Interpretation:
All the stereoisomers possible for 1,2,3-cyclopentanetriol, with their labeled chiral centers, are to be drawn. Also, the enantiomers and diastereomers that exist for the compound are to be distinguished.
Concept introduction:
Enantiomers: Two molecules that are mirror images of each other and are non-superimposable.
A meso compound is an achiral compound that has chiral centers. It tends to get superimposed on its mirror image that makes it optically inactive, although it contains two or more stereocenters. It has a
Diastereomers: Two stereoisomers that have different orientations of atoms around and are not mirror images of each other.
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Chapter 11 Solutions
ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
- For the following molecules, draw all possible stereoisomers using line-angle formulas with wedge/dash notation. Label the stereocenters as R or S. Indicate which ones are enantiomers and which ones are diastereomers. (Remember: there are 2 stereoisomers possible for a molecule with n chiral centers) (A) (B) (C) (1 chiral center) Br OH (2 chiral centers) CI OH CH3 (3 chiral centers)arrow_forwardStereoisomers share the same connectivity and differ only in the way their atoms are arranged in space. Draw the structure of a compound that is a stereoisomer ofarrow_forwardIdentify any chiral centers within the 2 molecules and identify whether each molecule is chiral or archial. If it is chiral, explain whether you expect a single enantiomer or a mixture of enantiomers to be formed.arrow_forward
- Determine: The number and placement of the carbon chirality centers, if any. If this structure can have an enantiomer, why? What is the configuration of the highlighted carbon and how did you determine that?arrow_forwardHow do you solve this? I don't understand what the stereochemistry would be in the final productarrow_forwardOH CHзCH-CHCHCH-CHз 4-hexen-3-ol Four stereoisomers exist for 4-hexen-3-ol. Draw the structure of the isomer that has the Z configuration around the double bond and the R configuration at the chiral center. • Use the wedge/hash bond tools to indicate stereochemistry where it exists. You do not have to explicitly draw H atoms. • If a group is achiral, do not use wedged or hashed bonds on it. opy aste Previous Nextarrow_forward
- Q1:- Which of the isomeric alcohols having formula CSH120 are chiral ? Which are achiral? Draw the enantiomers. Q2:- Which of the following compounds are chiral? Draw the stereo structures. a- 1-Chloro-2-bromobutane b- 1,2-Dichloro-3-methyibutanearrow_forwardDraw every stereoisomer for 1,2-difluoro-1,2-dimethylcyclopentane. Use wedge-and-dash bonds for the substituent groups, and be sure that they are drawn on the outside of the ring, adjacent to each other. Clearly show stereochemistry by drawing the wedge-and-dashed bonds like the example. You should replace the X with the appropriate halide. x X Draw all the stereoisomers of 1,2-difluoro-1,2-dimethylcyclopentane. Select Draw Rings More Erase XIIII... Xarrow_forwardGive the stereochemical relationships between each pair of structures. Examples are same compound, structural isomers, enantiomers, diastereomers. Which pairs could you (theoretically) separate by distillation or recrystallization?*refer to the photo belowarrow_forward
- 8. Two structures of Lipitor (a drug used to lower cholesterol) are shown below. (a) Determine the absolute configuration of each indicated stereocenter. Fill in the correct circle. (b) Determine if the two structures are the same compound or stereoisomers. Fill in the correct circle. (a) НО. Carbon a HO O OH Carbon a: OR OS Carbon b H N Carbon b: R OS of H Carbon c: OR OS OH OH Carbon c F Carbon d: R OS OH Carbon d (b) The two structures are: O the same compound O stereoisomersarrow_forwardDetermine if 2-methylocta-4,6-dien-1-amine contains any chiral carbons. If there are chiral carbons, circle or highlight all of them. If it does not contain any chiral carbons explain why none of the carbons are chiral.arrow_forwardDraw a structural formula of the R configuration of the compound shown below.arrow_forward
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning