Organic Chemistry Enolate Reactions (DAT)

Formation of a pi bond between the alpha carbon and the beta carbon of the beta-hydroxy carbonyl compound

aldol condensation

The aldol reaction intermediate is called

beta-hydroxycarbonyl

The aldol reaction forms the ___ product

alpha, beta unsaturated carbonyl

In an aldol reaction, a ___ is added to the alpha carbon to connect the two compounds

double

There is an alcohol present in the ___ but not the ___ of an aldol reaction

intermediate, product

Aldol reactions occur for ___ and ___

aldehydes and ketones

Draw the product of the following aldol reaction

This reaction occurs when an enolate of one ester attacks another ester

claisen condensation

This reaction results in a beta-keto ester

claisen condensation

In the claisen condensation reaction, the two molecules are connected at the alpha carbon by removal of the

ester

Draw the product of the following claisen condensation reaction

In a dieckmann condensation reaction, the starting molecules contain two separate ___ groups

ester

In acidic conditions of alpha hydrogenation, ___ (one/all) alpha hydrogens are replaced with halogen atoms

one

In basic conditions of alpha hydrogenation, ___ (one/all) alpha hydrogens are replaced with halogen atoms

all

General name for CHX3

haloform

Methyl ketone + 1. excess X2 2. H3O+ —>

carboxylic acid + haloform

This reaction prepares carboxylic acids from diesters

malonic ester

This reaction prepares methyl ketones from an ester ketone compound

acetoacetic ester

Draw the summary reaction of a malonic ester synthesis with two R groups

Draw the summary reaction of an acetoacetic ester synthesis

This reaction occurs when a stabilized nucleophile is reacted with an alpha beta unsaturated carbonyl compound

michael addition

In a michael addition reaction, the nucleophile is added to the ___ carbon

beta

Draw the product of the following reaction