pt. 4: Molecular Models: Stereoisomersme:4. Using the model of 2-bromobutane representing the R enantiomer from 4.,switch any two groups on the chiral carbon. Compare this to your Senantiomer from 4.a. Are they the same or different?b. Are they the same or enantiomers?C. Now switch any pair of groups around the chiral carbon of the"switched" model again! Compare the "double-switched" model with theother unmodified S molecule from 4. Are they enantiomers or are theyidentical?С.Shown below is the Fisher projection of (R)-2-bromo-(S)-3-chlorobutane.ne mirror image of this stereoisomer and assign the RIS configurations ofiral carbons for both isomers.еller

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Answered: pt. 4: Molecular Models: Stereoisomers…

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

Chapter6: Alkanes & Alkenes

Section: Chapter Questions

Problem 21E

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III. Consider the compound below. H. F HO- HO -HO- (Atomic number: H-1, C-6, O-8, F-9) a. How many chiral centers are in the molecule? b. How many stereoisomers are there for the compound? c. Draw the Fischer projection for each of the stereoisomer and determine the absolute configuration (R or S). Label each using I, II, etc. d. Which pairs are enantiomers? Which are diastereomers?
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.
12. Consider the molecule shown below. ОН ОН f. How many stereoisomers are possible? g. Draw each of these stereoisomers. h. Identify pairs of enantiomers and pairs of diastereomers. i. Build a model of the stereoisomer that has both OH groups pointing out. Also, build a model of the mirror image of this molecule. j. Do your two molecules represent enantiomers? Are they chiral?
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?
Consider CH3-CH(OH)-CH(OH)(Br). a.How many stereogeniccenters are in the molecule? b.How many stereoisomers are there for the compound? c.Draw the Fischer projection for each of the stereoisomer. Label each using I, II, etc. d.Which pairs are enantiomers? Which are diastereomers? e.Determine the absolute configuration of each chiral center in one pair of diastereomer.
D. Chirality 6. Build two models of 2-butanol, a chiral molecule. Are the mirror images of your two models superimposable on each other? If they are, change something so they are not. If you have done this correctly, you will be able to set up the two models as non-superimposable mirror images of each other. You now have the two enantiomers of 2-butanol. Draw the mirror images of 2- butanol below. Note this molecule has a carbon atom, a "stereocenter", attached to four different groups. What are these four different groups? Is 2-butanol a primary, secondary or tertiary alcohol? To determine this, consider the carbon directly attached to the -OH group, how many carbons are directly bonded to it? We will look at the difference between primary, secondary and tertiary alcohols at the beginning of lab. Primary, secondary and tertiary alcohols display very different reactivity in chemical reactions. Look up and describe below a possible reason for this.
The stereoisomers of the molecule shown below smell quite different from each other. The S-(+) isomer has mentholated and spicy aroma, while the R-(-) isomer has a minty-like odor. a. Draw the two enantiomers of carvone and label the chiral center as R or S. b. Draw the respective products of the catalytic hydrogenation (H₂, Pd/C) of both double bonds in the (R)- and (S)-limonene. Indicate if the products are enantiomers, diastereomers or the same molecule. c. Explain what the (+) and (-) designations mean. H₂C CH₂ CH3
Two nonsuperposable molecules are shown in the windows below: ball & stick + labels stereoisomer(s) e. Are the two molecules enantiomers? yes ball & stick a. How many chiral carbons are there in the molecule on the left? chiral carbon(s) b. What is the total number of stereoisomers in the group that includes the molecule on the left? no [References] stereoisomer(s) c. How many chiral carbons are there in the molecule on the right? chiral carbon(s) d. What is the total number of stereoisomers in the group that includes the molecule on the right? + labels Previous Next> Save and E
III. Consider the compound below. CH, CI- Br но O- H. (Atomic number: H-1, C-6, O-8, CI-17, Br-35) a. How many chiral centers are in the molecule? b. How many stereoisomers are there for the compound? c. Draw the Fischer projection for each of the stereoisomer and determine the absolute configuration (R or S). Label each using I, II, etc. d. Which pairs are enantiomers? Which are diastereomers?
6. For the following molecule a. Provide the R or S stereochemistry for each chiral carbon. b. How many possible isomers can this molecule have? c. Draw 2 different diastereomers and provide their R or S stereochemistry. d. Provide the IUPAC name for the structure. HO, Br
5. CIRCLE ALL THAT APPLY: Why is it so difficult to physically separate enantiomers from each other in a mixture? a. They are the same compound b. They have the same melting points c. They have the same densities d. They are both meso compounds
1. Draw the mirror image of the molecule shown in the figure above 2. Change the configuration of carbon #1 by exchanging the position of bromine and hydrogen atom then write the mirror image of the molecule 3. Identify the configuration of carbon #1 and #2 in all of the stereoisomers. 4. Label the stereoisomers (Example: A, B, C, D, E, F ....) and identify the relationship of each pair of stereoisomers.

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