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Technical data


Keto-enol tautomerism of ethyl acetoacetate (3-oxobutanoicacid ethyl ester)

Article no: P1154000

Principle

Keto-enol tautomerism is understood in chemistry as the equilibrium between the structural form of an aldehyde and a ketone (the compounds must be constitution isomers). The name "enol" reflects the double bond (-en) and the OH group (-ol) in the molecular structure.

In this experiment, students learn a simple method of detection double and multiple bonds in organic substances and also to detect the keto-enol tautomerism for ethyl acetoacetate. Therefore bromine water is added to the ester solution and the double bond character of the enol form is detected. The use of bromine water for the detection of unsaturated hydrocarbons (for example, alkenes) allows to illustrate the double bond or multiple bond character of an organic compound. During the reaction the (intense) red-brown color of the bromine disappears and confirms the keto-enol tautomerism

 

Learning objectives

  • Keto-enol tautomerism
  • Properties of 3-oxobutanoic acid ethyl ester
  • Detection of double bonds with bromine

Scope of delivery

Magnetic stirrer without heating, 3 ltr., 230 V 35761-99 1
Magnetic stirring bar 15 mm, cylindrical 46299-01 1
Magnetic stirring bar 30 mm, cylindrical 46299-02 1
Magnetic stirring bar, 50 mm, cylindrical 46299-03 1
Separator for magnetic bars 35680-03 1
Beakers, Boro, high form, various sizes 46030-00 2
Beakers, Boro, high form, various sizes 46029-00 2
Beakers, Boro, high form, various sizes 46032-00 1
Spoon, special steel 33398-00 1
Wash bottle, plastic, 500 ml 33931-00 1
Glass rod,boro 3.3,l=300mm, d=7mm 40485-05 2
Graduated cylinders, Boro, various sizes 36627-00 1
Graduated cylinders, Boro, various sizes 36629-00 1
Bromine filler w. rubber cap 45100-00 1
Rubber gloves, size L (9), one pair 39324-00 1
CB 1001 portable compact balance 1000g, 0,1g ADA-CB-1001 1
Weighing dishes, square shape, 84 x 84 x 24 mm, 500 pcs. 45019-50 1
Ethyl acetoacetate 250 ml 31001-25 1
Iron-III chloride 6-hydr. 500 g 30069-50 1
Bromine-Solution, 250 ml 30046-25 1
Ethyl alcohol, absolute 500 ml 30008-50 1
Water, distilled 5 l 31246-81 1

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