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- Draw the most stable and least stable Newman Projections of 2,3-dimethylbutane by viewing along the C2-C3 bond.2. The following molecule is one enantiomer of methylenedioxymethamphetamine (MDMA). 2a. Circle all of the stereocenters in MDMA 2b. Assign the absolute stereochemistry (R or S) for each stereocenter .CH3 HN H H *CH31. Make a qualitative plot of 4-ethyl-2-methylhexane showing the energy changes that arise from a 360° rotation about the C3-C4 bond. You do not need the actual numerical values of the energy changes, but you should label all maxima and minima with the appropriate Newman projections.
- Label a curve of potential energy vs. dihedral angle for the Newman conformations of 2,3-dimethylbutane. In each case, the C-2 to C-3 bond rotates in the clockwise direction. Step 1: Translate line-bond notation to the Newman projection. Step 2: Identify Newman projections for each rotation. TH Step 3: Identify the relative stability of each Newman projection. Step 4: Construct the energy diagram. Step 1: Translate line-bond notation to Newman projection. Eye |||||H H The Newman projection is O staggered O eclipsed H Answer Bank CH35. Instead of redrawing the molecule to make the lowest priority group point back, alternatively, the lowest priority group can be swapped with the group that is currently pointing back. This is now the enantiomer of the original compound. The procedure is described below. Determine priorities of the groups attached to the stereocenter. Swap the lowest priority group with the group that is pointing back, and redraw (this is the enantiomer). iii. Determine the absolute configuration (R or S) of the enantiomer. iv. Determine the absolute configuration (R or S) of the original compound. i. ii. Answer the following questions. Completely fill in the circle in front of your chosen answer. (a) Assign priorities of the groups at this stereocenter (1 = highest priority; 2 = second priority; 3 = third priority; 4 = lowest priority). Each group must have a different priority: CH3 Br H CH3 *Br H3CH₂C H 3 O 4 (b) The absolute configuration of this compound is: OR OS CH₂CH3 1 02Build a model of methylcyclohexane, and use the model to complete the following Newmanprojections of methylcyclohexane in the chair conformation: a. When the methyl group is in an axial or equatorial (circle one) position, the molecule is inits lowest potential energy conformation. b. Label one Newman projection above anti and the other gauche to describe the relationshipbetween the methyl group and C3 of the ring. c. In general, which is a lower PE conformation, anti or gauche? d. Explain how your answer to b and c provide an explanation for why it is more favorable fora large group to be in an equatorial than an axial position.
- A)Circle all of the stereo centers in MDMA. B) assign the absolute stereochemistry (R or S) for each stereo centerUse flat representation of rings, not chair in the drawing. Determine the most and least stable. Consider the most stable chair for each of these isomers, and then draw the most stable and least stable isomer based on a comparison of the best chair for each one.Draw a Newman projection looking down the C1-C2 bond of 1-chloro-2-methylcyclohexane in such a way that the two substituents are gauche to each other. Then draw another Newman projection in which the two substituents are anti to each other.
- Label a curve of potential energy vs. dihedral angle for the Newman conformations of 2,3-dimethylbutane. In each case, the C-2 to C-3 bond rotates in the clockwise direction. Step 1: Translate line-bond notation to the Newman projection. Step 2: Identify Newman projections for each rotation. HI!!!! "Η Step 3: Identify the relative stability of each Newman projection. Step 4: Construct the energy diagram. Step 4: Construct the energy diagram. You have determined the different Newman projections and the relative stabilities. Plot a potential energy vs. dihedral angle graph for the Newman conformations of 2,3-dimethylbutane. Return to the previous questions to view the substituents at each angle of bond rotation and the relative stability. Points on the graphing module are graded for location. When you click and hold onto the first dot, highlighted points appear that represent possible positions for the dot. Consider the energy level for each angle of rotation, then drag the dot to the…For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. Lowest Energy Conformation 3-D sawhorse Newman ECLIPSING Interactions AB H/H H/Me H / Et H/i-Pr Energy kcal/mol 1.0 1.4 1.5 1.6 H/ t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Mei-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et/i-Pr Et / t-Bu i-Pr/i-Pr 3-D sawhorse Energy kcal/mol Newman 0.9 0.95 1.1 2.7 1.1 1.6 Highest Energy Conformation 3.0 2.0For the the structure shown below, Part A) Draw the Newman projections and 3-D sawhorse structures corresponding to the lowest and highest energy conformations for rotation around the C2-C3 bond. Draw the Newman projections looking FROM THE C2 CARBON TO THE C3 CARBON (i.e. with the C2 carbon in the "front"). Part B) Determine the energy difference between the lowest and highest conformations, and be sure to clearly show each energy contribution that you are including in your calculation. 2,3-dimethylpentane ECLIPSING Interactions AB Energy kcal/mol H/H 1.0 H / Me 1.4 H/Et 1.5 H/i-Pr 1.6 H/t-Bu 3.0 Me / Me 2.6 Me / Et 2.7 Me/i-Pr 3.0 GAUCHE A. Interactions Me / Me Me / Et Me / i-Pr Me / t-Bu Et / Et Et / -Pr Et/t-Bu i-Pr/i-Pr B Energy kcal/mol 0.9 0.95 1.1 2.7 1.1 1.6 3.0 2.0