Chapter 19: Aldehydes & Ketones Flashcards

The suffix “__________” indicates an aldehydic group, and the suffix “__________” is used for ketones.

The electrophilicity of a carbonyl group derives from __________________________ effects, as well as ____________________ effects.

A general mechanism for nucleophilic addition under basic conditions involves two steps

1) nucleophilic attack

2) ________________________________

The position of equilibrium is dependent on the ability of the nucleophile to function as a ______________________________.

In acidic conditions, an aldehyde or ketone will react with two molecules of alcohol to form an ____________________.

The reversibility of acetal formation enables acetals to function as ______________________________ groups for ketones or aldehydes. Acetals are stable under strongly ______________ conditions.

In acidic conditions, an aldehyde or ketone will react with a primary amine to form an __________________.

In acidic conditions, an aldehyde or ketone will react with a secondary amine to form an ____________________.

In the Wolff-Kishner reduction, a hydrazone is reduced to an __________________ under strongly basic conditions.

__________________________________ of acetals, imines, and enamines under acidic conditions produces ketones or aldehydes.

In acidic conditions, an aldehyde or ketone will react with two equivalents of a thiol to form a ____________________________.

When treated with Raney nickel, thioacetals undergo desulfurization to yield a ____________________________ group.

When treated with a hydride reducing agent, such as lithium aluminum hydride (LiAlH₄) or sodium borohydride (NaBH₄), aldehydes and ketones are reduced to ______________________________.

The reduction of a carbonyl group with LiAlH₄ or NaBH₄ is not a reversible process, because hydride does not function as a ________________________________________.

When treated with a Grignard reagent, aldehydes and ketones are converted into alcohols, accompanied by the formation of a new ______________________ bond.

Grignard reactions are not reversible, because carbanions do not function as ____________________________________.

When treated with hydrogen cyanide (HCN), aldehydes and ketones are converted into ____________________________. For most aldehydes and unhindered ketones, the equilibrium favors formation of the ____________________________________.

The Wittig reaction can be used to convert a ketone to an __________________.

A Baeyer-Villiger oxidation converts a ketone to an ____________________ by inserting __________________________________________ next to the carbonyl group. Cyclic ketones produce cyclic esters called ______________________________.