answer 5 of the 7 questions Draw and name the Stero chemical ISOmer 4-chlere- 1 methylcyclohexane which Chair conformation of has the mos c) Name the following molecule using R, S, absolute Configuration. H CI ||||| CH3 stable C43 f) Place the following molecules in increasing base strength (label the as 1) lowest Na OCH 3, KBr, NaH, H₂O, CH 3 CH ₂ NH ₂

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Chapter1: Chemical Foundations
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**Transcription for Educational Website**

**Organic Chemistry Problems**

**Question:**
Answer 5 of the 7 questions.

1. **Task:**
   Draw and name the stereochemical isomer of 4-chloro-1-methylcyclohexane which has the most stable chair conformation.

2. **Task (c):**
   Name the following molecule using R, S, absolute configuration:

   **Diagram Explanation:**
   - The diagram depicts a cyclohexane ring in a chair conformation.
   - A chlorine atom (Cl) is attached at one carbon.
   - Two methyl groups (CH₃) are attached to adjacent carbons.
   - Hydrogen atoms (H) are indicated where necessary to complete the structure.

3. **Task (f):**
   Place the following molecules in increasing base strength (label the lowest as #1):

   - NaOCl₃ 
   - KBr 
   - NaH 
   - H₂O 
   - CH₃CH₂NH₂

**Instructions:**
Analyze the stability of chair conformations and assign R, S configurations using Cahn-Ingold-Prelog priority rules. Use knowledge of acid-base chemistry to rank the molecules in order of base strength.
Transcribed Image Text:**Transcription for Educational Website** **Organic Chemistry Problems** **Question:** Answer 5 of the 7 questions. 1. **Task:** Draw and name the stereochemical isomer of 4-chloro-1-methylcyclohexane which has the most stable chair conformation. 2. **Task (c):** Name the following molecule using R, S, absolute configuration: **Diagram Explanation:** - The diagram depicts a cyclohexane ring in a chair conformation. - A chlorine atom (Cl) is attached at one carbon. - Two methyl groups (CH₃) are attached to adjacent carbons. - Hydrogen atoms (H) are indicated where necessary to complete the structure. 3. **Task (f):** Place the following molecules in increasing base strength (label the lowest as #1): - NaOCl₃ - KBr - NaH - H₂O - CH₃CH₂NH₂ **Instructions:** Analyze the stability of chair conformations and assign R, S configurations using Cahn-Ingold-Prelog priority rules. Use knowledge of acid-base chemistry to rank the molecules in order of base strength.
Expert Solution
Step 1: Conformations of cyclohexanes

Cyclohexane is a saturated cyclic compound with six carbon atoms on the ring. The most stable conformer of cyclohexane is the chair conformer. It has neither angle strain nor torsional strain, so cyclohexane exists in the chair conformation.

There are two kinds of bonds present in cyclohexane. They are axial bonds and equatorial bonds. The structure of cyclohexane with these bonds is shown below.

Chemistry homework question answer, step 1, image 1

a represents the axial bond and e represents equatorial bonds.

A substituent is more stable at an equatorial position than at axial position.. Consider an axial substituent at C-1. This substituent can interact with an axial substituent or axial hydrogen of C-3. These kinds of interactions are called 1,3 dialkyl interactions. This interaction is generally repulsive and reduces the stability of compounds. So generally for substitutions, the equatorial position is preferred over the axial position. 


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