✔ Preview File Edit View Go Tools Window Help Q Search U2HW5.pdf Page 1 of 2 372 U2HW5.pdf H CH3 5A.3 Rank the following conformational isomers from least stable to most stable. a) CEL₂ CH₂ H₂ H H CH(CH3)2 *** H 1 H CB₂ H CHI₂ CH₂ (H₂C)₂HC CH(CH₂)2 A 13 C b) HCH3 CH3 CH3 HI H Br CH3 H H Br B 2 -- ‒‒‒ O . 22 . 496 'H A -Br H JUN 1 10 tv H₂ MACARO с -H H . H H . H D . Br H A . W 32 ☎ a 8 P - Fri Jun 10 1:13 AM Fall 2021 Spring 2022 Screen Shot 2022-0...49.34 PM Organic Chemistry Online + Lab Screen Shot 2022-0...23.23 PM etco

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter2: Alkanes And Cycloalkanes
Section: Chapter Questions
Problem 2.61P: Following are structural formulas for 1,4-dioxane and piperidine. 1,4-Dioxane is a widely used...
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**5A.3 Rank the following conformational isomers from least stable to most stable.**

### a)
This section presents three different conformational isomers, labeled as A, B, and C. These isomers are specific arrangements of atoms in a molecule that result from rotation around a single bond. Here are the structure details:

**A:**  
- Top positions: H, H  
- Bottom positions: \(CH_3\) and \(C(CH_3)_2\) respectively  

**B:**  
- Top positions: \(CH_3\), H
- Bottom positions: H, \(CH_3\)  

**C:**  
- Top positions: \(CH_3\), H
- Bottom positions: \(C(CH_3)_2\), H  

### b)
This section presents four different conformational isomers, labeled as A, B, C, and D, involving various configurations with bromine (Br) and methyl (CH\(_3\)) groups:

**A:**
- Top positions: \(CH_3\), H
- Bottom positions: H, Br  

**B:**
- Top positions: \(CH_3\), H  
- Bottom positions: Br, H  

**C:**
- Top positions: Br, \(CH_3\)
- Bottom positions: H, H  

**D:**
- Top positions: \(CH_3\), Br
- Bottom positions: H, H  

### Explanation of Diagrams
Each structure is presented using the Newman projection, which is a way of drawing chemical conformations to show the spatial orientation of bonds on adjacent carbons:

- Each circle represents a carbon-carbon bond viewed along the axis of the bond.
- Bonds extending to the front carbon are shown as lines coming from the center of the circle (three lines for each substituent of the front carbon).
- Bonds extending to the rear carbon are depicted as lines emerging from the edges of the circle (three for each substituent of the rear carbon).

By analyzing these conformations, one can determine their relative stabilities, considering factors such as steric hindrance and electronic interactions: 

- **Intramolecular interactions** (like steric strain where large groups are close to each other) often lower stability.
- **Electronic effects** (such as hyperconjugation) can also influence the stability of these conformations. 

Students are encouraged to compare these isomers and arrange them
Transcribed Image Text:**5A.3 Rank the following conformational isomers from least stable to most stable.** ### a) This section presents three different conformational isomers, labeled as A, B, and C. These isomers are specific arrangements of atoms in a molecule that result from rotation around a single bond. Here are the structure details: **A:** - Top positions: H, H - Bottom positions: \(CH_3\) and \(C(CH_3)_2\) respectively **B:** - Top positions: \(CH_3\), H - Bottom positions: H, \(CH_3\) **C:** - Top positions: \(CH_3\), H - Bottom positions: \(C(CH_3)_2\), H ### b) This section presents four different conformational isomers, labeled as A, B, C, and D, involving various configurations with bromine (Br) and methyl (CH\(_3\)) groups: **A:** - Top positions: \(CH_3\), H - Bottom positions: H, Br **B:** - Top positions: \(CH_3\), H - Bottom positions: Br, H **C:** - Top positions: Br, \(CH_3\) - Bottom positions: H, H **D:** - Top positions: \(CH_3\), Br - Bottom positions: H, H ### Explanation of Diagrams Each structure is presented using the Newman projection, which is a way of drawing chemical conformations to show the spatial orientation of bonds on adjacent carbons: - Each circle represents a carbon-carbon bond viewed along the axis of the bond. - Bonds extending to the front carbon are shown as lines coming from the center of the circle (three lines for each substituent of the front carbon). - Bonds extending to the rear carbon are depicted as lines emerging from the edges of the circle (three for each substituent of the rear carbon). By analyzing these conformations, one can determine their relative stabilities, considering factors such as steric hindrance and electronic interactions: - **Intramolecular interactions** (like steric strain where large groups are close to each other) often lower stability. - **Electronic effects** (such as hyperconjugation) can also influence the stability of these conformations. Students are encouraged to compare these isomers and arrange them
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