Which of the following compounds has a stereoisomer that is a meso compound? (1) 1,2- dibromocyclohexane, (II) 1,4-dibromocyclohexane, (III) 2,3-dibromobutane, (IV) 2,3-dimethylbutane, (V) 3,4-dimethylhexane. Recall that an achiral species is one that just contains an internal plane of symmetry. However, a meso compound has two or more asymmetric centers and an internal plane of symmetry. I only I and II O I and III O I, III, and V O IV only

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**Question:**

Which of the following compounds has a stereoisomer that is a meso compound? 

(I) 1,2-dibromocyclohexane  
(II) 1,4-dibromocyclohexane  
(III) 2,3-dibromobutane  
(IV) 2,3-dimethylbutane  
(V) 3,4-dimethylhexane  

*Recall that an achiral species is one that just contains an internal plane of symmetry. However, a meso compound has two or more asymmetric centers and an internal plane of symmetry.*

**Options:**

- ○ I only
- ○ I and II
- ○ I and III
- ○ I, III, and V
- ○ IV only
Transcribed Image Text:**Question:** Which of the following compounds has a stereoisomer that is a meso compound? (I) 1,2-dibromocyclohexane (II) 1,4-dibromocyclohexane (III) 2,3-dibromobutane (IV) 2,3-dimethylbutane (V) 3,4-dimethylhexane *Recall that an achiral species is one that just contains an internal plane of symmetry. However, a meso compound has two or more asymmetric centers and an internal plane of symmetry.* **Options:** - ○ I only - ○ I and II - ○ I and III - ○ I, III, and V - ○ IV only
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