General, Organic, and Biological Chemistry Seventh Edition
7th Edition
ISBN: 9781305767867
Author: H. Stephan Stoker
Publisher: Cengage Learning
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Textbook Question
Chapter 13, Problem 13.116EP
Write a structural formula for each of the following compounds.
- a. o-Ethylpropylbenzene
- b. m-Xylene
- c. 2-Bromotoluene
- d. 2-Phenylpropane
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It is not unexpected that the methoxyl substituent on a cyclohexane ring
prefers to adopt the equatorial conformation.
OMe
H
A G₂ = +0.6 kcal/mol
OMe
What is unexpected is that the closely related 2-methoxytetrahydropyran
prefers the axial conformation:
H
H
OMe
OMe
A Gp=-0.6 kcal/mol
Methoxy: CH3O group
Please be specific and clearly write the reason why this is observed. This effect that provides
stabilization of the axial OCH 3 group in this molecule is called the anomeric effect. [Recall in the way of
example, the staggered conformer of ethane is more stable than eclipsed owing to bonding MO
interacting with anti-bonding MO...]
206 Pb
82
Express your answers as integers. Enter your answers separated by a comma.
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VAΣ
ΜΕ ΑΣΦ
Np, N₁ = 82,126
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?
protons, neutrons
Please draw the inverted chair forms of the products for the two equilibrium reactions
shown below. Circle the equilibrium reaction that would have a AG = 0, i.e., the relative energy of
the reactant (to the left of the equilibrium arrows) equals the relative energy of the product? [No
requirement to show or do calculations.]
CH3
CH3
HH
CH3
1
-CH3
Chapter 13 Solutions
General, Organic, and Biological Chemistry Seventh Edition
Ch. 13.1 - Prob. 1QQCh. 13.1 - Prob. 2QQCh. 13.1 - Prob. 3QQCh. 13.2 - Prob. 1QQCh. 13.2 - Prob. 2QQCh. 13.2 - Prob. 3QQCh. 13.2 - Prob. 4QQCh. 13.3 - Prob. 1QQCh. 13.3 - Prob. 2QQCh. 13.3 - Prob. 3QQ
Ch. 13.3 - Prob. 4QQCh. 13.4 - Prob. 1QQCh. 13.4 - Prob. 2QQCh. 13.5 - Prob. 1QQCh. 13.5 - Prob. 2QQCh. 13.5 - Prob. 3QQCh. 13.6 - Prob. 1QQCh. 13.6 - Prob. 2QQCh. 13.6 - Prob. 3QQCh. 13.7 - Prob. 1QQCh. 13.7 - Prob. 2QQCh. 13.7 - Prob. 3QQCh. 13.8 - Prob. 1QQCh. 13.8 - Prob. 2QQCh. 13.9 - Prob. 1QQCh. 13.9 - Prob. 2QQCh. 13.10 - Prob. 1QQCh. 13.10 - Prob. 2QQCh. 13.10 - Prob. 3QQCh. 13.10 - Prob. 4QQCh. 13.10 - Prob. 5QQCh. 13.11 - Prob. 1QQCh. 13.11 - Prob. 2QQCh. 13.11 - Prob. 3QQCh. 13.11 - Prob. 4QQCh. 13.11 - Prob. 5QQCh. 13.12 - Prob. 1QQCh. 13.12 - Prob. 2QQCh. 13.12 - Prob. 3QQCh. 13.12 - Prob. 4QQCh. 13.12 - Prob. 5QQCh. 13.13 - Prob. 1QQCh. 13.13 - Prob. 2QQCh. 13.13 - Prob. 3QQCh. 13.14 - Prob. 1QQCh. 13.14 - Prob. 2QQCh. 13.14 - Prob. 3QQCh. 13.14 - Prob. 4QQCh. 13.15 - Prob. 1QQCh. 13.15 - Prob. 2QQCh. 13.15 - Prob. 3QQCh. 13.15 - Prob. 4QQCh. 13.16 - Prob. 1QQCh. 13.16 - Prob. 2QQCh. 13 - Classify each of the following hydrocarbons as...Ch. 13 - Classify each of the following hydrocarbons as...Ch. 13 - Prob. 13.3EPCh. 13 - Prob. 13.4EPCh. 13 - Prob. 13.5EPCh. 13 - Prob. 13.6EPCh. 13 - Prob. 13.7EPCh. 13 - Prob. 13.8EPCh. 13 - Prob. 13.9EPCh. 13 - What is the molecular formula for each of the...Ch. 13 - Prob. 13.11EPCh. 13 - Prob. 13.12EPCh. 13 - What is wrong, if anything, with the following...Ch. 13 - Prob. 13.14EPCh. 13 - Prob. 13.15EPCh. 13 - Prob. 13.16EPCh. 13 - Prob. 13.17EPCh. 13 - Prob. 13.18EPCh. 13 - Draw a condensed structural formula for each of...Ch. 13 - Draw a condensed structural formula for each of...Ch. 13 - The following names are incorrect by IUPAC rules....Ch. 13 - The following names are incorrect by IUPAC rules....Ch. 13 - Prob. 13.23EPCh. 13 - Prob. 13.24EPCh. 13 - Prob. 13.25EPCh. 13 - Classify each of the following compounds as...Ch. 13 - Prob. 13.27EPCh. 13 - How many hydrogen atoms are present in a molecule...Ch. 13 - Prob. 13.29EPCh. 13 - Draw a line-angle structural formula for each of...Ch. 13 - Prob. 13.31EPCh. 13 - Prob. 13.32EPCh. 13 - Prob. 13.33EPCh. 13 - Prob. 13.34EPCh. 13 - Prob. 13.35EPCh. 13 - Prob. 13.36EPCh. 13 - Prob. 13.37EPCh. 13 - Prob. 13.38EPCh. 13 - For each of the following pairs of alkenes,...Ch. 13 - Prob. 13.40EPCh. 13 - Prob. 13.41EPCh. 13 - Prob. 13.42EPCh. 13 - Prob. 13.43EPCh. 13 - Prob. 13.44EPCh. 13 - Prob. 13.45EPCh. 13 - Prob. 13.46EPCh. 13 - For each molecule, indicate whether cistrans...Ch. 13 - For each molecule, indicate whether cistrans...Ch. 13 - Prob. 13.49EPCh. 13 - Prob. 13.50EPCh. 13 - Prob. 13.51EPCh. 13 - Draw a structural formula for each of the...Ch. 13 - Prob. 13.53EPCh. 13 - Prob. 13.54EPCh. 13 - Prob. 13.55EPCh. 13 - Prob. 13.56EPCh. 13 - Prob. 13.57EPCh. 13 - Prob. 13.58EPCh. 13 - Why is the number of carbon atoms in a terpene...Ch. 13 - How many isoprene units are present in a....Ch. 13 - Prob. 13.61EPCh. 13 - Indicate whether each of the following statements...Ch. 13 - Prob. 13.63EPCh. 13 - With the help of Figure 13-7, indicate whether...Ch. 13 - Prob. 13.65EPCh. 13 - Prob. 13.66EPCh. 13 - Prob. 13.67EPCh. 13 - Prob. 13.68EPCh. 13 - Prob. 13.69EPCh. 13 - Prob. 13.70EPCh. 13 - Prob. 13.71EPCh. 13 - Prob. 13.72EPCh. 13 - Prob. 13.73EPCh. 13 - Prob. 13.74EPCh. 13 - Prob. 13.75EPCh. 13 - Write a chemical equation showing reactants,...Ch. 13 - Supply the structural formula of the product in...Ch. 13 - Prob. 13.78EPCh. 13 - What reactant would you use to prepare each of the...Ch. 13 - Prob. 13.80EPCh. 13 - Prob. 13.81EPCh. 13 - Prob. 13.82EPCh. 13 - Prob. 13.83EPCh. 13 - Prob. 13.84EPCh. 13 - Prob. 13.85EPCh. 13 - Prob. 13.86EPCh. 13 - Prob. 13.87EPCh. 13 - Prob. 13.88EPCh. 13 - Prob. 13.89EPCh. 13 - Prob. 13.90EPCh. 13 - Prob. 13.91EPCh. 13 - Prob. 13.92EPCh. 13 - Prob. 13.93EPCh. 13 - What are the bond angles about the triple bond in...Ch. 13 - Prob. 13.95EPCh. 13 - Prob. 13.96EPCh. 13 - Prob. 13.97EPCh. 13 - Prob. 13.98EPCh. 13 - Prob. 13.99EPCh. 13 - Prob. 13.100EPCh. 13 - Prob. 13.101EPCh. 13 - Prob. 13.102EPCh. 13 - Prob. 13.103EPCh. 13 - Prob. 13.104EPCh. 13 - Prob. 13.105EPCh. 13 - Prob. 13.106EPCh. 13 - Prob. 13.107EPCh. 13 - Prob. 13.108EPCh. 13 - Assign each of the compounds in Problem 13-107 an...Ch. 13 - Assign each of the compounds in Problem 13-108 an...Ch. 13 - Prob. 13.111EPCh. 13 - Prob. 13.112EPCh. 13 - Prob. 13.113EPCh. 13 - Prob. 13.114EPCh. 13 - Prob. 13.115EPCh. 13 - Write a structural formula for each of the...Ch. 13 - Eight isomeric substituted benzenes have the...Ch. 13 - Prob. 13.118EPCh. 13 - Prob. 13.119EPCh. 13 - Prob. 13.120EPCh. 13 - Prob. 13.121EPCh. 13 - Prob. 13.122EPCh. 13 - Prob. 13.123EPCh. 13 - Prob. 13.124EPCh. 13 - Prob. 13.125EPCh. 13 - For each of the following classes of compounds,...Ch. 13 - Prob. 13.127EPCh. 13 - Prob. 13.128EPCh. 13 - Prob. 13.129EPCh. 13 - Prob. 13.130EP
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- 5. Please consider the Newman projection of tartaric acid drawn below as an eclipsed conformer (1). Please draw the most stable conformer and two intermediate energy conformers noting that staggered conformers are lower in energy than eclipsed forms even if the staggered conformers have gauche relationships between groups. [Draw the substituents H and OH on the front carbons and H, OH and CO₂H on the back carbons based on staggered forms. -CO₂H is larger than -OH.] OH COH ICOOH COOH COOH 1 2 COOH COOH 3 4 Staggered Staggered Staggered (most stable) Indicate the number of each conformer above (1, 2, 3 and 4) that corresponds to the relative energies below. Ref=0 Rotation 6. (60 points) a. Are compounds 1 and 2 below enantiomers, diastereomers or identical? OH OH HO HO LOH HO HO OH 2 OH OH b. Please complete the zig-zag conformation of the compound (3R,4S)-3,4-dichloro-2,5-dimethylhexane by writing the respective atoms in the boxes. 3.arrow_forwardThe plutonium isotope with 144 neutrons Enter the chemical symbol of the isotope.arrow_forwardThe mass ratio of sodium to fluorine in sodium fluoride is 1.21:1. A sample of sodium fluoride produced 26.1 gg of sodium upon decomposition. How much fluorine was formed?arrow_forward
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