Laboratory Manual Chemistry in Context
8th Edition
ISBN: 9780073518121
Author: American Chemical Society
Publisher: McGraw-Hill Education
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Chapter 10.4, Problem 10.11CT
Interpretation Introduction
Interpretation:
The name of super aspirins has to be given and the reason for them disappearing from pharmaceutical radar screen has to be given.
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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.
▸ View Available Hint(s)
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 10 Solutions
Laboratory Manual Chemistry in Context
Ch. 10.2 - Skill Building Checking on Carbon a. Examine the...Ch. 10.2 - Prob. 10.7YTCh. 10.3 - Skill Building Ester Formation Draw structural...Ch. 10.3 - Prob. 10.10YTCh. 10.4 - Prob. 10.11CTCh. 10.4 - You Decide Supersize My Aspirin A friend who...Ch. 10.5 - Modern methods of drug discovery involve...Ch. 10.5 - Make two lists of drugs for each of the two...Ch. 10.5 - See for yourself the shapes of drug molecules by...Ch. 10.6 - Prob. 10.17YT
Ch. 10.6 - Prob. 10.18CTCh. 10.10 - Prob. 10.24CTCh. 10.10 - Prob. 10.25CTCh. 10.10 - Prob. 10.26YTCh. 10 - Prob. 10.1CTCh. 10 - Prob. 1QCh. 10 - Prob. 2QCh. 10 - Prob. 3QCh. 10 - Write the structural formula and line-angle...Ch. 10 - Prob. 5QCh. 10 - Prob. 6QCh. 10 - Prob. 7QCh. 10 - Prob. 8QCh. 10 - Prob. 9QCh. 10 - Prob. 10QCh. 10 - Prob. 11QCh. 10 - Prob. 12QCh. 10 - Prob. 13QCh. 10 - Prob. 14QCh. 10 - Prob. 15QCh. 10 - Prob. 16QCh. 10 - Prob. 17QCh. 10 - Prob. 18QCh. 10 - Prob. 19QCh. 10 - Prob. 20QCh. 10 - Prob. 21QCh. 10 - Sulfanilamide is the simplest sulfa drug, a type...Ch. 10 - Prob. 23QCh. 10 - Prob. 24QCh. 10 - Prob. 25QCh. 10 - Prob. 26QCh. 10 - Molecules as diverse as cholesterol, sex hormones,...Ch. 10 - The text states that some racemic mixtures contain...Ch. 10 - Draw structural formulas for each of these...Ch. 10 - Prob. 30QCh. 10 - In Your Turn 12.12, you were asked to draw...Ch. 10 - Prob. 32QCh. 10 - Prob. 33QCh. 10 - Prob. 34QCh. 10 - Prob. 35QCh. 10 - Prob. 36QCh. 10 - Prob. 37QCh. 10 - Prob. 38QCh. 10 - Prob. 39QCh. 10 - Prob. 40QCh. 10 - Prob. 41QCh. 10 - Prob. 42QCh. 10 - Dorothy Crowfoot Hodgkin first determined the...Ch. 10 - Prob. 46QCh. 10 - Prob. 47QCh. 10 - Prob. 49QCh. 10 - Prob. 51QCh. 10 - Prob. 52QCh. 10 - Prob. 54QCh. 10 - Prob. 55QCh. 10 - Prob. 56QCh. 10 - Prob. 57QCh. 10 - Prob. 58QCh. 10 - Prob. 59Q
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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
- 32S 16 Enter your answers numerically separated by a comma. Np. Nn = 跖 ΟΙ ΑΣΦ Submit Request Answer ? protons, neutronsarrow_forward2. Which dimethylcyclohexane compounds shown below exhibit symmetry and therefore are not chiral and would not rotate plane polarized light. 1 CH3 CH CH3 CH3 2 3 CH3arrow_forwardDon't used hand raitingarrow_forward
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