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Reaction 15 min. (Ph),P. (Ph)sP=0 r.t. Procedure 1. Place 1 mmol of benzaldehyde and 1 mmol of (carbethoxymethylene)triphenylphosphorane in a mortar. Using a pestle, blend the two starting materials together until they form a homogeneous, translucent paste. 2. Allow the reaction mixture to stand for 15 min. Workup 3. Add 4 ml of hexane mixture (hexanes) to the mortar, scrape well using a spatula in order to dislodge product and co-product from the mortar and transfer the slurry you obtained into a Büchner funnel and vacuum filter. Rinse the mortal with an additional 3 ml of hexanes and wash the filter cake with this solvent. Isolation 4. Transfer the filtrate into a pre-weighed round bottom flask. Prepare two TLC plates using some of the fil- trate to spot your product, also spot benzaldehyde, benzoic acid and a solution of the material retained on the filter paper. To find the proper solvent to dissolve the latter, consult the Handbook of Chemistry and Physics (in Chem 20). Run two TLC plates. Observe the plates under UV-light, then expose one to iodine vapors, the other to a potassium permanganate solution. Report all observations in your notebook. 5. Remove the solvent using a rota-vap and determine percent yield.

Reaction 15 min. (Ph),P. (Ph)sP=0 r.t. Procedure 1. Place 1 mmol of benzaldehyde and 1 mmol of (carbethoxymethylene)triphenylphosphorane in a mortar. Using a pestle, blend the two starting materials together until they form a homogeneous, translucent paste. 2. Allow the reaction mixture to stand for 15 min. Workup 3. Add 4 ml of hexane mixture (hexanes) to the mortar, scrape well using a spatula in order to dislodge product and co-product from the mortar and transfer the slurry you obtained into a Büchner funnel and vacuum filter. Rinse the mortal with an additional 3 ml of hexanes and wash the filter cake with this solvent. Isolation 4. Transfer the filtrate into a pre-weighed round bottom flask. Prepare two TLC plates using some of the fil- trate to spot your product, also spot benzaldehyde, benzoic acid and a solution of the material retained on the filter paper. To find the proper solvent to dissolve the latter, consult the Handbook of Chemistry and Physics (in Chem 20). Run two TLC plates. Observe the plates under UV-light, then expose one to iodine vapors, the other to a potassium permanganate solution. Report all observations in your notebook. 5. Remove the solvent using a rota-vap and determine percent yield.

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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comment on the greeness of the experiment. the percent yield was 25%, the atom economy 38.8%, and the reaction effieciency 9.7 %

 

3. Comment on the green chemistry of this experiment. That is, the nature and amount of solvent (for example water, etc.), and atom economy (number of atoms in the reactants versus products) in this experiment.
Transcribed Image Text:3. Comment on the green chemistry of this experiment. That is, the nature and amount of solvent (for example water, etc.), and atom economy (number of atoms in the reactants versus products) in this experiment.
Reaction onl 15 min. (Ph),P. (Ph)sP=0 r.t. Procedure 1. Place 1 mmol of benzaldehyde and 1 mmol of (carbethoxymethylene)triphenylphosphorane in a mortar. Using a pestle, blend the two starting materials together until they form a homogeneous, translucent paste. 2. Allow the reaction mixture to stand for 15 min. Workup 3. Add 4 ml of hexane mixture (hexanes) to the mortar, scrape well using a spatula in order to dislodge product and co-product from the mortar and transfer the slurry you obtained into a Büchner funnel and vacuum filter. Rinse the mortal with an additional 3 ml of hexanes and wash the filter cake with this solvent. Isolation 4. Transfer the filtrate into a pre-weighed round bottom flask. Prepare two TLC plates using some of the fil- trate to spot your product, also spot benzaldehyde, benzoic acid and a solution of the material retained on the filter paper. To find the proper solvent to dissolve the latter, consult the Handbook of Chemistry and Physics (in Chem 20). Run two TLC plates. Observe the plates under UV-light, then expose one to iodine vapors, the other to a potassium permanganate solution. Report all observations in your notebook. 5. Remove the solvent using a rota-vap and determine percent yield.
Transcribed Image Text:Reaction onl 15 min. (Ph),P. (Ph)sP=0 r.t. Procedure 1. Place 1 mmol of benzaldehyde and 1 mmol of (carbethoxymethylene)triphenylphosphorane in a mortar. Using a pestle, blend the two starting materials together until they form a homogeneous, translucent paste. 2. Allow the reaction mixture to stand for 15 min. Workup 3. Add 4 ml of hexane mixture (hexanes) to the mortar, scrape well using a spatula in order to dislodge product and co-product from the mortar and transfer the slurry you obtained into a Büchner funnel and vacuum filter. Rinse the mortal with an additional 3 ml of hexanes and wash the filter cake with this solvent. Isolation 4. Transfer the filtrate into a pre-weighed round bottom flask. Prepare two TLC plates using some of the fil- trate to spot your product, also spot benzaldehyde, benzoic acid and a solution of the material retained on the filter paper. To find the proper solvent to dissolve the latter, consult the Handbook of Chemistry and Physics (in Chem 20). Run two TLC plates. Observe the plates under UV-light, then expose one to iodine vapors, the other to a potassium permanganate solution. Report all observations in your notebook. 5. Remove the solvent using a rota-vap and determine percent yield.
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