**Cyclohexane Chair Conformation Analysis**1. **Problem Statement:** The cyclohexane derivative shown below exists primarily in its most stable chair conformation. Given this, indicate which positions (axial or equatorial) the indicated groups [(1)-(3)] would occupy in the most stable chair conformation. ![Structure](https://www.imageurl.com/cyclohexane.gif) - (1) = Methyl group at position 1 - (2) = Hydrogen atom - (3) = Tert-butyl group at position 3 **Options:** a. (1) = equatorial; (2) = axial; (3) = equatorial b. (1) = equatorial; (2) = equatorial; (3) = equatorial c. (1) = axial; (2) = equatorial; (3) = equatorial d. (1) = axial; (2) = axial; (3) = equatorial 2. **Chirality Identification:** Which structure shown below has a chiral center? ![Structures](https://www.imageurl.com/structures.gif) a. OH-substituted structure with a linear chain b. Simple alkane chain c. Cyclohexane with a bromine substituent and a stereochemical indicator (wedge) d. OH-substituted linear chain **Answer:** Evaluate the presence of four different substituents around a single carbon atom for chirality.3. **Reaction Coordinate Diagram Analysis:** Consider a Reaction Coordinate diagram for a one-step reaction (not provided). Which of the following species would be the highest in energy? **Options:** a. Intermediate b. Transition state c. Reactants d. Products The transition state, representing the peak of the energy barrier in a reaction, typically has the highest energy.**Note:** This information is designed to help students understand cyclohexane conformations, chirality, and reaction energy profiles in organic chemistry.

The most stable chair conformation of any substituted cyclohexane is the one in which bulkier…

1. The cyclohexane derivative shown below exists primarily in its most stable chair conformation. Given this, indicate which positions (axial or equatorial) the indicated groups [(1)-(3)] would occupy in the most stable chair conformation. н (2) (3) a. (1) = equatorial; (2) = axial; (3) = equatorial b. (1) = equatorial; (2) = equatorial; (3) = equatorial c. (1) = axial; (2) = equatorial; (3) = equatorial d. (1) = axial; (2) = axial; (3) = equatorial 2. Which structure shown below has a chiral center? Br OH HO а. b. d. 3. Consider a Reaction Coordinate diagram for a one step reaction (not provided). Which of the following species would be the highest in energy? a. Intermediate b. Transition state c. Reactants d. Products

1. The cyclohexane derivative shown below exists primarily in its most stable chair conformation. Given this, indicate which positions (axial or equatorial) the indicated groups [(1)-(3)] would occupy in the most stable chair conformation. н (2) (3) a. (1) = equatorial; (2) = axial; (3) = equatorial b. (1) = equatorial; (2) = equatorial; (3) = equatorial c. (1) = axial; (2) = equatorial; (3) = equatorial d. (1) = axial; (2) = axial; (3) = equatorial 2. Which structure shown below has a chiral center? Br OH HO а. b. d. 3. Consider a Reaction Coordinate diagram for a one step reaction (not provided). Which of the following species would be the highest in energy? a. Intermediate b. Transition state c. Reactants d. Products

Chemistry

10th Edition

ISBN:9781305957404

Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste

Chapter1: Chemical Foundations

Section: Chapter Questions

Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...

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4. For each disubstituted cyclohexane below, draw its ring-flip isomer. Circle the most stable conformation and label the substituent groups as axial or equatorial. (a) CH3 CH; (b) (CH3)C CH3
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C. Using your molecular modeling kit, construct cis-1,4-dimethylcyclohexane. In the space below, draw one of the chair conformations. Label the methyl groups as either axial (a) or equatorial (e). Number the carbons of the cyclohexane ring, perform a chair flip and draw the new chair conformation.
Consider the cyclohexane framework in a chair conformation, where carbon 1 has two substituents, X and Y. a. Label each position as axial or equatorial. b. On the same figure, label all positions that are gauche to the Y group on carbon 1. A bin may hold more than one label. axial equatorial X 1 equatorial equatorial 2 axial axial axial gauche 3 axial gauche 5 equatorial equatorial 4 axial equatorial Answer Bank equatorial gauche axial
4) Use a Newman projection to show the most stable conformation of 4-isopropyl-2,3-dimethylheptane as you look down the bond between carbons 3 and 4.
4.- Determine the structural relationship between the compounds in each of the pairs that follow. They may be unrelated, identical (the same compound), constitutional isomers, diastereoisomers, enantiomers? - Identify the optically active (chiral) compounds and any meso compounds. - Assign a configuration (R or S) to all stereocenters. - Name all compounds so that the name reflects the structure unambiguously. a) b) d) e) f) H- HO H CHO CI H3C H CH3 H₂ -NH₂ CH₂OH CH3 H H H CH2OH -OH HNH2 CHO H3C H coloca OH Ph CH3 H H Ph H CI H H CI & & CI CH3 OH H3C O-CH3 O-CH3 OH
3. Draw Newman projection for the highest and lowest energy conformers of your assigned molecule. Provide a rationale to support your answer. In other words, why is the highest energy conformer so high in energy? Why is the lowest energy conformer low in energy? Molecule (2R,3S)-2-Bromo-3- Floro butane
Cyclohexane derivatives exist primarily in the most stable of the available chair conformations. Give the position, axial or equatorial, of each of the three groups shown when the ring is in the most stable chair conformation. If a group divides its time equally between axial and equatorial positions, indicate this with ax/eq. The table of "Axial Strain Energies for Monosubstituted Cyclohexanes" found in the "Strain Energy Increments" section of the Reference tool is useful for answering this question. H NC a Group a is Group b is Group c is "CH=CH2 C Submit Answer Retry Entire Group 3 more group attempts remaining
A. Using your molecular modeling kit, construct trans-1,4-dimethylcyclohexane. In the space below, draw one of the chair conformations. Label the methyl groups as either axial (a) or equatorial (e). Number the carbons of the cyclohexane ring, perform a chair flip and draw the new chair conformation.
4. Clearly draw both Chair Conformations. of the following molecule Xordin 5. for the Molecule in Question 4 - Circle the lowest energy Chair Conformat. TAM!
Connections to biology 6. Idose is a monosaccharide (i.e. sugar) molecule. The structure shown on the left below represents one form of idose in a six-membered ring. Draw the two chair conformations of this molecule using the templates. Note that the positions of carbon 1 are marked in all structures. OH HO 2 OH LO 1, OH OH OH
8. Consider 1-bromo-2-methylpropane. Draw a Newman projection of the following (when viewed directlyalong the C1-C2 bond) a. staggered conformation of lowest energyb. eclipsed conformation of highest energy