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- 2. Designate the R/S configuration of all the stereocenters in the following molecules COOH HO-H7. Draw the two chair conformations for the molecule below. Given the corresponding energy values, place the conformations in the appropriate boxes. Substituent AG° (eq→ ax) (kcal/mol) -CN -CH, 0.2 NEC 1.7 less stable chair more stable chair Clearly explain why the energy barrier associated with a nitrile group (-CN) moving from an equatorial position to an axial position is much lower than for a methyl group (-CH3).How many stereocenters are found in the compound shown above? a. 1 b. 2 c. 3 d. 5
- Considerthe image below. a. Draw the mirror image of structure I and label it as structure II.b. Are I and II chiral?c. What kind of stereocenters do they represent?4. Barriers to Rotation. What is the rotational barrier (that is, the energy difference between the lowest- and highest-energy conformers) for 2,2-dimethylpropane when the molecule is rotated about the C2-C3 bond?1. Which of the following compounds is separable by a physical method such as distillation? D A B.
- Consider molecules with more than one chiral center. Consider 2,3-dyhdroxybutanoic acid. a. How many chiral centers does it have? b. Which ones? c. Reproduce the structure and encircle the four groups, which are linked to each chiral carbon.S N CH3 H3C N S 3) Consider now only the central chain (the atoms from one nitrogen atom to the other, inclusive). How many electrons does each carbon contribute to the conjugated chain Пsystem? How many electrons does each nitrogen atom contribute to the conjugated chain π-system? What is N(number of electrons in a box) for this molecule?The barrier of rotation for the C–C bond in bromoethane is 3.7 kcal/mol. We previously learned that an eclipsing C–H bond with another C–H is about 1 kcal/mol each. Based on this, what is the energy cost to eclipse a C–H bond with a C–Br bond?
- 4. For each of the following molecules, label each stereocenter as R or S. Label the molecules appropriately as chiral or meso. a. b. methionine NH₂ H d. но. OH c. D = 2H, T = ³H, isotopes of hydrogen. f.T. OH OH CI Y ОН2. Determine the geometrical isomerism (E or Z) for the following molecules. a. CH3 F, Br H3C H. B b. What is the correct name for this molecule? CH3 C1 H. Br" H. CH3 c.Assign a R or S configuration for each stereo-center: H3C OH Et CH3 d. For the structure below, Assign (R) and (S) for each chiral carbon? CH3 O. CH3 OCH3 e. Determine the double bond stereochemistry (E or Z) for the following molecules. A BDetermine the R/S configuration of each chiral center in the molecules shown below. (Do not include lone pairs as an attachment when identifying the chiral centers.)