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(a)
Interpretation:
3-bromocylohexene or bromocyclohexane reacts faster in E2/E1 reaction is to be identified.
Concept Introduction:
An E1 reaction is a two-step reaction in which the
Major product is more stable
An E2 reaction is a concerted, one-step reaction in which the proton is the more stable alkene, unless the reactants are sterically hindered or the leaving group is poor.
(b)
Interpretation:
3-bromocylohexene or bromocyclohexane reacts faster in E2/E1 reaction is to be identified.
Concept Introduction:
An E1 reaction is a two-step reaction in which the alkyl halide dissociates forming a carbocation intermediate. Then a base removes a proton from adjacent carbon to a positively charged carbon.
Major product is more stable alkene.
An E2 reaction is a concerted, one-step reaction in which the proton is the more stable alkene, unless the reactants are sterically hindered or the leaving group is poor.
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Chapter 9 Solutions
EBK ORGANIC CHEMISTRY
- Rank the following in order of reactivity in an E1 reaction, (1 = most reactive in an E1 reaction; 3 = least reactive in an E1 reaction).arrow_forwardDraw both the SN1 and E1 products of each reaction. CH3 a. -Br + H₂O CH3 b. CH3-C-CH₂CH₂CH3 CI + CH3CH₂OHarrow_forwardDraw the product formed from cyclohex-2-enone in each of three reactions. Reaction 1 Reaction 2 Reaction 1 1. NaCN 1. (CH3)2CuLi Reaction 2 product product 2. H3O*, H2O 2. CH3CH2I A 1. EtO,CCH,CO,Et NaOEt, HOET 2. H30*, H2O, A Reaction 3 Reaction 3 product Draw the product of reaction 1: Draw the product of reaction 2: Select Draw Rings Select Draw Rings More Erase More Erase H N H Narrow_forward
- Draw the products formed in each Wittig reaction. Draw the major stereoisomer when applicable.arrow_forwardFor each reaction, draw the major product(s) for the mechanisms indicated. Remember to show stereochemistry, when appropriate. a. b. Br H₂O SN1 H₂O E1arrow_forwardWhich Diels Alder reaction will go best (fastest, best yield, lowest temperature)? CH₂ FCH₂ CH₂ FCH₂ CH₂ CH₂ + + + middle reaction O bottom reaction O bottom reaction CH₂ CH3 CH3 CH3 MacRarrow_forward
- Draw the TWO alkene products of the following E2 reaction.arrow_forwardBased upon the following energy diagram, is this reaction an E1 or an E2 elimination? reaction coordinate O E1 O E2 free energy, kJ/molarrow_forwardQ2/ What is the major E2 elimination product formed from each halide? CH CH b. CH, Br C,H CH,CH, CH,CH,arrow_forward
- 9. Which SN1 reaction in each pair is faster? a) CI b) (CH3)3CCI + H2O > H2O (CH3)3CBR + H20 → CI H,O 206arrow_forward6) One of the alkyl halides undergoes E2 elimination much faster than its diastereomer. Why is there a difference in their reaction rates? CI ak * NaOMe (E2 rxn is slow) NaOMe CI (E2 rxn is fast) Only one product formed Two products formedarrow_forwardWhich nucleophile would prefer simple addition over conjugate addition? CH3MgBr NaCN CH3CH2NH2 (CH3CH2)2CuLiarrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
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