Criteria for success All molecular drawings must be valid Lewis structures (octet rule, formal charge, valence, geometry). Definitions and explanations must be complete and logical. Tasks 1. Define torsional strain. 2. Draw all Newman projections of staggered conformations of the molecule in Fig. 5 from the indicated point of view. 3. Select the lowest energy conformation and briefly explain your choice. CI point of view Figure 5: This compound adopts multiple conformations

Criteria for success All molecular drawings must be valid Lewis structures (octet rule, formal charge, valence, geometry). Definitions and explanations must be complete and logical. Tasks 1. Define torsional strain. 2. Draw all Newman projections of staggered conformations of the molecule in Fig. 5 from the indicated point of view. 3. Select the lowest energy conformation and briefly explain your choice. CI point of view Figure 5: This compound adopts multiple conformations

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 4E: Consider the molecule 1-bromo-2-methylbutane. C3 and C4 should be drawn as Et as in theexample. This...

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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.
Consider the derivative of cyclohexane A and its representation in chair conformation B: 7 3 H3C $1 Ń 4 9 1 2 Complete Structure B: 3 4 5 6 7 8 9 HO 10 AT Choose... H OH electron lone pair CH3 CH2OH Choose... Choose... Choose... Choose... F Choose... OH ◆ + ♦ ◆ H 10 B 6 5
[Review Topics] [References) Calculate strain energy for the conformer pictured below, using strain energy increments from the table. Strain Energy for Alkanes Interaction / Compound kJ/mol kcal/mol H: H eclipsing 4.0 1.0 H: CH3 eclipsing 5.8 1.4 CH3 : CH3 eclipsing 11.0 2.6 gauche butane 3.8 0.9 cyclopropane 115 27.5 cyclobutane 110 26.3 cyclopentane 26.0 6.2 cycloheptane 26.2 6.3 cyclooctane 40.5 9.7 (Calculate your answer to the nearest 0.1 energy unit, and be sure to specify units, kJ/mol or kcal/mol. The answer is case sensitive.) CH, CH CH3 Next Previous H3C Save and E: 15 tv MacBook Air 80 DII DD F4 F5 F6 F7 F8 F9 F10 F11 F12 $ & ) + 4. 5 7 8. %3D Y [ 11 F J + || < co
11. Using the templates provided below, draw the two different chair conformations for 1-isopropyl-1,4- dimethylcyclohexane where the methyl groups are trans to each other. One of the templates has been numbered to help, it is recommended that you label the other template as well! Next, calculate the amount of strain in each molecule and write the answer beneath each structure. Lastly, circle the most stable conformation. Use units of kJ/mol, the values you need are in table form in the notes module on canvas. 2 OH OH
[Review Topics] [References] Calculate Strain energy for the conformer pictured below, using strain energy increments from the table. Strain Energy for Alkanes Interaction / Compound kJ/mol H: H eclipsing H: CH3 eclipsing CH3 CH3 eclipsing gauche butane cyclopropane cyclobutane cyclopentane cycloheptane cyclooctane H₂ H (Calculate your answer to the nearest 0.1 energy unit, and be sure to specify units, kJ/mol or kcal/mol. The answer is case sensitive.) CH3 CH3 H 4.0 5.8 11.0 3.8 115 110 26.0 26.2 40.5 H kcal/mol 1.0 1.4 2.6 0.9 27.5 26.3 6.2 6.3 9.7 Previous Next
a) b) 4. Assign the absolute configuration of all molecules. Draw the most stable conformer in Newman projects with respect to bond C2-C3; for both a) and b). Draw Fisher projections for all molecules.. F H CI CI 2 2 2 3 CH3 3 3 CH3 CI H H configuration C2 configuration C3 tafa configuration C2 configuration C3 tale
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.
Using your model, construct an energy diagram to show the variation in the free energy of the molecule as the FRONT ATOM is rotated CLOCKWISE from 0º to 360º in 60º increments. In your energy diagram, you should clearly show the relative energies of each conformer.
2. Convert the following bond-line structure to Newman projections that represents it lowest energy and highest energy conformations. Look down the indicated C2-C3 bond. lowest energy highest energy
nces IMalings REVIEW VIew E. 三 2 T Aa - AaBbCc[ AaBbCc[ AaBbCc[ AaBbC ay - A 三,這, T Normal 1 Body Text 1 List Para... T No Sp Paragraph Styles Q2. Draw all possible Newman projections for the below structure by sighting along the indicated bond. Arrange the relative stability of all conformations by assigning a number (1 for the least stable and highest number for the most stable) C3-C-4
I need help figuring out which ones are conformation,constitutional isomer, cis isomer and trans isomer.
a) Draw all Newman projections of your molecule's conformations in which the CH3 group and the H of the CHY2 group are positioned 'ANTI' to each other. Be sure to put in the correct X and Y atoms, bonded to the correct C atoms, for your molecule. X = FY=I Conformations = 60 deg and - 180 deg 60 deg dihedral angle = - 179.987 deg 180 deg · - dihedral angle = 179.814 deg