Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Textbook Question
Chapter 3.10, Problem 8P
The following questions relate to a cyclohexane ring in the chair conformation shown.
Is a methyl group at
Is a methyl group that is “up” at
Place a methyl group at
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Students have asked these similar questions
i. Is a methyl group at C-6 that is "down" axial or equatorial?
ii. Is a methyl group that is "up" at C-1 more or less stable than a methyl group that is "up" at C-4?
i. If you were to place a methyl group at C-3 in its most stable conformation, would the methyl group be "up" or "down"?
1
2
Draw a Newman projection of the most stable conformer of 3-ethylhexane about the C2-C3 bond.
What would be the answers to this? I feel like none of the answers are correct.
Chapter 3 Solutions
Organic Chemistry - Standalone book
Ch. 3.1 - Identify the alkanes corresponding to each of the...Ch. 3.1 - Find the conformations in Figure 3.4 in which the...Ch. 3.2 - Sketch a potential energy diagram for rotation...Ch. 3.2 - Acetylcholine is a neurotransmitter in the central...Ch. 3.2 - Prob. 5PCh. 3.5 - The heats of combustion of ethylcyclopropane and...Ch. 3.8 - Prob. 7PCh. 3.10 - The following questions relate to a cyclohexane...Ch. 3.10 - Draw the most stable conformation of...Ch. 3.11 - Prob. 10P
Ch. 3.11 - Prob. 11PCh. 3.12 - Based on what you know about disubstituted...Ch. 3.12 - Write structural formulas for the most stable...Ch. 3.14 - Cubane (C4H8) is the common name of the polycyclic...Ch. 3.14 - Prob. 15PCh. 3.14 - Prob. 16PCh. 3.14 - Prob. 17PCh. 3.14 - Prob. 18PCh. 3.15 - Prob. 19PCh. 3 - Give the IUPAC names of each of the following: (a)...Ch. 3 - Draw Newman projections for the gauche and...Ch. 3 - Identify all atoms that are (a) anti and (b)...Ch. 3 - Prob. 23PCh. 3 - Prob. 24PCh. 3 - Prob. 25PCh. 3 - Prob. 26PCh. 3 - Prob. 27PCh. 3 - Prob. 28PCh. 3 - Oxidation of 4-tert-butylthiane proceeds according...Ch. 3 - The following are representations of two forms of...Ch. 3 - Draw (a) a Newman projection of the most stable...Ch. 3 - Write a structural formula for the most stable...Ch. 3 - Sight down the C-2-C-3 bond, and draw Newman...Ch. 3 - Prob. 34PCh. 3 - Sketch an approximate potential energy diagram for...Ch. 3 - Prob. 36PCh. 3 - Even though the methyl group occupies an...Ch. 3 - Which do you expect to be the more stable...Ch. 3 - Arrange the trimethylcyclohexane isomers shown in...Ch. 3 - Identify the more stable stereoisomer in each of...Ch. 3 - One stereoisomer of 1,1,3,5-tetramethylcyclohexane...Ch. 3 - One of the following two stereoisomers is...Ch. 3 - In each of the following groups of compounds,...Ch. 3 - The heats of combustion of the more and less...Ch. 3 - The measured dipole moment of ClCH2CH2Cl is 1.12D....Ch. 3 - Prob. 46PCh. 3 - Prob. 47PCh. 3 - Prob. 48DSPCh. 3 - Prob. 49DSPCh. 3 - Prob. 50DSPCh. 3 - Prob. 51DSPCh. 3 - Prob. 52DSPCh. 3 - Prob. 53DSP
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- Draw a perspective representation of the most stable conformation of 3-methylhexane.arrow_forwardFor rotation about the C-a – C-b bond, using the following templates, draw the Newman Projection of the two staggered conformers that are different in energy. Fill each bond on Newman Projection with Hydrogen or Substituents. You may use Abbreviations such as Me for Methyl, Et for Ethyl, iPr for isopropyl. Circle the Newman projection of the most stable conformer.arrow_forwardDraw the two chair conformations for each of the following compounds and indicate which conformer is more stable.arrow_forward
- Indicate the position, axial or equatorial, of the substituents in the more stable chair conformation. CH3 Methyl is [A] OH is [B] Isopropyl is [C] Cl is [D] HO` CIarrow_forwardIn the drawing areas below, draw the two conformations of trans-1-bromo-4-fluorocyclohexane that are typically the most stable. Be sure your drawings make it possible to distinguish between the conformations. After you've drawn the conformations, answer the question below the drawing areas. X chair flip Click and drag to start drawing a structure. Of the two conformations you drew above, which is the more stable? ○ left O right O they are equally stable cannot decide without more information 'o X Click and drag to start drawing a structure. X ☐ : G &arrow_forward13 Draw the molecule trans-1-ethyl-3- isopropylcyclohexane conformation. Which is the overall most-stable conformer? Justify your answer. in its chair and its flipped chairarrow_forward
- Draw the Newman projection of the MOST stable and LEAST stable conformation. along in the C2-C3 bond. 3- Methyloctane 2,2-Dimethylbutane 2,3,4-Trimethylhexanearrow_forwardUse a Newman projection about the indicated bond to draw the most stable conformer for each compound. (a) 3-methylpentane about the C2¬C3 bondarrow_forwardYou have to draw 2 chair conformations for each moleculearrow_forward
- 2) For the following steroid skeleton: Me 11H H7 Ét a) If a substituent is placed at C-11 in the equatorial position, is this substituent cis or trans to the methyl group? b) If a substituent is placed at C-7 in the axial position, is this substituent cis or trans to the ethyl group? c) If a substituent is placed at C-1 trans to the methyl group, is this substituent axial equatorial?arrow_forwardIn the drawing areas below, draw the two conformations of trans-1 - fluoro -2-iodocyclohexane that are typically the most stable. Be sure your drawings make it possible to distinguish between the conformations. After you've drawn the conformations, answer the question below the drawing areas. PLEASE DRAW 2 STABLE CHAIR FLIPS AND CHOOSE THE MOST STABLE ONE. In the drawing areas below, draw the two conformations of trans-1-fluoro-2-iodocyclohexane that are typically the most stable. Be sure your drawings make it possible to distinguish between the conformations. After you've drawn the conformations, answer the question below the drawing areas. 口 Ö Click and drag to start drawing a a structure. 5 Of the two conformations you drew above, which is the more stable? Olaft © Rudo 口 x 5 chair flip Click and drag to start drawing a s a structure. they are equally stable cannot decide without more information x Q m W 田arrow_forwardQuestion 18 Please draw the chair conformations for the below molecuée After, please complete the following statements regarding your chairs 1 + In the MOST STABLE chair conformation of the molecule, the methyl (CH₂) group is placed [Select] the t-butyl group (C(CHala) is placed I Select] In the LEAST STABLE chair conformation, [Select] conformation, [Select) 2 ✓is/are present Finally, consider the below chair conformation. If the methyl group (CH₂) is placed at atom 1, the t-butyl group (C(CH₂)₂) will be placed on atom [Select] 4 is/are present. In the MOST STABLE chair andarrow_forward
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