Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 2.8, Problem 29P
Fosamax has six acidic groups. The structure of the active form of the drug is shown in the box. (Notice that the phosphorus atom in Fosamax and the sulfur atom in Problem 30 can be surrounded by more than eight electrons since P and S are below the second row of the periodic table.)
- a. The OH groups bonded to phosphorus are the strongest acids of the six groups. Why?
- b. Which of the remaining four groups is the weakest acid?
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Fosamax has six acidic groups. The active form of the drug, which has lost two of its acidic protons, is shown in the box. (Notice that the phosphorus atom in Fosamax and the sulfur atom in Problem 36 can be surrounded by more than eight electrons because P and S are below the second row of the periodic table.) a. Why are the OH groups bonded to phosphorus the strongest acids of the six groups? b. Which of the remaining four groups is the weakest acid?
Please use the values in the resources listed below instead of the textbook values.
What is the conjugate acid of each of the following? What is the conjugate base of each? (Omit states-of-matter from your answer.)
(a)
HNO2
Conjugate acid
Conjugate base
(b)
C6H5OH
Conjugate acid
Conjugate base
(c)
H5N2+
Conjugate acid
Conjugate base
How do I know if a base is strong or weak depending on it Kb value?
Example:
Which of the following Kb values would indicate the weakest base of the group?
6.3 × 10-2
1.2 × 10-9
3.9 × 10-6
8.4 × 10-5
Chapter 2 Solutions
Essential Organic Chemistry (3rd Edition)
Ch. 2.1 - Which of the following are not acids? CH3COOH CO2...Ch. 2.1 - Draw the products of the acidbase reaction when a....Ch. 2.1 - a.What is the conjugate acid of each of the...Ch. 2.2 - a. Which is a stronger acid, one with a pKa of 5.2...Ch. 2.2 - Prob. 5PCh. 2.2 - Antacids are compounds that neutralize stomach...Ch. 2.2 - Are the following body fluids acidic or basic? a....Ch. 2.3 - Draw the conjugate acid of each of the following:...Ch. 2.3 - a. Write an equation showing CH3OH reacting as an...Ch. 2.3 - Prob. 10P
Ch. 2.3 - a. Which is a stronger base, CH3COO or HCOO? (The...Ch. 2.3 - Using the pKa values in Section 2.3, rank the...Ch. 2.4 - Prob. 13PCh. 2.5 - Prob. 14PCh. 2.5 - Ethyne has a pKa value of 25, water has a pKa...Ch. 2.5 - Which of the following bases can remove a proton...Ch. 2.6 - List the ions (CH3, NH2, HO, and F) in order from...Ch. 2.6 - List the carbanions shown in the margin in order...Ch. 2.6 - Which is a stronger acid?Ch. 2.6 - a. Draw the products of the following reactions: A...Ch. 2.6 - List the halide ions (F, Cl, Br, and I) in order...Ch. 2.6 - a. Which is more electronegative, oxygen or...Ch. 2.6 - Which is a stronger acid? a. HCl or HBr b....Ch. 2.6 - a. Which of the halide ions (F, Cl, Br, and I) is...Ch. 2.6 - Which is a stronger base? a. H2O or HO b. H2O or...Ch. 2.7 - Which is a stronger acid? a. CH3OCH2CH2OH or...Ch. 2.7 - Which is a stronger base?Ch. 2.8 - Fosamax has six acidic groups. The structure of...Ch. 2.8 - Which is a stronger acid? Why?Ch. 2.10 - For each of the following compounds (shown in...Ch. 2.10 - Prob. 33PCh. 2.11 - Write the equation that shows how a buffer made by...Ch. 2.11 - What products are formed when each of the...Ch. 2 - a. List the following alcohols in order from...Ch. 2 - Which is a stronger base? a. HS or HO b. CH3O or...Ch. 2 - Prob. 40PCh. 2 - a. List the following carboxylic acids in order...Ch. 2 - For the following compound, a. draw its conjugate...Ch. 2 - List the following compounds in order from...Ch. 2 - For each of the following compounds, draw the form...Ch. 2 - Give the products of the following acidbase...Ch. 2 - Prob. 46PCh. 2 - For each compound, indicate the atom that is most...Ch. 2 - Tenormin, a member of the group of drugs known as...Ch. 2 - From which acids can HO remove a proton in a...Ch. 2 - Prob. 50PCh. 2 - Which is a stronger acid? a. CH29CHCOOH or...Ch. 2 - Prob. 52PCh. 2 - Prob. 53PCh. 2 - How could you separate a mixture of the following...Ch. 2 - Prob. 1PCh. 2 - Prob. 2PCh. 2 - Draw the products of the following acidbase...Ch. 2 - Prob. 4PCh. 2 - Prob. 5PCh. 2 - Prob. 6PCh. 2 - Prob. 7PCh. 2 - Prob. 8PCh. 2 - Prob. 9PCh. 2 - Prob. 10PCh. 2 - Prob. 11PCh. 2 - Prob. 12PCh. 2 - Prob. 13PCh. 2 - Prob. 14P
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- For the previous four questions, label each molecule that appears in the question or your answer asstrong acid, strong base, weak acid, or weak base.arrow_forwardComplete the equation for the reaction between each Lewis acid-base pair. In each equation, label which starting material is the Lewis acid and which is the Lewis base; use curved arrows to show the flow of electrons in each reaction. In doing this problem, it is essential that you show valence electrons for all atoms participating in each reaction. (a) (b) (c) (d)arrow_forwardUse Table 13-2 to order the following from the strongest to the weakest acid. HClO2,H2O,NH4+,HClO4arrow_forward
- . A strong acid has a weak conjugate base, whereas a weak acid has a relatively strong conjugate base. Explain.arrow_forwardComplete a net ionic equation for each proton-transfer reaction using curved arrows to show the flow of electron pairs in each reaction. In addition, write Lewis structures for all starting materials and products. Label the original acid and its conjugate base; label the original base and its conjugate acid. If you are uncertain about which substance in each equation is the proton donor, refer to Table 4.1 for the relative strengths of proton acids. (a) NH3+HCl (b) CH3CH2O+HCl (c) HCO3+OH (d) CH3COO+NH4+arrow_forwarda. Which of the halide ions (F - , Cl - , Br - , and I - ) is the most stable base? b. Which is the least stable base?arrow_forward
- Which is the least stable base? (F-, Cl-, Br-, and I-)arrow_forwardWhat is the strongest base on this list?arrow_forwardOrganic Chemistry 1 Why did you choose your choice? Explain your reasoning and rational (theory and principles and periodic trends) as to why the species is the strongest base or the strongest conjugate acid. That is to say, provide a reasoning and an answer to your selection/choice. Why did you circle your answer for that particular species?arrow_forward
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