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19 Cards in this Set

  • Front
  • Back
  • 3rd side (hint)

What type of molecule is this?

Enol

What type of molecule is this?

Enolate

What form is this molecule in?

Keto form

What form is this molecule in?

Enolate form

What is the final product when this molecule is reacted with 1. Cl2 2.H+

1. Cl2 2. H30+

It chlorinates at the alpha carbon; you can control this reaction

1. Cl2


2. -OH

Chloronate the alpha carbon; you can't control this reaction under basic condition

1. Cl2/SOCl2


2. H20

Water has to be added. If you dont add water, it was stay at an acid halide. The OH would also be Cl

1. NBS or HBr / SOCl2


2. H2O

Beta-dicarbonyls

1. NH3

1. Eth oxide


2. Ethylbromine

This is a thermodynamic molecule. This is the most stable product in terms of the enolate

1. LDA


2. Ethylbromide

This is the kinetic form. The enolate goes to this position because LDA is too big for a stable enolate at the carbon where the methyl group is at.

1. LDA


2. (See hint)

Because esters are less acidic than ketones, you will need a stronger base instead of ethoxide

1. Ethoxide


2. (See hint)

Ethyl actoacetate


Or


Ethyl 3-oxobutanoate

Diethyl malonate

1. Ethoxide; ethyl bromide


2. Ethoxide; isopentyl bromide


3. H30+/ Heat

+ CO2