Mastery of the reactions of aldehydes and ketones, which are crucially important in biochemistry, is probably the largest single challenge of MCAT organic.
The reactions of aldehydes and ketones represent the largest and most challenging set of mechanisms you must master for the new MCAT. These mechanisms are more important than any for helping you unravel biochemical reactions. What can seem inscrutably complex in an enzymatic mechanism often can be reduced to a familiar pattern if you have ready access to the concepts governing aldehyde and ketone reactions. Much of the organic that does appear on the new MCAT will be couched to this kind of exercise. The focus of MCAT organic chemistry is seeing whether you can shine the light of organic reaction chemistry onto the biochemical context.
WikiPremed Resources
Aldehydes & Ketones Mechanisms
Conceptual Vocabulary Self-Test
Basic Terms Crossword Puzzle
Basic Puzzle Solution
Conceptual Vocabulary for Aldehydes and Ketones
Alpha carbon
The alpha carbon in an aldehyde or ketone refers to the first carbon after the carbonyl carbon.
The alpha carbon in an aldehyde or ketone refers to the first carbon after the carbonyl carbon.
Addition reaction
In an addition reaction two or more molecules combine to form a larger one.
In an addition reaction two or more molecules combine to form a larger one.
Enol
Enols are alkenes with a hydroxyl group affixed to one of the carbon atoms composing the double bond.
Enols are alkenes with a hydroxyl group affixed to one of the carbon atoms composing the double bond.
Keto-enol tautomerism
Keto-enol tautomerism refers to a chemical equilibrium between a keto form and an enol.
Keto-enol tautomerism refers to a chemical equilibrium between a keto form and an enol.
Aldol
An aldol adduct is a beta-hydroxy ketone or aldehyde resulting from the addition of a ketone enolate to an aldehyde.
An aldol adduct is a beta-hydroxy ketone or aldehyde resulting from the addition of a ketone enolate to an aldehyde.
Acetalisation
Acetalisation is an organic reaction that involves the formation of an acetal or ketal.
Acetalisation is an organic reaction that involves the formation of an acetal or ketal.
Acetal
An acetal is a molecule with two single bonded oxygens are attached to the same carbon atom which is also bonded to an alkyl or aryl group and a hydrogen.
An acetal is a molecule with two single bonded oxygens are attached to the same carbon atom which is also bonded to an alkyl or aryl group and a hydrogen.
Protecting group
A protecting group is introduced into a molecule by chemical modification of a functional group in order to obtain chemoselectivity in a subsequent chemical reaction.
A protecting group is introduced into a molecule by chemical modification of a functional group in order to obtain chemoselectivity in a subsequent chemical reaction.
Grignard reaction
The Grignard reaction is an organometallic chemical reaction involving alkyl- or aryl-magnesium halides with electrophiles.
The Grignard reaction is an organometallic chemical reaction involving alkyl- or aryl-magnesium halides with electrophiles.
Enolate anion
An enolate anion is the anion of an enol, formed by loss of a proton from the alpha carbon of a carbonyl group.
An enolate anion is the anion of an enol, formed by loss of a proton from the alpha carbon of a carbonyl group.
Nucleophilic conjugate addition
Nucleophilic conjugate addition occurs by reaction of a nucleophile at the beta position of alpha-beta unsaturated carbonyl compounds.
Nucleophilic conjugate addition occurs by reaction of a nucleophile at the beta position of alpha-beta unsaturated carbonyl compounds.
Tollens reagent
Tollens' reagent is usually ammoniacal silver nitrate, an oxidizing agent, which is itself reduced to silver metal. It is used as a test for aldehydes.
Tollens' reagent is usually ammoniacal silver nitrate, an oxidizing agent, which is itself reduced to silver metal. It is used as a test for aldehydes.
Ketal
A ketal is a molecule with two single bonded oxygens attached to the same carbon atom which is also bonded to two alkyl or aryl groups.
A ketal is a molecule with two single bonded oxygens attached to the same carbon atom which is also bonded to two alkyl or aryl groups.
Schiff base
A Schiff base is a functional group that contains a carbon-nitrogen double bond with the nitrogen atom connected to an aryl or alkyl group, but not hydrogen.
A Schiff base is a functional group that contains a carbon-nitrogen double bond with the nitrogen atom connected to an aryl or alkyl group, but not hydrogen.
Enone
An enone is an unsaturated chemical compound or functional group consisting of a conjugated system of an alkene and a ketone.
An enone is an unsaturated chemical compound or functional group consisting of a conjugated system of an alkene and a ketone.
Cyanohydrin reaction
The cyanohydrin reaction is an organic reaction by an aldehyde or ketone with a cyanide anion or a nitrile to form a cyanohydrin.
The cyanohydrin reaction is an organic reaction by an aldehyde or ketone with a cyanide anion or a nitrile to form a cyanohydrin.
Wolff-Kishner reduction
The Wolff-Kishner reduction is a chemical reaction that fully reduces an aldehyde or ketone to an alkane.
The Wolff-Kishner reduction is a chemical reaction that fully reduces an aldehyde or ketone to an alkane.
Enamine
An enamine is an unsaturated compound derived by the reaction of an aldehyde or ketone with a secondary amine followed by loss of a molecule of water.
An enamine is an unsaturated compound derived by the reaction of an aldehyde or ketone with a secondary amine followed by loss of a molecule of water.
Haloform reaction
The haloform reaction is a chemical reaction where a haloform is produced by the multiple halogenation of a methyl ketone in the presence of a base.
The haloform reaction is a chemical reaction where a haloform is produced by the multiple halogenation of a methyl ketone in the presence of a base.
Alkylimino-de-oxo-bisubstitution
Alkylimino-de-oxo-bisubstitution in organic chemistry is the organic reaction of carbonyl compounds with amines to imines.
Alkylimino-de-oxo-bisubstitution in organic chemistry is the organic reaction of carbonyl compounds with amines to imines.
Wittig reaction
The Wittig reaction is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide to give an alkene and triphenylphosphine oxide.
The Wittig reaction is a chemical reaction of an aldehyde or ketone with a triphenyl phosphonium ylide to give an alkene and triphenylphosphine oxide.
Thioacetal
Thioacetals are the sulfur analogue of acetals. They are prepared in a similar way to acetals: by reacting a thiol with an aldehyde.
Thioacetals are the sulfur analogue of acetals. They are prepared in a similar way to acetals: by reacting a thiol with an aldehyde.
Iodoform reaction
The iodoform test is a qualitative chemical test for the detection of ketones and aldehydes carrying an alpha methyl group in which the reagents are iodine and sodium hydroxide.
The iodoform test is a qualitative chemical test for the detection of ketones and aldehydes carrying an alpha methyl group in which the reagents are iodine and sodium hydroxide.
Clemmensen reduction
The Clemmensen reduction is a chemical reaction described as a reduction of aldehydes or ketones to alkanes using zinc amalgam and hydrochloric acid.
The Clemmensen reduction is a chemical reaction described as a reduction of aldehydes or ketones to alkanes using zinc amalgam and hydrochloric acid.
Reductive amination
Reductive amination is a chemical reaction which involves the conversion of a carbonyl group to an amine.
Reductive amination is a chemical reaction which involves the conversion of a carbonyl group to an amine.
Michael addition
The Michael addition is the nucleophilic addition of an carbanion to an alpha, beta unsaturated carbonyl compound. It is one of tne of the most useful methods for the mild formation of carbon-carbon bonds.
The Michael addition is the nucleophilic addition of an carbanion to an alpha, beta unsaturated carbonyl compound. It is one of tne of the most useful methods for the mild formation of carbon-carbon bonds.
Pinacol coupling reaction
A pinacol coupling reaction is an organic reaction in which a carbon-carbon covalent bond is formed between the carbonyl groups of an aldehyde or a ketone in presence of an electron donor in a free radical process.
A pinacol coupling reaction is an organic reaction in which a carbon-carbon covalent bond is formed between the carbonyl groups of an aldehyde or a ketone in presence of an electron donor in a free radical process.
Cannizzaro reaction
The Cannizzaro reaction is a chemical reaction that involves the base-induced disproportionation of an aldehyde lacking a hydrogen atom in the alpha position.
The Cannizzaro reaction is a chemical reaction that involves the base-induced disproportionation of an aldehyde lacking a hydrogen atom in the alpha position.
Corey-Fuchs reaction
The Corey-Fuchs reaction is a series of chemical reactions designed to transform an aldehyde into an alkyne.
The Corey-Fuchs reaction is a series of chemical reactions designed to transform an aldehyde into an alkyne.
Johnson-Corey-Chaykovsky reaction
The Johnson-Corey-Chaykovsky reaction is a chemical reaction in which a carbonyl is converted to an epoxide by the action of a sulfonium ylide.
The Johnson-Corey-Chaykovsky reaction is a chemical reaction in which a carbonyl is converted to an epoxide by the action of a sulfonium ylide.
Willgerodt rearrangement
The Willgerodt rearrangement is an organic reaction converting an aryl alkyl ketone to the corresponding amide by reaction with ammonium polysulfide.
The Willgerodt rearrangement is an organic reaction converting an aryl alkyl ketone to the corresponding amide by reaction with ammonium polysulfide.
Stork enamine alkylation
The Stork enamine alkylation involves the addition of an enamine to an alpha,beta-unsaturated carbonyl acceptor in a process similar to the Michael reaction. The product is then hydrolyzed by an aqueous acid to produce a 1,5-dicarbonyl compound.
The Stork enamine alkylation involves the addition of an enamine to an alpha,beta-unsaturated carbonyl acceptor in a process similar to the Michael reaction. The product is then hydrolyzed by an aqueous acid to produce a 1,5-dicarbonyl compound.
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