a)
Interpretation:
Given that the final step in the hydration of an
Concept introduction:
The enol picks up a proton from H3O+ using the unshared pair of electrons on oxygen and the π electrons in the double bond to yield a carbocation. The carbocation ion then loses a proton and the electrons in the O-H bond are moved towards the positively charged carbon to yield the ketone.
To propose:
A mechanism for the tautomerization reaction shown.
b)
Interpretation:
Given that the final step in the hydration of an alkyne under acidic conditions is the tautomerization of the enol intermediate to give the corresponding ketone. The mechanism involves protonation followed by deprotonation. Based on this information a mechanism for the tautomerization reaction shown is to be drawn.
Concept introduction:
The enol picks up a proton from H3O+ using the unshared pair of electrons on oxygen and the π electrons in the double bond to yield a carbocation. The carbocation then loses a proton and the electrons in the O-H bond are moved towards the positively charged carbon to yield the ketone.
To propose:
A mechanism for the tautomerization reaction shown.
c)
Interpretation:
Given that the final step in the hydration of an alkyne under acidic conditions is the tautomerization of the enol intermediate to give the corresponding ketone. The mechanism involves protonation followed by deprotonation. Based on this information a mechanism for the tautomerization reaction shown is to be drawn.
Concept introduction:
The enol picks up a proton from H3O+ using the unshared pair of electrons on oxygen and the π electrons in the double bond to yield a carbocation. The carbocation then loses a proton and the electrons in the O-H bond are moved towards the positively charged carbon to yield the ketone.
To propose:
A mechanism for the tautomerization reaction shown.
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Chapter 9 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
- Steps and explanations pleasearrow_forwardUse diagram to answer the following: 1.Is the overall rxn endo- or exothermic. Explain briefly your answer____________________2. How many steps in this mechanism?_____________3. Which is the rate determining step? Explain briefly your answer____________________4. Identify (circle and label) the reactants,the products and intermediate (Is a Cation, Anion, or a Radical?) Please explain and provide full understanding.arrow_forwardDraw the entire mechanism and add Curved Arrows to show clearly how electrons areredistributed in the process. Please explain and provide steps clearly.arrow_forward
- Match the denticity to the ligand. Water monodentate ✓ C₂O2 bidentate H₂NCH₂NHCH2NH2 bidentate x EDTA hexadentate Question 12 Partially correct Mark 2 out of 2 Flag question Provide the required information for the coordination compound shown below: Na NC-Ag-CN] Number of ligands: 20 Coordination number: 2✔ Geometry: linear Oxidation state of transition metal ion: +3 x in 12 correct out of 2 question Provide the required information for the coordination compound shown below. Na NC-Ag-CN] Number of ligands: 20 Coordination number: 2 Geometry: linear 0 Oxidation state of transition metal ion: +3Xarrow_forwardCan you explain step by step behind what the synthetic strategy would be?arrow_forwardPlease explain step by step in detail the reasoning behind this problem/approach/and answer. thank you!arrow_forward
- 2. Predict the product(s) that forms and explain why it forms. Assume that any necessary catalytic acid is present. .OH HO H₂N OHarrow_forwardconsider the rate of the reaction below to be r. Whats the rate after each reaction? Br + NaCN CN + NaBr a. Double the concentration of alkyl bromide b. Halve the concentration of the electrophile & triple concentration of cyanide c. Halve the concentration of alkyl chloridearrow_forwardPredict the organic reactant that is involved in the reaction below, and draw the skeletal ("line") structures of the missing organic reactant. Please include all steps & drawings & explanations.arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning