17.7 Addition of OH to Form Hemiacetals and Acetals

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10 Terms

1

show hemiacetal formation

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2

show acetal formation

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3

where is equilibria favored in hemiacetal formation

starting C=O compound

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4

are hemiacetals isolable?

no, unless formed with reactive C=O systems (formaldehyde 2,2,2-trichloroacetalhyde)

isolable from hydroxy aldehydes and ketones when cyclization leads to strain free 5 or 6 ring

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5

are cyclic or acyclic hemiacetals more stable

cyclic

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6

show intramolecular hemiacetal formation

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7

what can catalyze acetal formation

acids

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8

how can each step be shifted or reversed in equilibrium

with presence of acid

  • excess OH or removing H2O —> acetal

  • excess H2O (acetal hydrolysis) to get aldehyde or ketone

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9

can hemiacetals or acetals be isolated as pure substances

acetals

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10

show the hydrolysis of acetals

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