Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN: 9780618974122
Author: Andrei Straumanis
Publisher: Cengage Learning
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Chapter 7, Problem 14CTQ
Interpretation Introduction
Interpretation: The numbering of the carbon needs to be completed in the given chair flip.
Concept Introduction:
The chair conformation of cyclohexane is represented as follows:
During the flipping, no bond is break. The numbering in the chair form is represented as follows:
During ring flipping, mirror image of the chair conformation is formed.
It is represented as follows:
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4. For the following structures, draw both possible chair
conformations, using a ring flip to go from one to the other, and
circle the one that is most stable/lowest energy. (Hint: Use
Table 4.8 in Klein.) Show all groups, including hydrogen atoms,
attached to the cyclohexane ring.
А.
Me
Me
Et
В.
Et
t-Bu
Et
Please answer fast I give you upvote.
For the most stable conformation of trans-1,2-dimethylcyclohexane1. One methyl with occupy an axial position and the other an equatorial position.2. Both methyl groups will occupy axial position.3. Both methyl groups will occupy equatorial position.
Chapter 7 Solutions
Organic Chemistry: A Guided Inquiry
Ch. 7 - Prob. 1CTQCh. 7 - Prob. 2CTQCh. 7 - Prob. 3CTQCh. 7 - Draw wedge and dash skeletal representations of...Ch. 7 - Label each ring in Figure 7.2 cis or trans.Ch. 7 - Prob. 6CTQCh. 7 - Prob. 7CTQCh. 7 - Prob. 8CTQCh. 7 - a model of cyclohexane in a chair conformation,...Ch. 7 - Prob. 10CTQ
Ch. 7 - Prob. 11CTQCh. 7 - Fill in the blanks: cis-1,3-Dimethylcyclohexane...Ch. 7 - Prob. 13CTQCh. 7 - Prob. 14CTQCh. 7 - Prob. 15CTQCh. 7 - Prob. 16CTQCh. 7 - Prob. 17CTQCh. 7 - Prob. 18CTQCh. 7 - Draw chair representations of...Ch. 7 - Which stereoisomer in the previous question is...Ch. 7 - Prob. 21CTQCh. 7 - Prob. 1ECh. 7 - Label each of the following as cis, trans or...Ch. 7 - Which pair has more in common with one another?Ch. 7 - Prob. 4ECh. 7 - Prob. 5ECh. 7 - Prob. 6ECh. 7 - Fill in the table by drawing a representation of a...Ch. 7 - Prob. 9ECh. 7 - True or False: If you perform a chair flip on...Ch. 7 - Prob. 11ECh. 7 - Prob. 12ECh. 7 - Prob. 13ECh. 7 - Prob. 14ECh. 7 - Prob. 15ECh. 7 - Draw trans-1-tert-butyl-3-methylcyclohexane in its...Ch. 7 - Build a model of methylcyclohexane, and use the...
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- 1. (6 points) Draw clear pictures showing the two chair conformations of this compound. Circle the lower energy (more stable) conformation or write "same energy". ||| |||arrow_forward3)- Determine the total number of conformers and draw the Chair Structures of the conformers for the Tri-substituted cyclohexane structure given below (i.e., "A"). Draw the relative energy diagram for the possible conformers for the cyclohexane structure below. Note, draw only the required structures for the conformers of A. Also, include hydrogen atoms wherever there are substituents on all of your chair conformers. Answer (Total #of Conformers): Chair Structures: Relative Energy Diagram 8 bas roll 3arrow_forwardGiven cyclohexane in a chair conformation, construct the more stable conformation of cis‑1‑methyl‑2‑propylcyclohexane by filling in the missing atoms or groups. Use the numbering provided on the ring.arrow_forward
- Reviewing for final, and confused on this question. Classify each conformation as staggered or eclipsed around the indicated bond, and rank the conformations in order of increasing stability?arrow_forwardI don't understand why the first one and second one are cis and trans respectively. Wouldn't the first one be trans-1,2-dimethylcyclobutane because the torsional strain wouldn't allow the carbons to be in the same conformation. Meaning one of the carbons would be up and then the next would be down and so on. Since both methyl groups are equatorial and the first and second carbons are arranged up and down, wouldn't it be trans. Same logic for the second molecule. Carbon 1, which is attached to the methyl is down, carbon 3 which is attached to the methyl should be down also because of torsional strain, and since both methyl are in axial (or equatorial?), it would be cis. Or is it based off of the way the carbons are positioned in the picture?arrow_forward- Consider 1-bromopropane(propyl bromide). I) Draw a Newman projection (conformation) in which methyl and bromine are anti. II) Draw a Newman projection (conformation) in which methyl and bromine are in gauche. II) Draw a Newman projection (conformation) which represents the least stable eclipsed conformation.arrow_forward
- 4. Draw the chair conformations of cis-1,2-dimethylcyclohexane. Label each and rank their stability (lower energy = more stability) from most stable to least. Provide a rationale in terms of atom-atom interactions.arrow_forwardFor the following molecule, draw both chair conformations. Using the rules of cyclohexane substituent stability, circle which is the more stable of the twoarrow_forward, draw its and then in the 2. For (1R, 2S, 4R)-4-tert-buyl-1-ethyl-2-methylcyclohexane: draw its correct skeletal structure most stable conformer first showing the Hydrogens that are directly attached to the ring last stusture omit the hydrogens that are directly connected to the ring and draw the correct positions of the three alkyl groups in skeletal representation. Draw all bonds with the same length! 5. draw the correct skeletal structure here showing stereochemistry on this chair draw the most stable conformer including the H's directly attached to the ring on this chair draw only the alkyl groups, all bonds same lenghtarrow_forward
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