Chapter 4, Problem 4.4QAP

21.50 Determine the combinations of haloalkane(s) and alkoxide(s) that could be used to synthesize the following ethers through Williamson ether synthesis. (a) (c) (d) (e) (f) H₂CO

1. Arrange the following in order of increasing bond energy (lowest bond energy first, highest bond energy last). Provide your rationale. C=C, C-F, C=C, C-N, C-C List the bond order for each example.

What is the major enolate formed when treated with LDA?  And why that one?

4. Calculate the total number of sigma bonds and total number of pi bonds in each of the following compounds. a. HH :D: +1 I H-N-C-C-O-H I H b. HH H Н :N=C-C-C=C-CEC-H :0: total o H-C-H H-C = `C-H I H. 11 H-C = C= CH H total o total π total π 1 H

In the following reaction, what quantity in moles of CH₃OH are required to give off 4111 kJ of heat? 2 CH₃OH (l) + 3 O₂ (g) → 2 CO₂ (g) + 4 H₂O(g) ∆H° = -1280. kJ

Indicate the processes in the dismutation of Cu2O.

1. Consider these three reactions as the elementary steps in the mechanism for a chemical reaction. 2600 2400 2200 2000 1800 1600 1400 1200 1000 800 Potential Energy (kJ) 600 400 200 0 -200- -400 -600- -800 (i) Cl₂ (g) + Pt(s) → 2Cl (g) + Pt(s) (ii) Cl (g)+ CO (g) + Pt (s) → CICO (g) + Pt (s) Ea = 1550 kJ Ea = 2240 kJ (iii) Cl (g) + CICO (g) → Cl₂CO (g) Ea = 2350 kJ AH=-950 kJ ΔΗ = 575 ΚΙ AH=-825 kJ a. Draw the potential energy diagram for the reaction. Label the data points for clarity. The potential energy of the reactants is 600 kJ Reaction Progress b. What is the overall chemical equation? c. What is the overall change in enthalpy for the above chemical reaction? d. What is the overall amount of activation energy for the above chemical reaction? e. Which reaction intermediate would be considered a catalyst (if any) and why? f. If you were to add 2700kJ of energy to the reaction (e.g. 2700 kl of heat or electricity), would you be able to make the reaction reverse itself (i.e. have…

draw the enolate anion and the carbonyl that would be needed to make this product through an aldol addition reaction.

Draw the Michael Adduct and the final product of the Robinson annulation reaction. Ignore inorganic byproducts.