Concept explainers
Interpretation:
The stereochemistry of
Concept introduction:
舧 Chair conformations: It is the most stable conformation, which accurately shows the spatial arrangement of atoms.
舧 Equatorial bonds are parallel to the average plane of the ring, whereas axial bonds are perpendicular to the average plane of the ring.
舧 The conformation having bonds at the equatorial positions are more stable than those with bonds at the axial position.
舧 On flipping the cyclohexane ring, axial bonds become equatorial bonds and equatorial bonds becomes axial bond.
舧 Bulkier group acquires equatorial positions to form stable conformer due to steric factors.
舧 The most stable configuration of aldopyranoses is when the
舧 Stereochemistry: The equatorial orientation refers to the spatial arrangement of
舧 The stability of the atom can be estimated at the values of the anomeric effect of the
舧 The anomeric effect is lowest for sugars with equatorial orientation, which results in lower energetic state, and consequently this type of orientation confers higher stability.
舧 The anomeric effect is highest for sugars with axial orientation, which results in higher energetic state, and consequently this type of orientation confers lower stability.
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Organic Chemistry, 12e Study Guide/Student Solutions Manual
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