Boat vs Twisted Boat Conformation? An Ochem question.?

I have two sources: one that says Twisted Boat conformation has lower energy, and one that says it has the higher angle strain than the boat conformation. Isn't the latter more intuitive?

The question was in the following context: Order the molecules in increasing stability (cyclohexanes): chair, boat, twisted boat. Obviously the chair is the most stable, and has the lowest energy/ring strain.

Any ideas?

Thank you

1 Answer

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  • Drake
    Lv 5
    9 years ago
    Favorite Answer

    The order is boat, twisted boat, chair.

    The reason is because the carbon atoms at the points in the boat are eclipsed which causes a lot of steric strain. With a twisted boat they are not directly eclipsing each other. While this still produces strain it is slightly less than when they are directly eclipsed.

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