Organic Chemistry (8th Edition)
8th Edition
ISBN: 9780134042282
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 22, Problem 32P
Indicate the type of catalysis that is occurring in the slow step in each of the following reaction sequences:
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The mechanism of a catalyzed reaction
O Is always different from the uncatalyzed reaction
O May be different from the uncatalyzed reaction
O Results in lower-energy intermediates than the uncatalyzed
reactions
OProceeds through a higher-energy transition state than the
uncatalyzed reaction
For a reaction, if the rate-determining step has a large activation energy, then the rate of the reaction will be very fast.
True
False
The acid-catalysed conversion of γ-hydroxybutyric acid (GHBA) into its lactone, γ-butyrolactone (GBL) is a reversible reaction. The GHBA to GBL forward reaction is first-order with respect to the GHBA concentration; the GBL to GHBA reverse reaction is first-order with respect to the GBL concentration.
An experimental study of the kinetics of this reaction was undertaken in 0.2 mol L-1hydrochloric acid (HCl) at 298 K. The initial concentration of GHBA was 18.23 × 10-3mol L-1 . The concentration of GBL in solution was followed as a function of time (t), as indicated in Table B.3:
Time/min
0
21
36
50
65
80
100
∞
GBL Concentration / 10-3 L-1
0
2.41
3.73
4.96
6.10
7.08
8.11
13.28
Use the data in Table B.3 to determine the equilibrium constant and the first-order rate constants for both forward and reverse reactions.
Chapter 22 Solutions
Organic Chemistry (8th Edition)
Ch. 22.2 - Compare each of the mechanisms listed here with...Ch. 22.2 - Prob. 3PCh. 22.2 - Prob. 4PCh. 22.3 - a. Draw the mechanism for the following reaction...Ch. 22.5 - Prob. 7PCh. 22.5 - Propose a mechanism for the Co2+ catalyzed...Ch. 22.6 - Prob. 9PCh. 22.7 - Prob. 10PCh. 22.7 - Prob. 12PCh. 22.7 - Prob. 13P
Ch. 22.9 - Which of the following amino acid side chains can...Ch. 22.9 - Which of the following C-terminal peptide bonds is...Ch. 22.9 - Carboxypeptidase A has esterase activity as well...Ch. 22.10 - Arginine and lysine side chains fit into trypsins...Ch. 22.10 - Explain why serine proteases do not catalyze...Ch. 22.11 - If H2 18O is used in the hydrolysis reaction...Ch. 22.11 - Draw the pH-activity profile for an enzyme that...Ch. 22.12 - The pHactivity profile for glucose-6-phosphate...Ch. 22.12 - Prob. 23PCh. 22.13 - Draw the mechanism for the hydroxide ion-catalyzed...Ch. 22.13 - What advantage does the enzyme gain by forming an...Ch. 22.13 - Prob. 26PCh. 22.13 - Prob. 27PCh. 22.13 - Aldolase shows no activity if it is incubated with...Ch. 22 - Which of the following parameters would be...Ch. 22 - Prob. 29PCh. 22 - Prob. 30PCh. 22 - Prob. 31PCh. 22 - Indicate the type of catalysis that is occurring...Ch. 22 - The deuterium kinetic isotope effect (KH2O/KD2O)...Ch. 22 - Prob. 34PCh. 22 - Co2+ catalyzes the hydrolysis of the lactam shown...Ch. 22 - there are two kinds of aldolases. Class I...Ch. 22 - Prob. 37PCh. 22 - The hydrolysis of the ester shown here is...Ch. 22 - Prob. 39PCh. 22 - At pH = 12, the rate of hydrolysis of ester A is...Ch. 22 - 2-Acetoxycyclohexyl tosylate reacts with acetate...Ch. 22 - Proof that an imine was formed between aldolase...Ch. 22 - Prob. 43PCh. 22 - a. Explain why the alkyl halide shown here reacts...Ch. 22 - Triosephosphate isomerase (TIM) catalyzes the...
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- In each of the following, which reaction mechanism assumption is apparently being violated? Explain your answers. a. A reaction takes place more rapidly when the concentration of reactants is decreased. b. A reaction takes place more rapidly when the reaction mixture is cooled. c. The reaction rate of A+BAB increases as the concentration of A is increased but does not change as the concentration of B is increased.arrow_forwardThree first-order reactions have the following activation energies: (a) Which reaction is the fastest? (b) Which reaction has the largest half-life? (c) Which reaction has the largest rate?arrow_forwardIn a first-order reaction, suppose that a quantity X of a reactant is added at regular intervals of time, t. At first the amount of reactant in the system builds up; eventually, however, it levels off at a saturation value given by the expression a saturation value saturationvalue= x110a where a=0.30tt1/2 This analysis applies to prescription drugs, of which you take a certain amount each day. Suppose that you take 0.100 g of a drug three times a day and that the half-life for elimination is 2.0 days. Using this equation, calculate the mass of the drug in the body at saturation. Suppose further that side effects show up when 0.500 g of the drug accumulates in the body. As a pharmacist, what is the maximum dosage you could assign to a patient for an 8-h period without causing side effects?arrow_forward
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