Enols and Enolates

Question 1

Haloform rxn (α-halogenation of a ketone, basic condit.)

Answer 1

X2 / NaOH, H2O

Question 2

HVZ rxn (α-halogenation of carboxylic acid)

Answer 2

1. Br2, PBr3 / 2. H2O

Question 3

Directed aldol addition

Answer 3

1. LDA / 2. Ketone / 3. H2O

Question 4

Ketone to enol (tautomerization)

Answer 4

H3O+ OR NaOH, H2O

Question 5

Ketone to enolate (100%)

Answer 5

LDA OR NaH

Question 6

Aldol addition (one partner)

Answer 6

NaOH / H2O

Question 7

Crossed aldol addition

Answer 7

1. NaOH, H2O / 2. Ketone (enolizable), slow

Question 8

α-Halogenation of a ketone (acidic condit.)

Answer 8

Br2 / H3O+

Question 9

Aldol condensation

Answer 9

Heat