order of increasing reactivity in E2 elimination. Then do the same for E1 elimination.arrow_forward
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning