но. OH X- a) Draw a meso stereoisomer c) Circle the chiral centers in the original molecule b) Draw a chiral stereoisomer

Chemistry
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Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
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Chapter1: Chemical Foundations
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### Exercise 21

For the molecule shown below, draw the indicated stereoisomers in the boxes:

**a) Draw a meso stereoisomer**

[Blank Box for Drawing]

**b) Draw a chiral stereoisomer**

[Blank Box for Drawing]

**c) Circle the chiral centers in the original molecule**

---

### Description of the Original Molecule:

The original molecule is a cyclic structure with a ketone group (C=O) attached to the ring. It also contains two hydroxyl groups (OH) on adjacent carbon atoms and two fluorine atoms (F) attached to different carbon atoms in the ring. The fluorine substituents are depicted as wedged and dashed lines, indicating the 3D stereochemistry.

- **Chiral Centers:** Typically, chiral centers in a molecule are carbon atoms bonded to four different groups. Please circle these centers in the original molecule.

---

### Educational Notes:

1. **Meso Compounds:** Meso compounds are achiral despite having chiral centers. They usually have an internal plane of symmetry, which makes them superimposable on their mirror images.

2. **Chiral Stereoisomers:** These molecules have non-superimposable mirror images. They usually lack an internal plane of symmetry, contributing to their chirality.

This exercise is designed to enhance understanding of stereochemistry concepts such as chirality, symmetry, and stereoisomerism in cyclic molecules.
Transcribed Image Text:### Exercise 21 For the molecule shown below, draw the indicated stereoisomers in the boxes: **a) Draw a meso stereoisomer** [Blank Box for Drawing] **b) Draw a chiral stereoisomer** [Blank Box for Drawing] **c) Circle the chiral centers in the original molecule** --- ### Description of the Original Molecule: The original molecule is a cyclic structure with a ketone group (C=O) attached to the ring. It also contains two hydroxyl groups (OH) on adjacent carbon atoms and two fluorine atoms (F) attached to different carbon atoms in the ring. The fluorine substituents are depicted as wedged and dashed lines, indicating the 3D stereochemistry. - **Chiral Centers:** Typically, chiral centers in a molecule are carbon atoms bonded to four different groups. Please circle these centers in the original molecule. --- ### Educational Notes: 1. **Meso Compounds:** Meso compounds are achiral despite having chiral centers. They usually have an internal plane of symmetry, which makes them superimposable on their mirror images. 2. **Chiral Stereoisomers:** These molecules have non-superimposable mirror images. They usually lack an internal plane of symmetry, contributing to their chirality. This exercise is designed to enhance understanding of stereochemistry concepts such as chirality, symmetry, and stereoisomerism in cyclic molecules.
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Meso compound: If an organic compound contains more than one chiral carbon and a plane of symmetry then the molecule will be optically inactive because two halves of the molecule rotate the plane-polarized light in opposite directions. This type of molecule is known as meso compound.

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