Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Question
Chapter 14, Problem 14.52SP
(a)
Interpretation Introduction
To determine: The mechanism for the given reaction and type of mechanism it follows.
Interpretation: The mechanism for the given reaction and type of mechanism it follows is to be identified.
Concept introduction: In an addition reaction, atoms are added in a compound that has a double and a triple bond.
In an elimination reaction, a substituent is removed from the compound and this removal of a substituent leads to the formation of a bond.
(b)
Interpretation Introduction
To determine: The mechanism of the given reaction.
Interpretation: The information that
Concept introduction: Steps for correct mechanism are shown below.
- The atoms that contain double bond or those containing cations act as electrophiles.
- The atoms with lone pair act as nucleophiles.
- Identify the electrophiles site in the given compound.
- Draw the arrow starting from the correct site and ending at the correct site.
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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
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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.
Chapter 14 Solutions
Organic Chemistry (9th Edition)
Ch. 14.2C - Rank the given solvents in decreasing order of...Ch. 14.2D - Prob. 14.2PCh. 14.2D - In the presence of 18-crown-6, potassium...Ch. 14.3B - Give a common name (when possible) and a...Ch. 14.3C - Prob. 14.5PCh. 14.3C - Name the following heterocyclic ethers.Ch. 14.4 - Propose a fragmentation to account for each...Ch. 14.5 - Prob. 14.8PCh. 14.5 - Prob. 14.9PCh. 14.6 - Prob. 14.10P
Ch. 14.7 - Explain why bimolecular condensation is a poor...Ch. 14.7 - Prob. 14.12PCh. 14.7 - Prob. 14.13PCh. 14.8 - Prob. 14.14PCh. 14.8 - Prob. 14.15PCh. 14.8 - Prob. 14.16PCh. 14.10A - Prob. 14.17PCh. 14.10A - Prob. 14.18PCh. 14.10B - Prob. 14.19PCh. 14.11B - Show how you would accomplish the following...Ch. 14.11B - Prob. 14.21PCh. 14.12 - Prob. 14.22PCh. 14.12 - Prob. 14.23PCh. 14.12 - Prob. 14.24PCh. 14.13 - Prob. 14.25PCh. 14.13 - Prob. 14.26PCh. 14.14 - Prob. 14.27PCh. 14.15 - Give the expected products of the following...Ch. 14 - Write structural formulas for the following...Ch. 14 - Give common names for the following compounds. a....Ch. 14 - Give IUPAC names for the following compounds. a....Ch. 14 - Glycerol (propane-1,2,3-triol) is a viscous syrup...Ch. 14 - Prob. 14.33SPCh. 14 - Show how you would make the following ethers,...Ch. 14 - (A true story.) An inexperienced graduate student...Ch. 14 - Prob. 14.36SPCh. 14 - a. Show how you would synthesize the pure (R)...Ch. 14 - a. Predict the values of m/z and the structures of...Ch. 14 - The following reaction resembles the...Ch. 14 - Prob. 14.40SPCh. 14 - Prob. 14.41SPCh. 14 - Prob. 14.42SPCh. 14 - Give the structures of the intermediates...Ch. 14 - Prob. 14.44SPCh. 14 - Show how you would synthesize the following ethers...Ch. 14 - Prob. 14.46SPCh. 14 - Prob. 14.47SPCh. 14 - Prob. 14.48SPCh. 14 - An acid-catalyzed reaction was carried out using...Ch. 14 - Propylene oxide is a chiral molecule. Hydrolysis...Ch. 14 - Prob. 14.51SPCh. 14 - Prob. 14.52SPCh. 14 - Prob. 14.53SPCh. 14 - Prob. 14.54SPCh. 14 - In 2012, a group led by Professor Masayuki Satake...
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