ORGANIC CHEMISTRY (LL)-W/STUDY GUIDE
8th Edition
ISBN: 9780134653631
Author: Bruice
Publisher: PEARSON
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Chapter 22, Problem 40P
At pH = 12, the rate of hydrolysis of ester A is greater than the rate of hydrolysis of ester B. At pH = 8, the relative rates reverse (that is, ester B hydrolyzes faster than ester A). Explain these observations.
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Students have asked these similar questions
1. Put these three common types of carbonyl compound in order of decreasing reactivity
ester amide acid chloride
2. For the least reactive, show the interconversion to its other resonance form: How does this electron delocalisation make it stable?
3. For the most reactive, draw the mechanism of its undergoing hydrolysis (reaction with H2O):
Why makes this type of carbonyl so reactive to nucleophiles?
Order the following in increasing acid strength and explain your reasoning.
a. Benzoic Acid, b. 4-nitrobenzoic acid, c. 4-methylbenzoic acid, d. 4-methoxybenzoic acid
Maleic Acid + Bromine à racemic-2,3-Dibromosuccinic Acid
Explain the mechanism and reaction
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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