Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 5.7, Problem 5.12P
When optically pure (R)-2-bromobutane is heated with water, butan-2-ol is the product The reaction forms twice as much (S)-butan-2-ol as (R)-butan-2-ol Calculate the e. e. and the specific rotation expected for the product.
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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 5 Solutions
Organic Chemistry (9th Edition)
Ch. 5.2 - Determine whether the following objects are chiral...Ch. 5.2A - Prob. 5.2PCh. 5.2B - Prob. 5.3PCh. 5.2B - Prob. 5.4PCh. 5.2C - Prob. 5.5PCh. 5.3 - Prob. 5.6PCh. 5.3 - Prob. 5.7PCh. 5.4D - Prob. 5.8PCh. 5.4D - Prob. 5.9PCh. 5.4D - Prob. 5.10P
Ch. 5.5 - Prob. 5.11PCh. 5.7 - When optically pure (R)-2-bromobutane is heated...Ch. 5.7 - Prob. 5.13PCh. 5.8 - Prob. 5.14PCh. 5.9B - Draw three-dimensional representations of the...Ch. 5.10A - For each sot of examples, make a model of the...Ch. 5.10A - Draw a Fischer projection for each compound....Ch. 5.10B - Prob. 5.18PCh. 5.10C - For each Fischer projection, label each asymmetric...Ch. 5.11C - Prob. 5.20PCh. 5.13 - Prob. 5.21PCh. 5.13 - Prob. 5.22PCh. 5.15 - Prob. 5.23PCh. 5.16A - Prob. 5.24PCh. 5 - The following four structures are naturally...Ch. 5 - For each structure, 1. star () any asymmetric...Ch. 5 - Prob. 5.27SPCh. 5 - Prob. 5.28SPCh. 5 - Prob. 5.29SPCh. 5 - Prob. 5.30SPCh. 5 - Prob. 5.31SPCh. 5 - Prob. 5.32SPCh. 5 - Prob. 5.33SPCh. 5 - Prob. 5.34SPCh. 5 - For each structure, 1. draw all the stereoisomers....Ch. 5 - Prob. 5.36SPCh. 5 - Prob. 5.37SPCh. 5 - 3,4-Dimethylpent-1-ene has the formula...Ch. 5 - A graduate student was studying enzymatic...Ch. 5 - Prob. 5.40SPCh. 5 - Prob. 5.41SP
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- 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 × NO2 ○ donating O donating O withdrawing O withdrawing O electron-rich electron-deficient no inductive effects O no resonance effects O similar to benzene E [ CI O donating withdrawing O no inductive effects Explanation Check ○ donating withdrawing no resonance effects electron-rich electron-deficient O similar to benzene © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center Accesarrow_forwardUnderstanding how substituents activate Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic aromatic substitution. Explanation HN NH2 Check X (Choose one) (Choose one) (Choose one) (Choose one) © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center Aarrow_forwardIdentifying electron-donating and electron-withdrawing effects on benzene 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. Inductive Effects Resonance Effects Overall Electron-Density Molecule CF3 O donating O donating O withdrawing O withdrawing O no inductive effects O no resonance effects electron-rich electron-deficient O similar to benzene CH3 O donating O withdrawing O no inductive effects O donating O withdrawing Ono resonance effects O electron-rich O electron-deficient O similar to benzene Explanation Check Х © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Centerarrow_forward
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