CHEMISTRY-MASTERINGCHEMISTRY W/ETEXT
8th Edition
ISBN: 9780135204634
Author: Robinson
Publisher: PEARSON
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Chapter 23, Problem 23.16A
Draw complete electron-dot structures from the line drawing by adding lone pairs of electrons and hydrogen atoms.
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Kumada Coupling:
1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a
mechanism and give two reasons why you would NOT get the desired product.
Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene.
Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Wintergreen from Aspirin:
1. In isolating the salicylic acid, why is it important to press out as much of the water as possible?
2. Write the mechanism of the esterification reaction you did.
3.
What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and
then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional
group change.
What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Synthesis of ZybanⓇ:
1. Write a mechanism for the bromination of m-chloropropiophenone.
Br₂
CH2Cl2
Cl
Br
2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks).
3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What
other impurities are present in your product and how do you know?
Chapter 23 Solutions
CHEMISTRY-MASTERINGCHEMISTRY W/ETEXT
Ch. 23 - Prob. 23.1PCh. 23 - Prob. 23.2ACh. 23 - Prob. 23.3PCh. 23 - Prob. 23.4ACh. 23 - Prob. 23.5PCh. 23 - Prob. 23.6ACh. 23 - Draw a complete electron-dot structure for...Ch. 23 - Limonene is the major component in the oil of...Ch. 23 - Draw an orbital overlap picture for methyl a mine...Ch. 23 - Prob. 23.10A
Ch. 23 - Draw an orbital overlap picture for formaldehyde,...Ch. 23 - Prob. 23.12ACh. 23 - Prob. 23.13PCh. 23 - Prob. 23.14ACh. 23 - Prob. 23.15PCh. 23 - Draw complete electron-dot structures from the...Ch. 23 - Prob. 23.17PCh. 23 - Prob. 23.18ACh. 23 - Draw a simplified orbital overlap picture of...Ch. 23 - Prob. 23.20ACh. 23 - Prob. 23.21PCh. 23 - Prob. 23.22ACh. 23 - Prob. 23.23PCh. 23 - Prob. 23.24ACh. 23 - Prob. 23.25PCh. 23 - Prob. 23.26ACh. 23 - Asparagine is a naturally occurring aminoacid that...Ch. 23 - Prob. 23.28PCh. 23 - Prob. 23.29PCh. 23 - Prob. 23.30CPCh. 23 - Prob. 23.31CPCh. 23 - Prob. 23.32CPCh. 23 - Prob. 23.33CPCh. 23 - Prob. 23.34CPCh. 23 - Prob. 23.35CPCh. 23 - The following structure is a representation of...Ch. 23 - Prob. 23.37CPCh. 23 - Prob. 23.38CPCh. 23 - Prob. 23.39CPCh. 23 - Prob. 23.40SPCh. 23 - Prob. 23.41SPCh. 23 - Draw a straight-chain alkane with 6 carbon atoms...Ch. 23 - Prob. 23.43SPCh. 23 - Prob. 23.44SPCh. 23 - Prob. 23.45SPCh. 23 - The following line drawings represent two amino...Ch. 23 - Prob. 23.47SPCh. 23 - Prob. 23.48SPCh. 23 - Prob. 23.49SPCh. 23 - Prob. 23.50SPCh. 23 - Prob. 23.51SPCh. 23 - Prob. 23.52SPCh. 23 - Prob. 23.53SPCh. 23 - Prob. 23.54SPCh. 23 - Prob. 23.55SPCh. 23 - Prob. 23.56SPCh. 23 - Prob. 23.57SPCh. 23 - Prob. 23.58SPCh. 23 - Give a line drawing and molecular formula for the...Ch. 23 - Prob. 23.60SPCh. 23 - Prob. 23.61SPCh. 23 - Prob. 23.62SPCh. 23 - Prob. 23.63SPCh. 23 - Prob. 23.64SPCh. 23 - Prob. 23.65SPCh. 23 - Draw the complete electron-dot structure and...Ch. 23 - Prob. 23.67SPCh. 23 - Prob. 23.68SPCh. 23 - Prob. 23.69SPCh. 23 - Prob. 23.70SPCh. 23 - Prob. 23.71SPCh. 23 - Prob. 23.72SPCh. 23 - Prob. 23.73SPCh. 23 - Prob. 23.74SPCh. 23 - Prob. 23.75SPCh. 23 - Prob. 23.76SPCh. 23 - Prob. 23.77SPCh. 23 - Prob. 23.78SPCh. 23 - Prob. 23.79SPCh. 23 - Prob. 23.80SPCh. 23 - Prob. 23.81SPCh. 23 - Prob. 23.82SPCh. 23 - Prob. 23.83SPCh. 23 - Prob. 23.84SPCh. 23 - Prob. 23.85SPCh. 23 - Prob. 23.86SPCh. 23 - What does it mean to say that fats and oils are...Ch. 23 - Prob. 23.88SPCh. 23 - Prob. 23.89SPCh. 23 - Prob. 23.90SPCh. 23 - Prob. 23.91SPCh. 23 - Prob. 23.92SPCh. 23 - Prob. 23.93SPCh. 23 - Prob. 23.94SPCh. 23 - Prob. 23.95SPCh. 23 - Prob. 23.96SPCh. 23 - Prob. 23.97SPCh. 23 - Prob. 23.98SPCh. 23 - Prob. 23.99SPCh. 23 - Prob. 23.100SPCh. 23 - Prob. 23.101SPCh. 23 - Prob. 23.102SPCh. 23 - Prob. 23.103SPCh. 23 - Prob. 23.104SPCh. 23 - Prob. 23.105SPCh. 23 - Prob. 23.106SPCh. 23 - Prob. 23.107SPCh. 23 - Prob. 23.108SPCh. 23 - Prob. 23.109SPCh. 23 - Prob. 23.110SPCh. 23 - Prob. 23.111SPCh. 23 - Prob. 23.112SPCh. 23 - Prob. 23.113SPCh. 23 - What amino acids do the following abbreviations...Ch. 23 - Name and draw the structures of amino acids that...Ch. 23 - Identify the amino acids present in the following...Ch. 23 - Prob. 23.117SPCh. 23 - Prob. 23.118SPCh. 23 - Prob. 23.119SPCh. 23 - Prob. 23.120SPCh. 23 - Prob. 23.121SPCh. 23 - Prob. 23.122SPCh. 23 - Prob. 23.123SPCh. 23 - Prob. 23.124SPCh. 23 - Prob. 23.125SPCh. 23 - Prob. 23.126SPCh. 23 - Prob. 23.127SPCh. 23 - Prob. 23.128SPCh. 23 - Prob. 23.129SPCh. 23 - Prob. 23.130SPCh. 23 - Prob. 23.131SPCh. 23 - Prob. 23.132SPCh. 23 - Prob. 23.133SPCh. 23 - Prob. 23.134MPCh. 23 - Prob. 23.135MPCh. 23 - Cytochrome c is an important enzyme found in the...Ch. 23 - Prob. 23.137MPCh. 23 - Prob. 23.138MP
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