General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Question
Chapter 13, Problem 13.86P
Interpretation Introduction
Interpretation:
The reagents needed to carry out the reactions in the given sequence need to be identified.
Concept Introduction:
Aromatic compounds undergo substitution reactions in which one of the hydrogen in the benzene ring is replaced by another atom or groups.- Chlorination, nitration, and sulfonation are common substitution reactions wherein one of the H atoms is replaced by a -Cl, -NO2 or -SO3H group, respectively.
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Complete the following table. The only density needed is already given. Show your
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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?
Chapter 13 Solutions
General, Organic, & Biological Chemistry
Ch. 13.1 - Convert each condensed structure to a complete...Ch. 13.1 - Prob. 13.2PCh. 13.1 - Complete the structure of zingiberene, a component...Ch. 13.2 - Prob. 13.4PCh. 13.2 - Prob. 13.5PCh. 13.2 - Prob. 13.6PCh. 13.3 - Prob. 13.7PCh. 13.3 - Prob. 13.8PCh. 13.3 - Prob. 13.9PCh. 13.3 - Prob. 13.10P
Ch. 13.3 - Prob. 13.11PCh. 13.3 - Prob. 13.12PCh. 13.3 - Prob. 13.13PCh. 13.4 - Prob. 13.14PCh. 13.6 - Prob. 13.15PCh. 13.6 - Prob. 13.16PCh. 13.6 - Prob. 13.17PCh. 13.6 - Prob. 13.18PCh. 13.6 - Prob. 13.19PCh. 13.7 - Prob. 13.20PCh. 13.8 - Prob. 13.21PCh. 13.8 - Prob. 13.22PCh. 13.10 - Give the IUPAC name of each compound.
Ch. 13.10 - Prob. 13.24PCh. 13.11 - Prob. 13.25PCh. 13.12 - Prob. 13.26PCh. 13.13 - Prob. 13.27PCh. 13.13 - Prob. 13.28PCh. 13 - Anethole, the major constituent of anise oil, is...Ch. 13 - Prob. 13.30PCh. 13 - What is the molecular formula for a hydrocarbon...Ch. 13 - Prob. 13.32PCh. 13 - Prob. 13.33PCh. 13 - Prob. 13.34PCh. 13 - Prob. 13.35PCh. 13 - Prob. 13.36PCh. 13 - Give the IUPAC name for each molecule depicted in...Ch. 13 - Give the IUPAC name for each molecule depicted in...Ch. 13 - Give the IUPAC name for each compound. a....Ch. 13 - Give the IUPAC name for each compound. d....Ch. 13 - Prob. 13.41PCh. 13 - Prob. 13.42PCh. 13 - Give the structure corresponding to each IUPAC...Ch. 13 - Prob. 13.44PCh. 13 - Each of the following IUPAC names is incorrect....Ch. 13 - Each of the following IUPAC names is incorrect....Ch. 13 - Prob. 13.47PCh. 13 - Prob. 13.48PCh. 13 - Prob. 13.49PCh. 13 - Label the carbon-carbon double bond as cis or...Ch. 13 - Prob. 13.51PCh. 13 - Prob. 13.52PCh. 13 - Prob. 13.53PCh. 13 - Prob. 13.54PCh. 13 - Prob. 13.55PCh. 13 - Prob. 13.56PCh. 13 - Prob. 13.57PCh. 13 - Prob. 13.58PCh. 13 - Prob. 13.59PCh. 13 - Prob. 13.60PCh. 13 - What alkyd halide is formed when each alkene is...Ch. 13 - Prob. 13.62PCh. 13 - Prob. 13.63PCh. 13 - Prob. 13.64PCh. 13 - What alkene is needed as a starting material to...Ch. 13 - Prob. 13.66PCh. 13 - Prob. 13.67PCh. 13 - Prob. 13.68PCh. 13 - Prob. 13.69PCh. 13 - Prob. 13.70PCh. 13 - Prob. 13.71PCh. 13 - Prob. 13.72PCh. 13 - Prob. 13.73PCh. 13 - Prob. 13.74PCh. 13 - Prob. 13.75PCh. 13 - Prob. 13.76PCh. 13 - Prob. 13.77PCh. 13 - Prob. 13.78PCh. 13 - Prob. 13.79PCh. 13 - Prob. 13.80PCh. 13 - Prob. 13.81PCh. 13 - Are o-bromochlorobenzene and m-bromochlorobenzene...Ch. 13 - Give the structure corresponding to each IUPAC...Ch. 13 - Give the structure corresponding to each IUPAC...Ch. 13 - Prob. 13.85PCh. 13 - Prob. 13.86PCh. 13 - Prob. 13.87PCh. 13 - Prob. 13.88PCh. 13 - Prob. 13.89PCh. 13 - Prob. 13.90PCh. 13 - Prob. 13.91PCh. 13 - Prob. 13.92PCh. 13 - Prob. 13.93PCh. 13 - Eleostearic acid is an unsaturated fatty acid...Ch. 13 - Prob. 13.95PCh. 13 - Prob. 13.96PCh. 13 - Prob. 13.97PCh. 13 - Prob. 13.98PCh. 13 - Prob. 13.99PCh. 13 - Prob. 13.100PCh. 13 - Prob. 13.101PCh. 13 - Prob. 13.102PCh. 13 - Answer the following questions about compound A,...Ch. 13 - Prob. 13.104PCh. 13 - Prob. 13.105PCh. 13 - Prob. 13.106PCh. 13 - Prob. 13.107CPCh. 13 - Prob. 13.108CP
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