GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
4th Edition
ISBN: 9781265982959
Author: SMITH
Publisher: MCG
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Chapter 11, Problem 70P
Explain why pantothenic acid, vitamin B5, is water soluble.
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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 11 Solutions
GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
Ch. 11.1 - Prob. 11.1PCh. 11.2 - Fill in all H's and lone pairs in each compound.Ch. 11.3 - Prob. 11.2PPCh. 11.3 - Prob. 11.2PCh. 11.3 - Prob. 11.3PCh. 11.3 - Prob. 11.3PPCh. 11.3 - How many lone pairs are present in lidocaine, the...Ch. 11.4 - Convert each compound to a condensed formula.Ch. 11.4 - Convert each condensed formula to a complete...Ch. 11.4 - Convert each skeletal structure to a complete...
Ch. 11.4 - Prob. 11.5PCh. 11.4 - How many H’s are bonded to each indicated carbon...Ch. 11.4 - Using the skeletal structure, determine the...Ch. 11.5 - Prob. 11.7PCh. 11.5 - Prob. 11.8PCh. 11.5 - For each compound. [1] Identify the functional...Ch. 11.5 - How do a carboxylic acid and an alcohol differ?...Ch. 11.5 - Label each of the following condensed structures...Ch. 11.5 - Prob. 11.11PCh. 11.5 - Prob. 11.12PCh. 11.5 - Identify all of the functional groups in atenolol,...Ch. 11.5 - Prob. 11.13PCh. 11.5 - Prob. 11.10PPCh. 11.5 - Prob. 11.14PCh. 11.6 - Indicate the polar bonds in each compound. Label...Ch. 11.6 - Prob. 11.11PPCh. 11.6 - Prob. 11.16PCh. 11.6 - Predict the water solubility of each compound.Ch. 11.6 - Prob. 11.17PCh. 11.7 - Prob. 11.18PCh. 11.7 - Prob. 11.19PCh. 11.7 - Prob. 11.20PCh. 11 - Prob. 21PCh. 11 - Prob. 22PCh. 11 - Complete each structure by filling in all H’s and...Ch. 11 - Complete the structure of mepivacaine by filling...Ch. 11 - Prob. 25PCh. 11 - Prob. 26PCh. 11 - Prob. 27PCh. 11 - Prob. 28PCh. 11 - “Ecstasy” is a widely used illegal stimulant....Ch. 11 - Prob. 30PCh. 11 - Explain why each C—C—C bond angle in benzene...Ch. 11 - Prob. 32PCh. 11 - Convert each compound to a condensed structure.Ch. 11 - Convert each compound to a condensed structure.Ch. 11 - Convert each compound to a skeletal structure.Ch. 11 - Convert each compound to a skeletal structure.Ch. 11 - Convert each shorthand structure to a complete...Ch. 11 - Convert each shorthand structure to a complete...Ch. 11 - Convert each skeletal structure to a complete...Ch. 11 - Convert each skeletal structure to a complete...Ch. 11 - A and B are ball-and-stick models of two compounds...Ch. 11 - Prob. 42PCh. 11 - What is wrong in each of the following shorthand...Ch. 11 - Prob. 44PCh. 11 - Prob. 45PCh. 11 - Albuterol (trade names Proventil and Ventolin) is...Ch. 11 - Prob. 47PCh. 11 - Prob. 48PCh. 11 - Prob. 49PCh. 11 - (a) Identify the functional groups in donepezil,...Ch. 11 - Prob. 51PCh. 11 - GHB is an addictive, illegal recreational drug...Ch. 11 - Prob. 53PCh. 11 - Prob. 54PCh. 11 - Prob. 55PCh. 11 - Prob. 56PCh. 11 - Prob. 57PCh. 11 - (a) Identify the functional groups in venlafaxine,...Ch. 11 - You are given two unlabeled bottles of solids, one...Ch. 11 - State how potassium iodide (KI) and pentane...Ch. 11 - The given beaker contains 100 mL of the organic...Ch. 11 - Prob. 62PCh. 11 - Why do we need to know the shape of a molecule...Ch. 11 - 1,1-Dichloroethylene (CH2=CCl2) is a starting...Ch. 11 - Indicate the polar bonds in each molecule. Label...Ch. 11 - Indicate the polar bonds in each molecule. Label...Ch. 11 - Classify each molecule as polar or nonpolar.Ch. 11 - Classify each molecule as polar or nonpolar. a....Ch. 11 - Which molecule is more water soluble? Explain.Ch. 11 - Explain why pantothenic acid, vitamin B5, is water...Ch. 11 - Prob. 71PCh. 11 - Prob. 72PCh. 11 - Explain why regularly taking a large excess of a...Ch. 11 - You can obtain the minimum daily requirement of...Ch. 11 - Prob. 75PCh. 11 - Vitamin B6 is obtained by eating a diet that...Ch. 11 - Prob. 77PCh. 11 - Can an oxygen-containing organic compound, have...Ch. 11 - Prob. 79PCh. 11 - Prob. 80PCh. 11 - Benzocaine is the active ingredient in topical...Ch. 11 - Methyl salicylate is responsible for the...Ch. 11 - Answer the following questions about aldosterone,...Ch. 11 - Answer the following questions about...Ch. 11 - Prob. 85PCh. 11 - Skin moisturizers come in two types, (a) One type...Ch. 11 - THC is the active component in marijuana (Section...Ch. 11 - Cocaine is a widely abused, addicting drug....
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