General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9780073511245
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 11, Problem 11.67P
Why do we need to know the shape of a molecule with polar bonds before deciding if the molecule is polar nonpolar?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Complete the following table. The only density needed is already given. Show your
calculations in a neat and easy-to-follow manner in the space below the table. All units
should be included and significant figures should be given close attention. Be sure to notice
that the amount of material should be in millimoles rather than moles, and the theoretical
mass of the product should in milligrams rather than grams.
LOCH 3
+
H2SO4
HNO 3
O=C-OCH 3
NO2
x
H₂O
F.W.
4.0 mL 1.3 M
amount
0.50 mL
in H2SO4
mg Theoretical
Theoretical
mmoles
density
1.09
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 11 Solutions
General, Organic, & Biological Chemistry
Ch. 11.1 - Prob. 11.1PCh. 11.2 - Fill in all H's and lone pairs in each compound.Ch. 11.3 - Prob. 11.3PCh. 11.3 - Prob. 11.4PCh. 11.3 - Prob. 11.5PCh. 11.3 - Prob. 11.6PCh. 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 - How many H’s are bonded to each indicated carbon...Ch. 11.5 - Prob. 11.12PCh. 11.5 - For each compound: [1] Identify the functional...Ch. 11.5 - Prob. 11.14PCh. 11.5 - Prob. 11.15PCh. 11.5 - Prob. 11.16PCh. 11.5 - Identify all of the functional groups in atenolol,...Ch. 11.5 - Prob. 11.18PCh. 11.5 - Prob. 11.19PCh. 11.6 - Indicate the polar bonds in each compound. Label...Ch. 11.6 - Prob. 11.21PCh. 11.6 - Prob. 11.22PCh. 11.6 - Predict the water solubility of each compound....Ch. 11.6 - Prob. 11.24PCh. 11.7 - Prob. 11.25PCh. 11.7 - Prob. 11.26PCh. 11 - Prob. 11.27PCh. 11 - Prob. 11.28PCh. 11 - Complete each structure by filling in all H’s and...Ch. 11 - Prob. 11.30PCh. 11 - Prob. 11.31PCh. 11 - Prob. 11.32PCh. 11 - Prob. 11.33PCh. 11 - Prob. 11.34PCh. 11 - “Ecstasy” is a widely used illegal stimulant....Ch. 11 - Prob. 11.36PCh. 11 - Explain why each C—C—C bond angle in benzene...Ch. 11 - Prob. 11.38PCh. 11 - Prob. 11.39PCh. 11 - Prob. 11.40PCh. 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 - A and B are ball-and-stick models of two compounds...Ch. 11 - Prob. 11.46PCh. 11 - What is wrong in each of the following shorthand...Ch. 11 - Prob. 11.48PCh. 11 - Prob. 11.49PCh. 11 - Albuterol (trade names Proventil and Ventolin) is...Ch. 11 - Prob. 11.51PCh. 11 - Prob. 11.52PCh. 11 - Prob. 11.53PCh. 11 - Prob. 11.54PCh. 11 - Prob. 11.55PCh. 11 - GHB is an addictive, illegal recreational drug...Ch. 11 - Prob. 11.57PCh. 11 - Prob. 11.58PCh. 11 - Prob. 11.59PCh. 11 - Prob. 11.60PCh. 11 - Prob. 11.61PCh. 11 - Prob. 11.62PCh. 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. 11.66PCh. 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. 11.75PCh. 11 - Prob. 11.76PCh. 11 - Explain why regularly taking a large excess of a...Ch. 11 - You can obtain the minimum daily requirement of...Ch. 11 - Prob. 11.79PCh. 11 - Vitamin B6 is obtained by eating a diet that...Ch. 11 - Prob. 11.81PCh. 11 - Can an oxygen-containing organic compound, have...Ch. 11 - Prob. 11.83PCh. 11 - Prob. 11.84PCh. 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. 11.89PCh. 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....
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- 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?arrow_forwardSynthesis of Ibuprofen-Part 2: 1. Some pain relievers including ibuprofen (MotrinⓇ) and naproxen (Aleve®) are "α-arylpropanoic acids." Look up the structure of naproxen (AleveⓇ), another a-arylpropionic acid. Using the same reactions that we used for making ibuprofen, show how to make naproxen from the compound below. Show all intermediates and reagents in your synthesis. Show how you would prepare ibuprofen starting from p-isobutylbenzene rather than p-isobutylacetophenenone. What reaction steps would need to change/add? 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?arrow_forwardAcid Catalyzed Aromatization of Carvone: 1. Starting with the ketone, below, draw a mechanism for the reaction to give the phenol as shown. H2SO4 HO- H₂O 2. Why do we use CDCl instead of CHCl, for acquiring our NMR spectra? 3. Why does it not matter which enantiomer of carvone is used for this reaction? 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?arrow_forward
- Assign this H NMRarrow_forwardPlease complete these blanks need that asaparrow_forwardNitration of Methyl Benzoate: 1. Predict the major product for the reaction below AND provide a mechanism. Include ALL resonance structures for the intermediate. C(CH3)3 NO₂* ? 2. Assuming the stoichiometry is 1:1 for the reaction above, what volume of concentrated nitric acid would be required to mononitrate 0.50 grams of the compound above? What product(s) might you expect if you nitrated phenol instead of methyl benzoate? Explain your reasoning. 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?arrow_forward
- Sodium Borohydride Reduction (continued on the next page): 1. Draw the product of each of the reactions below and give the formula mass to the nearest whole number. ? (1) NaBH (2) acid (1) NaBD4 (2) acid ? 2. In mass spectra, alcohols typically break as shown in equation 8 in chapter 11 (refer to your lab manual). The larger group is generally lost and this gives rise to the base peak in the mass spectrum. For the products of each of the reactions in question # 1, draw the ion corresponding to the base peak for that product and give its mass to charge ratio (m/z). 3. Given the reaction below, calculate how many mg of 1-phenyl-1-butanol that can be produced using 31 mg NaBH4 and an excess of butyrophenone. 4. + NaBH4 OH (after workup with dilute HCI) 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?arrow_forwardAspirin from Wintergreen: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? Write a step-by-step mechanism for the esterification of salicylic acid with acetic anhydride catalyzed by concentrated H₂SO4. 3. Calculate the exact monoisotopic mass of aspirin showing your work. 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?arrow_forwardSynthesis of Ibuprofen-Part 1: 1. What characteristic absorption band changes would you expect in the IR spectrum on going from p-isobutylacetophenone to 1-(4-isobutylphenyl)-ethanol and then to 1-(4-isobutylphenyl)-1-choroethane as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. Given that the mechanism of the chlorination reaction today involves formation of a benzylic carbocation, explain why the following rearranged product is not formed. محرم محمد 3. Why do we use dilute HCl for the first step of the reaction today and concentrated HCI for the second step? 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?arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
World of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning
Chemistry: Matter and ChangeChemistryISBN:9780078746376Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl WistromPublisher:Glencoe/McGraw-Hill School Pub Co
Introductory Chemistry: An Active Learning Approa...ChemistryISBN:9781305079250Author:Mark S. Cracolice, Ed PetersPublisher:Cengage Learning
Chemistry: Principles and PracticeChemistryISBN:9780534420123Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward MercerPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Living By Chemistry: First Edition TextbookChemistryISBN:9781559539418Author:Angelica StacyPublisher:MAC HIGHER
World of Chemistry, 3rd edition
Chemistry
ISBN:9781133109655
Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCoste
Publisher:Brooks / Cole / Cengage Learning
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Introductory Chemistry: An Active Learning Approa...
Chemistry
ISBN:9781305079250
Author:Mark S. Cracolice, Ed Peters
Publisher:Cengage Learning
Chemistry: Principles and Practice
Chemistry
ISBN:9780534420123
Author:Daniel L. Reger, Scott R. Goode, David W. Ball, Edward Mercer
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Living By Chemistry: First Edition Textbook
Chemistry
ISBN:9781559539418
Author:Angelica Stacy
Publisher:MAC HIGHER
Types of bonds; Author: Edspira;https://www.youtube.com/watch?v=Jj0V01Arebk;License: Standard YouTube License, CC-BY