5. Construct models of all the stereoisomers of 1-bromopropene. Draw the line structure of your models. Are these molecules isomers? If they are isomers to what specific category do they belong? Assign E or Z descriptors to each compound, if appropriate. 6. Construct a model of dibromochloromethane and draw the perspective structure. How many planes of symmetry does this molecule possess? Construct the mirror image of your model. Are the two models superimposable? Classify or describe the relationship between these two mirror images, and assign R or S descriptors, if appropriate.

5. Construct models of all the stereoisomers of 1-bromopropene. Draw the line structure of your models. Are these molecules isomers? If they are isomers to what specific category do they belong? Assign E or Z descriptors to each compound, if appropriate. 6. Construct a model of dibromochloromethane and draw the perspective structure. How many planes of symmetry does this molecule possess? Construct the mirror image of your model. Are the two models superimposable? Classify or describe the relationship between these two mirror images, and assign R or S descriptors, if appropriate.

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter18: Aromaticity

Section: Chapter Questions

Problem 18E

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5. Draw the perspective structure of 1,3-dibromobutane and label any asymmetric carbon atoms with a start (*). Draw the mirror image for the compound and indicate the corresponding (R) and (S) configuration for each structure.
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a) Draw one isomer of C6H14. b) Draw one isomer of C6H12- c) Draw one isomer of C6H140 that exhibits hydrogen bonding. d) Draw one isomer of C6H140 that is not capable of hydrogen bonding. BONUS: Show all locations of possible hydrogen bonding for the C6H140 isomer that you drew above in part c.
Q1. Please answer the following questions with respect to this structure. но. a) What is the hybridization of all atoms in the molecule? b) There are two double bonds in the molecule. For each, indicate the correct stereochemistry, by circling E or Z.
7. Draw curved arrows indicating the movements of electrons between the following pair of resonance structures. Name the pattern of resonance shown. What is the hybridization of the carbon atoms? 8. Draw the remaining three resonance structures for the molecule in problem 7 above. 9. There are several possible forms of a trisubstituted cyclohexane with the formula C10H200. I have drawn four of them. From these, which one do you think is most commonly naturally occurring, and why? Which is least commonly occurring and why? HO HO" HO HO
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Draw a model of ethane. Imagine rotating the C-C single bond. a. Is there a change in the relative positions of the different atoms as the C-C bond is rotated? Yes or No? b. Does the ethane molecule have more than one conformation? Yes or No?
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.
Draw the cis isomer of the structure shown below. D • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one. If the structure does not have cis/trans isomers, simply redraw the molecule without stereobonds.
the stereo center in this molecule is ___. a. R b. S
Build a model of 2,2,5,5-tetramethylhexane. Orient the model so that you are looking at the carbon with the arrow pointing to it in Figure 3. Align the bond to the next carbon in the chain so that it is directly behind the first carbon to match a Newman projection view. (See Figure MM.3 in the lab manual) Spin the carbons on either side of the bond you're looking down to cycle through all three staggered and all three eclipsed positions of the substituents. Draw all six positions as Newman projections on the data sheet and identify the position with the highest energy. Draw the six Newman projections of all of the different energy levels. Label each as staggered or eclipsed and rank in order from lowest energy to highest.
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