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.
Trending nowThis is a popular solution!
Chapter 9 Solutions
Bundle: Organic Chemistry, 9th, Loose-Leaf + OWLv2, 4 terms (24 months) Printed Access Card
- Problem 3-42 Consider 2-methylbutane (isopentane). Sighting along the C2-C3 bond: (a) Draw a Newman projection of the most stable conformation. (b) Draw a Newman projection of the least stable conformation. Problem 3-44 Construct a qualitative potential-energy diagram for rotation about the C-C bond of 1,2-dibromoethane. Which conformation would you expect to be most stable? Label the anti and gauche conformations of 1,2- dibromoethane. Problem 3-45 Which conformation of 1,2-dibromoethane (Problem 3-44) would you expect to have the largest dipole moment? The observed dipole moment of 1,2-dibromoethane is µ = 1.0 D. What does this tell you about the actual conformation of the molecule?arrow_forwardGas Law Studies 1. Mass of zinc Determination of 0.899 2) Moles of zinc 0.01361 mol 3.) Moles of hydrogen 00? ← I was told to calculate this number from mole of zinc. 350m So does that mean it will be 0.01361 mol too? 4 Volume of water collected (mL) 5) VL of water collected (Liters) 0.350 L 6) Temp of water collected (°C) 7) Temp of water collected (°K) 8) Atmospheric pressure (mm) 9) Vapor pressure of water (mm) 10) Corrected pressure of hydrogen 20% 29°C 764.0mm Hg (mm) 17.5mm 11) Corrected pressure of hydrogen (atm) 12) Experimentally calculated value of 19 13. Literature value of R 14) % Error 15) Suggest reasons for the % error (#14)arrow_forwardNo wedge or dashes. Do proper structure. Provide steps and explanation.arrow_forward
- 10 Question (1 point) Draw curved arrow notation to indicate the proton transfer between NaOH and CH3CO₂H. 2nd attempt :0- H See Periodic Table See Hint Draw the products of the proton transfer reaction. Don't add a + sign between the products.arrow_forwardProvide steps and explanation please.arrow_forwardProvide steps to name and label for understanding.arrow_forward
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning