Organic Chemistry - MasteringChemistry
Organic Chemistry - MasteringChemistry
8th Edition
ISBN: 9780134074665
Author: Bruice
Publisher: PEARSON
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Chapter 22, Problem 44P

a. Explain why the alkyl halide shown here reacts much more rapidly with guanine than does a primary alkyl halide (such as pentyl chloride).

Chapter 22, Problem 44P, a. Explain why the alkyl halide shown here reacts much more rapidly with guanine than does a primary

b. The alkyl halide can react with two guanines, each in a different DNA chain, thereby cross-linking the chains. Propose a mechanism for the cross-linking reaction.

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a. Explain why the alkyl halide shown here reacts much more rapidly with guanine than does a primary alkyl halide (such as pentyl chloride). b. The alkyl halide can react with two guanines, each in a different DNA chain, thereby cross-linking the chains. Propose a mechanism for thecross- linking reaction.
Explain why the alkyl halide shown here reacts much more rapidly with guanine than does a primary alkyl halide (such as pentyl chloride). The alkyl halide can react with two guanines, each in a different DNA chain, thereby cross-linking the chains. Propose a mechanism for the cross-linking reaction.
Fluoride ion is usually a poor leaving group because it is not very polarizable. Fluorideserves as the leaving group in the Sanger reagent (2,4-dinitrofluorobenzene), used inthe determination of peptide structures (Chapter 24). Explain why fluoride works as aleaving group in this nucleophilic aromatic substitution, even though it is a poor leavinggroup in the SN1 and SN2 mechanisms.

Chapter 22 Solutions

Organic Chemistry - MasteringChemistry

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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