Without the energy values provided, which Newman projection would be expected to be the most stable? (Hint! isopropyl is bigger than methyl)

Answer

Newman Projection Stability Analysis

🔬 Newman Projection: Stability Analysis

🧪 Objective

Determine which Newman projection is the most stable based on steric and torsional strain considerations involving an isopropyl group, a methyl group, and hydrogens.

🔍 Key Concepts

Stability in Newman projections is influenced by:

  • Steric hindrance: Larger groups should be far apart
  • Torsional strain: Eclipsing interactions increase energy

Conformational Stability Table

Conformation Description Stability
Anti Large groups 180° apart Most stable
Gauche Large groups 60° apart Less stable
Eclipsed Groups directly aligned Least stable

🔎 Analysis of Options

✅ Option C (Most Stable)

Isopropyl and methyl groups are anti (180° apart).

Minimized steric and torsional strain → Most stable conformation

❌ Less Stable Options

  • Option A: Gauche between bulky groups (60°) → moderate strain
  • Option B: Eclipsed isopropyl and methyl → high strain
  • Option D: Eclipsed with hydrogen → better than B, still unstable
  • Option E: Gauche methyl groups → less bulky, but still not optimal
  • Option F: Eclipsed isopropyl and methyl → worst case scenario

✅ Final Answer

Option C is the most stable Newman projection.

🧠 Summary Table

Option Key Feature Stability
A Gauche bulky groups (60°) Moderate
B Eclipsed bulky groups Very unstable
C Anti bulky groups (180°) ✅ Most stable
D Eclipsed isopropyl with H Unstable
E Gauche methyl groups Less stable
F Eclipsed isopropyl and methyl Least stable

Conclusion

In Newman projection analysis, the anti conformation with the largest groups 180° apart is the most stable. In this case, Option C satisfies that condition by placing the isopropyl and methyl groups anti, minimizing both torsional and steric strain.

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