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 Chemistry
- 2. The following molecule is one enantiomer of methylenedioxymethamphetamine (MDMA). 2a. Circle all of the stereocenters in MDMA 2b. Assign the absolute stereochemistry (R or S) for each stereocenter .CH3 HN H H *CH3arrow_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 of cis-1,2-dimethylcyclobutane.(Note that the question asks for a different stereoisomer of the named compound and not the named compound itself.)Use the wedge/hash bond tools to indicate stereochemistry where it exists.In cases where there is more than one answer, just draw one.arrow_forward4. Draw all the stereoisomers of (a) 3-chloro-2-pentanol and (b) 2-bromo-3-hydroxybutane. Give the stereochemistry relationships of stereoisomers (indicate which isomers are enantiomers / diastereomers).arrow_forward
- 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_forwardNonearrow_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_forward
- Answer all questions please.arrow_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_forwardDraw a structural formula of the S configuration of the compound shown below. • Use the wedge /hash bond tools to indicate stereochemistry where it exists. Include H atoms at chiral centers only. • Ifa group is achiral, do not use wedged or hashed bonds on it. CH3 CH3 CH;CHCHCN CH,CH,CH,CHCH,CH, CH2NH2 Draw a structural formula of the RS configuration of the compound shown below. Use the wedge /hash bond tools to indicate stereochemistry where it exists. • Include H atoms at chiral centers only. If a group is achiral, do not use wedged or hashed bonds on it. ÇIarrow_forward
- Draw the correct structure for (2S,3R)-2,3-diiodopentane. Show stereochemistry clearly. To ensure proper grading, explicitly draw all four groups, including wedge/dash bonds, around a chirality center. Indicate whether the compound could exist in an optically active form. Draw (2S,3R)-2,3-diiodopentane.arrow_forwardExplain your answer. I have the solutions to the questions. The instructor has given us the answer key. I still don't get the professor's answers. It's only the second part of the problem.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 of cis-1,2- dibromocyclobutane. (Note that the question asks for a different stereoisomer of the named compound and not the named compound itself.) • Use the wedge/hash bond tools to indicate stereochemistry where it exists. • In cases where there is more than one answer, just draw one.arrow_forward