Ch 19 Orgo 2 Mechanisms Flashcards


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1

Formation of Hemiacectal (vinyl ether forms it as well)

Product: OH and OR

Reagent: R OH

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2

Formation Acetal

Product: OR & OR
Reagent: R OH /H

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3

Hydrolysis to Regenerate Carbonyl and Alcohol Constituents

Product: Any carbonyl group; alcohol group

Reagent: H3O+

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4

Thioacetal formation

Product: SR SR

Reagent: RSH/ ZnCl2

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5

Thioacetal Hydrolysis

Product: Ketones and other carbonyl groups

Reagent: HgCl2, CaCo3/ H2O, CH3CN

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6

Desulfurization

Product: More hydrogens

Reagent: Raney Ni

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7

Carbohydrates undergo reduction to form alditols

Product: OH - H or H - OH

Reagent: NaBH4/ EtOH

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8

Carbohydrates undergo oxidation to form Aldonic acid

Product: CooH (1)

Reagent: Br2/H2O

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9

Carbohydrates undergo oxidation to form aldaric acids

Product: COOH (2)

Reagent: HNO3

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