ORGANIC CHEMISTRY (LL)-W/STUDY GUIDE
8th Edition
ISBN: 9780134653631
Author: Bruice
Publisher: PEARSON
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Question
Chapter 22.2, Problem 3P
Interpretation Introduction
Interpretation: The slow steps for the given acid catalyzed ester hydrolysis has to be predicted as specific-acid catalyzed or general-acid catalyzed.
Concept introduction:
Catalyst: Substance which helps in increasing the rate of a particular reaction without getting consumed in the reaction.
Acid Catalyst: A catalyst which helps in increasing the rate of a particular reaction by the donation of a proton. There are two types of catalysis:
- Specific-acid catalysis: Proton is completely transferred before the slow step to the reactant in a reaction
- General-acid catalysis: Proton is completely transferred during the slow step to the reactant in a reaction
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Students have asked these similar questions
In which step in the acid-catalyzed hydrolysis reaction mechanism of the ester is the direction of flow of electrons given incorrectly?
The final products for the hydroxide-ion-promoted hydrolysis of an ester re the carboxylate ion and methanol instead of the carboxylic acid and methoxide ion. Why?
What is the importance of proton transfer in the formation of ester?
A.The carbonyl carbon is easily attacked by the nucleophile.
B. The oxygen that has been attached to the two alkyl groups will become stable.
C. The removal of a bulky substituent attached to the reactive site stabilizes the compound.
D. none of the above
Chapter 22 Solutions
ORGANIC CHEMISTRY (LL)-W/STUDY GUIDE
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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