Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the red arrow. Your projection should be oriented as shown by the arrow marked up. So the CH₂SH group on the front carbon should be above the H and H₂C groups, no matter which template you use. Up HS

Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the red arrow. Your projection should be oriented as shown by the arrow marked up. So the CH₂SH group on the front carbon should be above the H and H₂C groups, no matter which template you use. Up HS

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 9E

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Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This group is called an ethyl group and can be considered a sphere about twice the sizeof a methyl group. Draw the following Newman projections sighting down the C1C2 bond... a. The lowest potential energy conformation. b. The highest potential energy staggered conformation.
b. Draw a Newman projection of the given compound H viewed from C-2 to C-3 orientated according to the first template. Then use the Newman projection to demonstrate the most stable conformation around the C2-C3 bond according to the second template. (Hint: Order of decreasing group size 'Pr > CH2CH3 > CH3 > OH > Br > H] NH2 Me Ме H 'Pr Given conformation Most stable conformation
Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of t Your projection should be oriented as shown by the arrow marked up. So the CH₂OH group on the front carbon should be below the H and I grou which template you use. up * HO. H Ph CH Select a template to begin. X
Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the red arrow. Your projection should be oriented as shown by the arrow marked up. So the CH2SH group on the front carbon should be above the H and H3C groups, no matter which template you use
Draw the Newman projection so that it corresponds to the molecule and conformation shown when viewed down the red bond in the direction of the arrow. H OH H₂C F H CH3 Select a template to begin. * & * & X
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. 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
a) Sighting down the C3-C4 bond, draw the gauche (60 degrees) and anti (180 degrees) Newman projections of 2,4-dimethylhexane. b) Circle the conformation that you drew that is lower energy.
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 2.0
2. Indicate whether each molecule below is chiral, achiral/meso, or achiral/non-meso by circling the appropriate term. CI CI CI., F X CI chiral chiral chiral achiral/meso achiral/meso achiral/meso achiral/non-meso achiral/non-meso achiral/non-meso chiral achiral/meso achiral/non-meso chiral achiral/meso achiral/non-meso
4. Draw a Newman projection of the following compound that centers along the marked bond. This one! CH3 CH3 + + H
1. Draw a Newman projection of the most stable conformational isomer of 2,4-dimethylhexane as viewed along the C3-C4 bond (C3 in front, C4 in back). Two templates are given with one hydrogen atom drawn in place. Note that only one template leads to the correct answer, therefore use only one of the given templates. H H.
For the following conformer, draw a Newman projection looking down the 1,2 (red) bond.