Green Chemistry and the Diels-Alder Reaction
Purpose
The purpose of this reaction is to bring about the movement of green chemistry which is a safer, more sustainable chemistry to all levels of chemistry. The use of 12 principles can make in principle a reaction greener with the use of modifications. In this lab, the Diels-Alder reaction will be performed by reacting (E,E)-2,4-hexadien-1-ol with maleic anhydride without the use of a solvent to make the reaction more greener. The reaction will be tested for the presence of a carboxylic acid in the product, to make sure the reaction proceeded as expected, with the use of sodium bicarbonate (NaHC"O" _"3" ).
Reactions
Reaction 1: Diels-Alder reaction of maleic anhydride and (2E, 4E)-2,4-hexadien-1-ol …show more content…
After an equal-sized portion of solid bicarbonate (NaHC"O" _"3" ) and 2 mL of water ("H" _"2" "O" ) were added to the mixture, bubbles formed around the product indicating a carboxylic acid.
Functional Groups Present in starting material, Diels-Alder product, and the final (rearranged) product:
Oxygen Atoms labeled in starting materials, Diels-Alder product, and the final (rearranged …show more content…
The modifications allowed for the reaction to be greener. The reaction created less waste (principle 1), atom economy was executed from the atoms being used in their entirety (principle 7), the use of no solvent created a safer reaction conditions of no requirement to extract the product (principle 8), and finally energy efficiency because the reaction was done at room temperature (principle 9). A weighted amount of 0.44grams of solid maleic acid anhydride was placed into a beaker along with 0.5 ml (about 10 drops) of (E,E)-2,4-hexadien-1-ol. The mixture was stirred with a metal spatula for 10 minutes under the fume hood until the complete liquefaction and resolidification occurred of a white solid. The weight of the product was taken minus the weight of the beaker and turned out to be 0.51 grams. The test for a carboxylic acid was then performed with the use of NaHC"O" _"3" and water. A flea sized portion of the product was taken, an equal-sized portion of the solid NaHC"O" _"3" , and 2 mL of water was all placed in a test tube. The observation of the reaction was taken and came out to be positive because of the formation of bubbles around the product indicating the presence of a carboxylic acid. Two ways that could make the reaction greener could be the use of a catalyst, not stoichiometric reagents (Principle 5)
Purpose
The purpose of this reaction is to bring about the movement of green chemistry which is a safer, more sustainable chemistry to all levels of chemistry. The use of 12 principles can make in principle a reaction greener with the use of modifications. In this lab, the Diels-Alder reaction will be performed by reacting (E,E)-2,4-hexadien-1-ol with maleic anhydride without the use of a solvent to make the reaction more greener. The reaction will be tested for the presence of a carboxylic acid in the product, to make sure the reaction proceeded as expected, with the use of sodium bicarbonate (NaHC"O" _"3" ).
Reactions
Reaction 1: Diels-Alder reaction of maleic anhydride and (2E, 4E)-2,4-hexadien-1-ol …show more content…
After an equal-sized portion of solid bicarbonate (NaHC"O" _"3" ) and 2 mL of water ("H" _"2" "O" ) were added to the mixture, bubbles formed around the product indicating a carboxylic acid.
Functional Groups Present in starting material, Diels-Alder product, and the final (rearranged) product:
Oxygen Atoms labeled in starting materials, Diels-Alder product, and the final (rearranged …show more content…
The modifications allowed for the reaction to be greener. The reaction created less waste (principle 1), atom economy was executed from the atoms being used in their entirety (principle 7), the use of no solvent created a safer reaction conditions of no requirement to extract the product (principle 8), and finally energy efficiency because the reaction was done at room temperature (principle 9). A weighted amount of 0.44grams of solid maleic acid anhydride was placed into a beaker along with 0.5 ml (about 10 drops) of (E,E)-2,4-hexadien-1-ol. The mixture was stirred with a metal spatula for 10 minutes under the fume hood until the complete liquefaction and resolidification occurred of a white solid. The weight of the product was taken minus the weight of the beaker and turned out to be 0.51 grams. The test for a carboxylic acid was then performed with the use of NaHC"O" _"3" and water. A flea sized portion of the product was taken, an equal-sized portion of the solid NaHC"O" _"3" , and 2 mL of water was all placed in a test tube. The observation of the reaction was taken and came out to be positive because of the formation of bubbles around the product indicating the presence of a carboxylic acid. Two ways that could make the reaction greener could be the use of a catalyst, not stoichiometric reagents (Principle 5)