Essential Organic Chemistry, Global Edition
3rd Edition
ISBN: 9781292089034
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 2.2, Problem 4P
- a. Which is a stronger acid, one with a pKa of 5.2 or one with a pKa of 5.8?
- b. Which is a stronger acid, one with an acid dissociation constant of 3.4 × 10−3 or one with an acid dissociation constant of 2.1 × 10−4?
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Explain which compound is more acidic than the other.
I
II
HO
HO
II is more acidic because of resonance.
II is more acidic because of induction.
I is more acidic because of resonance.
I is more acidic because of induction.
For the following reaction:
OH
NH
a-Label the acid and base in the starting materials.
b-Draw the conjugate acid and conjugate base.
c-Label the conjugate acid and conjugate base.
d-Give the approximate pka of the acid and conjugate acid.
e-State whether the reaction will proceed more toward reactants or toward products.
4.
Rank the following compounds from strongest acid to weakest acid:
ОН
ОН
TOH JOH I Y
A
B
C
D
Chapter 2 Solutions
Essential Organic Chemistry, Global 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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- Which base, CH3NH2 or (CH3)2NH, is the stronger base? Which conjugate acid, (CH3)2NH2+ or (CH3)2NH3+, is the stronger acid?arrow_forwardWhich has the larger numerical value? (a) The pKa of a strong acid or the pKa of a weak acid (b) The Ka of a strong acid or the Ka of a weak acidarrow_forwardArrange these acids according to their expected pKa values. Highest pKa Lowest pKa CICH,CH,COOH CH;CH,COOH C,CHCOOH CICH,COOHarrow_forward
- Which is a stronger base: RO- or RS-?arrow_forwardExplain which compound is more acidic than the other. I II CF3 O OH OH I is more acidic because of resonance. II is more acidic because of induction. II is more acidic because of resonance. I is more acidic because of induction.arrow_forwardHow 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 × 10-5arrow_forward
- Which is the stronger acid and which is the stronger base?arrow_forwardWhich is the strongest acid? Acetic acid Ka=1.8x10^-5 Benzoic acid Ka=6.3x10^-5 Formic acid Ka=1.8x10^-4 Nitrous acid Ka=6.0x10^-4arrow_forwardF Below are four molecules that are pH sensitive: F O Structure A OH F O Structure OH Br O Br Structure C 1. Sort the given molecules in the increasing of pka values. OH 2. What was your choice for strongest acid? Explain your answer. Br Br Structure D OHarrow_forward
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