Interpretation: The mechanism of the reaction in which methanol acts as nucleophile rather than a base in the formation of cyclohexene is to be represented.
Concept introduction: The elimination reaction is the organic reaction in which two substituents are removed from the organic molecule in one step or two steps. The two mechanisms of the elimination reaction are E1 and E2 mechanism.
In E2 mechanism, the elimination takes place in one step.
The dehydrohalogenation reaction of the organic compound results in the formation of
To determine: The mechanism of the reaction in which methanol acts as nucleophile rather than a base in the formation of cyclohexene.
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Organic Chemistry (9th Edition)
- Complete each acid-base reaction and predict whether the position of equilibrium lies toward the left or toward the right. (a) CH3CCH+CH3CH2ONa+CH3CH3OH (b) CH3CCCH2CH2OH+Na+NH2NH3(l)arrow_forwardHighlight in red each acidic location on the organic molecule at left. Highlight in blue each basic location on the organic molecule at right. Note for advanced students: we mean acidic or basic in the Brønsted-Lowry sense only. OH OH Xarrow_forwardDraw the conjugate acid that is formed as a product in this reaction.arrow_forward
- Let's say we had an acid-base reaction of acetic acid and hydronium. What would the products be? Where would the positive charge be for the acetic acid's conjugate acid? Why would the hydrogen add to the oxygen that is double bonded instead of the oxygen that is single bonded (on acetic acid)?arrow_forwardFor the reaction below identify the reactant electrophile and the nucleophile.arrow_forwardIdentify the electrophile and the nucleophile in each of the following reaction steps. Then draw curved arrows to illustrate the bond-making and bond-breaking processes.arrow_forward
- Is this a base or a nucleophilearrow_forwardDraw the product & reaction arrows for each of the following acid-base reactions for the following. Which side of the equilibrium will be favored in both reactions?arrow_forward7. (Chapters 6 and 8) Within the following set, which is more stable, and why? CH3 CH3 H3C- -C=CH- CH2 H2C=Ć- -CH CH3 8. (Chapter 12) What type of instability will an intermediate need to address following the reaction of a nucleophile/base that has a negative charge with a pi bond that has uneven electron distribution between atoms with different electronegativities (C=O)? 9. (Chapter 9) Circle the carbon that will be unstable in the intermediate of the following reaction. Then, state the reason for your choice, and also indicate what type of instability it will be. H,C-CH,- C ECH with NaNH2 10. (Chapters 12 and 13) What are three sources used to provide electrons to an electron-deficient carbon with a leaving group? 1. 2. 3.arrow_forward
- The SN2 reaction shows a reversible mechanism when the basic strength nucleophile and leaving group are similar, but not when the strength of the nucleophile as a base is greater than that of the leaving group. Explain.arrow_forwardSelect the best reagent to complete the job. You may assume a separate protonation step where relevant.arrow_forwardI know that the 3rd one (second on the right side) has the highest pka because it's an alcohol and an alcohol is less acidic than a phenol. but I don't understand which compound has the lowest pka (strongest acid)?arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning