EBK ORGANIC CHEMISTRY
6th Edition
ISBN: 9781260475685
Author: SMITH
Publisher: MCGRAW-HILL HIGHER EDUCATION
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Chapter 18.2, Problem 5P
Give the IUPAC name for each
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Don't used hand raiting
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
Chapter 18 Solutions
EBK ORGANIC CHEMISTRY
Ch. 18.1 - Rank the following compounds in order of...Ch. 18.1 - Prob. 2PCh. 18.2 - Give the IUPAC name for each aldehyde.Ch. 18.2 - Prob. 4PCh. 18.2 - Give the IUPAC name for each ketone.Ch. 18.5 - Prob. 11PCh. 18.9 - Problem 21.17 Draw the products of the following...Ch. 18.9 - Problem 21.18 Outline a synthesis of each Wittig...Ch. 18.9 - Problem 21.19 Draw the products (including...Ch. 18.9 - Problem 21.20 What starting materials are needed...
Ch. 18.9 - Prob. 19PCh. 18.10 - Problem 21.22 The product formed when reacts with...Ch. 18.10 - Prob. 21PCh. 18.11 - Prob. 22PCh. 18.11 - Prob. 23PCh. 18.11 - Prob. 24PCh. 18.12 - Prob. 25PCh. 18.12 - Problem 21.28 Draw a stepwise mechanism for the...Ch. 18.13 - Problem 21.29 Draw the products of each...Ch. 18 - Problem 21.40 (a) Give the IUPAC name for A and B....Ch. 18 - 21.41 Rank the following compounds in order of...Ch. 18 - Prob. 39PCh. 18 - 21.43 Give the IUPAC name for each compound.
a....Ch. 18 - 21.44 Give the structure corresponding to each...Ch. 18 - Prob. 42PCh. 18 - 21.46 Draw the products of each reaction.
a. e....Ch. 18 - Prob. 44PCh. 18 - 21.48 Draw all stereoisomers formed in each...Ch. 18 - Prob. 54PCh. 18 - Prob. 55PCh. 18 - Prob. 56PCh. 18 - Devise a synthesis of each alkene using a Wittig...Ch. 18 - Prob. 60PCh. 18 - Prob. 62PCh. 18 - Prob. 63PCh. 18 - 21.64 Draw a stepwise mechanism for the following...Ch. 18 - 21.65 Draw a stepwise mechanism f or the following...Ch. 18 - Prob. 67PCh. 18 - 21.67 Draw a stepwise mechanism for each...Ch. 18 - Prob. 69PCh. 18 - Prob. 70P
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- 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 -CH3arrow_forward5. 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_forward
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- Can you please explain why the correct answer for this question is letter B? I chose letter A because I thought that a kinetic product was a 1,2-addition. Please give a detailed explanation.arrow_forwardCan you please explain why the answer is structures 2 and 3? Please include a detailed explanation and show how the synthesis can be done with those two structures.arrow_forwardCan you please explain why the correct answer to this question is option 2? I am having trouble understanding how and why. Please provide a detailed explanation and a drawing of how the diene and dienophile would create the product in the question.arrow_forward
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