ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
10th Edition
ISBN: 9781260028355
Author: Carey
Publisher: MCG CUSTOM
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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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Draw a Newman projection of the most stable conformer of 3-ethylhexane about the C2-C3 bond.
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Draw a perspective representation of the most stable conformation of 3-methylhexane.
Chapter 3 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
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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- For 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_forwardIndicate 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_forward
- 13 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_forwardDraw 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_forward
- You have to draw 2 chair conformations for each moleculearrow_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_forwardcircle the more stable Draw the two chair conformations of the compound pictured below conformer Axial and equatorial positioning of substituents must be clear (vague positioning will be graded incorrect). Include the hydrogen atoms on the cyclohexane ring where the branches are located. CH3 H3C- CIarrow_forward
- Following is a chair conformation of cyclohexane with the carbon atoms numbered 1 through 6. (a) Draw hydrogen atoms that are above the plane of the ring on carbons 1 and 2 and below the plane of the ring on carbon 4. (b) Which of these hydrogens are equatorial? Which are axial? (c) Draw the alternative chair conformation. Which hydrogens are equatorial? Which are axial? Which are above the plane of the ring? Which are below it?arrow_forwardClassify the following alcohols as primary, secondary, or tertiary: a. b.CH3CH2CH2CH2OH c.arrow_forwardName the following compound, identify each substituent as axial or equatorial, and tell whether the conformation shown is the more stable or less stable chair form (green=Cl):arrow_forward
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