Keto and Enol isomers are example of _________ isomers

Constitutional - Same formula, different connectivity

What is the conversion between keto and enol forms called?

Tautomerization

What do you need to convert keto -> enol under acidic conditions?

H3O+

What do you need to convert keto -> enolate under basic conditions?

A base (a pair of LP)

The more _______ enol will predominate

Substituted

Which is favoured: keto or enol?

Keto because of stability of C=O (favoured) vs C=C bond

The enol is ________ and can be protonated from top and bottom

Achiral

Which protons are acidic?

Hydrogens on the C next to a C=O - Can be removed easily

The lower the pka, the ______ acidic the p+

More

T/F: EDG destabilize negative charge

True

T/F: EWG stabilize negative chare

True

If we want to use enolates a nucleophiles, what do you need to do?

Quantitative deprotonation

What is quantitative deprotonation?

Irreversible deprotonation by SB that converts all of the keto form to enolate form

What are the most common bases to promote quan deprot?

LDA or LiHMDS - Strong and reactive Rxn carried out in anhydrous, aprotic solvents at low temps

What is the product halogenation of enols/enolates?

Alpha-halogenated products

What is the difference in basic halogenation conditions of enols/enolates?

Product is converted to enolate and is stable due to EWG

__________ ketones can react until all alpha protons are replaced by halogen atoms

Methyl

T/F: The CX3 anion is a good LG

True

What is the rxn called in which CX3 is the product?

Haloform rxn