Pearson eText Organic Chemistry -- Instant Access (Pearson+)
8th Edition
ISBN: 9780135213711
Author: Paula Bruice
Publisher: PEARSON+
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Question
Chapter 28, Problem 47P
Interpretation Introduction
Interpretation:
Mechanism for given reaction has to be proposed.
Concept introduction:
Pericyclic reactions are “ any concerted reaction in which bonds are formed or brocken in a cyclic transition state”. There is a single transition state from start to finish, in contrast to a stepwise reaction.
In a sigmatropic reaction “ one new sigma-bond is formed as another breaks.”
Sigmatropic rearrangement reactions are designated with digits. For example a [1, 3] sigmatropic rearrangement describe a reaction in which the residue migrates from position 1 to position 3.
Migration of carbon and hydrogen will occur in a sigmatropic rearrangement reaction.
Mechanism gives the step wise processes occurs in a particular reaction.
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Instructions: Complete the questions in the space provided. Show all your work
1. You are trying to determine the rate law expression for a reaction that you are completing at 25°C. You measure
the initial reaction rate and the starting concentrations of the reactions for 4 trials.
BrO³¯ (aq) + 5Br¯ (aq) + 6H* (aq) → 3Br₂ (l) + 3H2O (l)
Initial rate
Trial
[BrO3]
[H*]
[Br]
(mol/L)
(mol/L) | (mol/L)
(mol/L.s)
1
0.10
0.10
0.10
8.0
2
0.20
0.10
0.10
16
3
0.10
0.20
0.10
16
4
0.10
0.10
0.20
32
a.
Based on the above data what is the rate law expression?
b. Solve for the value of k (make sure to include proper units)
2. The proposed reaction mechanism is as follows:
i.
ii.
BrО¸¯ (aq) + H+ (aq) → HBrO3 (aq)
HBrO³ (aq) + H* (aq) → H₂BrO3* (aq)
iii.
H₂BrO³* (aq) + Br¯ (aq) → Br₂O₂ (aq) + H2O (l)
[Fast]
[Medium]
[Slow]
iv.
Br₂O₂ (aq) + 4H*(aq) + 4Br(aq) → 3Br₂ (l) + H2O (l)
[Fast]
Evaluate the validity of this proposed reaction. Justify your answer.
е.
Д
CH3
D*, D20
C.
NaOMe,
Br
Br
Chapter 28 Solutions
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
Ch. 28.1 - Prob. 1PCh. 28.2 - Prob. 2PCh. 28.2 - Prob. 3PCh. 28.2 - Give a molecular orbital description for each of...Ch. 28.3 - Prob. 5PCh. 28.3 - Prob. 6PCh. 28.3 - Prob. 7PCh. 28.3 - Prob. 8PCh. 28.4 - Prob. 10PCh. 28.4 - Prob. 11P
Ch. 28.5 - Prob. 12PCh. 28.5 - a. Draw the product of the following reaction: b....Ch. 28.5 - Prob. 14PCh. 28.5 - Prob. 15PCh. 28.5 - Prob. 17PCh. 28.5 - Prob. 18PCh. 28.6 - Prob. 19PCh. 28.6 - Explain why the hydrogen and the methyl...Ch. 28.6 - Chorismate mutase is an enzyme that promotes a...Ch. 28.7 - Convince yourself that the TE-AC method for...Ch. 28 - Draw the product of each of the following...Ch. 28 - Draw the product of each of the following...Ch. 28 - Prob. 25PCh. 28 - Show how norbornance can be prepared from...Ch. 28 - Prob. 27PCh. 28 - Prob. 28PCh. 28 - Draw the product of each of the following...Ch. 28 - Prob. 30PCh. 28 - Prob. 31PCh. 28 - Prob. 32PCh. 28 - Prob. 33PCh. 28 - When the following compound is heated, a product...Ch. 28 - Prob. 35PCh. 28 - Propose a mechanism for the following reaction:Ch. 28 - Prob. 37PCh. 28 - Prob. 38PCh. 28 - Prob. 39PCh. 28 - Prob. 40PCh. 28 - If isomer A is heated to about 100 C, a mixture of...Ch. 28 - Propose a mechanism for the following reaction:Ch. 28 - Prob. 43PCh. 28 - A student found that heating any one of the...Ch. 28 - Prob. 45PCh. 28 - Prob. 46PCh. 28 - Prob. 47P
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