Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Question
Chapter 12.1, Problem 1P
Interpretation Introduction
Interpretation:
From the given set of reactions the reactions those favor the formation of products have to be identified.
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Consider the following compounds that vary from nearly nonacidic to strongly acidic. Draw the conjugate bases of these compounds, and explain why the acidity increases so dramatically with substitution by nitro groups.CH4 CH3NO2 CH2(NO2)2 CH(NO2)3 pKa ≅ 50 pKa = 10.2 pKa = 3.6 pKa = 0.17
Calculate the pKa of each acid and indicate which is the stronger acid.
C6O2H8, Ka = 1.7 x 10–5
C2O4H2, Ka = 5.9 x 10–2
Dicarboxylic acids have two pKa's.- For maleic acid (cis-2-butenedioic acid) these are pKa1 = 2.0, and pKa2 = 6.3- For fumaric acid (trans-2-butenedioic acid) these are pKa1 = 3.0, and pKa2 = 4.5
Which factor best explains why the cis-isomer has a smaller pKa1 and a larger pKa2 than the trans-isomer?
a.
Intramolecular hydrogen bonding
b.
Intramolecular steric hindrance
c.
Selective solvation in water
d.
Intramolecular dipole repulsion
Chapter 12 Solutions
Organic Chemistry
Ch. 12.1 - Prob. 1PCh. 12.2 - Which is more reactive an organolithium compound...Ch. 12.2 - Prob. 3PCh. 12.3 - PROBLEM 6♦
Explain why tertiary alkyl halides...Ch. 12.3 - Muscalure is the sex attractant of the common...Ch. 12.3 - Prob. 8PCh. 12.3 - Prob. 9PCh. 12.3 - Prob. 10PCh. 12.4 - Prob. 13PCh. 12.4 - Prob. 14P
Ch. 12.4 - Prob. 15PCh. 12.4 - Show how the Suzuki and/or Heck reactions can be...Ch. 12.4 - Identify two pairs of an alkyl bromide and an...Ch. 12.5 - Prob. 19PCh. 12.5 - Draw the product of ring-closing metathesis for...Ch. 12.5 - Prob. 22PCh. 12 - Prob. 23PCh. 12 - Prob. 24PCh. 12 - Identify A through H.Ch. 12 - 26. Using the given starting material, any...Ch. 12 - Prob. 27PCh. 12 - Prob. 28PCh. 12 - Prob. 29PCh. 12 - Using ethynyleyclohexane as a starting material...Ch. 12 - Prob. 31PCh. 12 - Using the given starting material, any necessary...Ch. 12 - Prob. 33PCh. 12 - A student added an equivalent of...Ch. 12 - Using the given starting material, any necessary...Ch. 12 - Prob. 36PCh. 12 - Prob. 37PCh. 12 - Bombykol is the sex pheromone of the silk moth....Ch. 12 - Prob. 39PCh. 12 - A dibromide loses only one bromine when it reacts...Ch. 12 - What starting material is required in order to...Ch. 12 - Prob. 42PCh. 12 - Prob. 1PCh. 12 - Prob. 2PCh. 12 - Prob. 3PCh. 12 - Prob. 4P
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