ORGANIC CHEMISTRY
6th Edition
ISBN: 9781266633973
Author: SMITH
Publisher: MCG
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Chapter 18, Problem 70P
Interpretation Introduction
Interpretation: A stepwise mechanism for the formation of salsolinol in the given reaction is to be drawn.
Concept introduction: A nucleophilic addition reaction takes place rapidly when carbonyl carbon is more electrophilic. An acid catalyzed reaction makes carbonyl carbon more electrophilic towards the nucleophilic attack.Both
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Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic
aromatic substitution.
Explanation
Check
CF3
(Choose one)
OH
(Choose one)
H
(Choose one)
(Choose one)
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Identifying electron-donating and electron-withdrawing effects
For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the
benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene.
Molecule
Inductive Effects
Resonance Effects
Overall Electron-Density
CF3
O donating
O donating
O electron-rich
O withdrawing
withdrawing
O no inductive effects
O no resonance effects
O electron-deficient
O similar to benzene
OCH3
Explanation
Check
O donating
O donating
○ withdrawing
withdrawing
O no inductive effects
no resonance effects
electron-rich
electron-deficient
O similar to benzene
Х
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The acid-base chemistry of both EDTA and EBT are important to ensuring that the reactions proceed as desired, thus the pH is controlled using a buffer. What percent of the EBT indicator will be in the desired HIn2- state at pH = 10.5. pKa1 = 6.2 and pKa2 = 11.6 of EBT
Chapter 18 Solutions
ORGANIC CHEMISTRY
Ch. 18.1 - Rank the following compounds in order of...Ch. 18.1 - Prob. 2PCh. 18.2 - Give the IUPAC name for each aldehyde.Ch. 18.2 - Prob. 4PCh. 18.2 - Give the IUPAC name for each ketone.Ch. 18.5 - Prob. 11PCh. 18.9 - Problem 21.17 Draw the products of the following...Ch. 18.9 - Problem 21.18 Outline a synthesis of each Wittig...Ch. 18.9 - Problem 21.19 Draw the products (including...Ch. 18.9 - Problem 21.20 What starting materials are needed...
Ch. 18.9 - Prob. 19PCh. 18.10 - Problem 21.22 The product formed when reacts with...Ch. 18.10 - Prob. 21PCh. 18.11 - Prob. 22PCh. 18.11 - Prob. 23PCh. 18.11 - Prob. 24PCh. 18.12 - Prob. 25PCh. 18.12 - Problem 21.28 Draw a stepwise mechanism for the...Ch. 18.13 - Problem 21.29 Draw the products of each...Ch. 18 - Problem 21.40 (a) Give the IUPAC name for A and B....Ch. 18 - 21.41 Rank the following compounds in order of...Ch. 18 - Prob. 39PCh. 18 - 21.43 Give the IUPAC name for each compound.
a....Ch. 18 - 21.44 Give the structure corresponding to each...Ch. 18 - Prob. 42PCh. 18 - 21.46 Draw the products of each reaction.
a. e....Ch. 18 - Prob. 44PCh. 18 - 21.48 Draw all stereoisomers formed in each...Ch. 18 - Prob. 54PCh. 18 - Prob. 55PCh. 18 - Prob. 56PCh. 18 - Devise a synthesis of each alkene using a Wittig...Ch. 18 - Prob. 60PCh. 18 - Prob. 62PCh. 18 - Prob. 63PCh. 18 - 21.64 Draw a stepwise mechanism for the following...Ch. 18 - 21.65 Draw a stepwise mechanism f or the following...Ch. 18 - Prob. 67PCh. 18 - 21.67 Draw a stepwise mechanism for each...Ch. 18 - Prob. 69PCh. 18 - Prob. 70P
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