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DAY 3: Having set aside some of the benzoin for melting range, IR and NMR analysis, weigh the remaining product into a 50 mL round bottom flask (MW = 212.24 g/mol). Add 10 equivalents of glacial acetic acid (MW = 60.05 g/mol, d = 1.049 g/mL). Add 1.25 equivalents of ammonium nitrate (MW = 80.04 g/mol). Add 0.01 equivalents of copper (II) acetate solution (the solution Is 2% w/v, assuming the same density as water, MW = 181.63 g/mol) Add a boiling chip to the mixture, then heat under a gentle reflux for 40 minutes in the fume hood. Keep the reaction In the fume hood, as potentially hazardous vapors may be evolved. Monitor the reaction by TLC on silica gel plates with 20% ethyl acetaterhexanes (1:4 ratio) as eluent. You should spot the plate with both the reaction mixture, and a standard solution of benzoin (you may need to make this up yourself). Ideally the plate should show a major spot for the product, with no spot in the reaction mixture that corresponds to the starting material. Plates may be visualized under the UV lamp. If starting material is still visible by TLC, heat the reaction further. Once the reaction has been completed (by TLC), allow the reaction to cool to about 50- 60°C, then while it is still warm to touch, pour it over ice water (approximately 4.5-5 mL per gram of starting benzoin) with stirring. Make sure that you do not alliow the reaction mixture to crystallize before pouring it on the ice water. Collect the crystals by vacuum filtration and wash thE solid several tümes with ice-cold water. Allow the crystals to dry on the filter, then transfer them to a pre-weighed beaker. Allow the material to dry in your drawer until the next period. eaction:

DAY 3: Having set aside some of the benzoin for melting range, IR and NMR analysis, weigh the remaining product into a 50 mL round bottom flask (MW = 212.24 g/mol). Add 10 equivalents of glacial acetic acid (MW = 60.05 g/mol, d = 1.049 g/mL). Add 1.25 equivalents of ammonium nitrate (MW = 80.04 g/mol). Add 0.01 equivalents of copper (II) acetate solution (the solution Is 2% w/v, assuming the same density as water, MW = 181.63 g/mol) Add a boiling chip to the mixture, then heat under a gentle reflux for 40 minutes in the fume hood. Keep the reaction In the fume hood, as potentially hazardous vapors may be evolved. Monitor the reaction by TLC on silica gel plates with 20% ethyl acetaterhexanes (1:4 ratio) as eluent. You should spot the plate with both the reaction mixture, and a standard solution of benzoin (you may need to make this up yourself). Ideally the plate should show a major spot for the product, with no spot in the reaction mixture that corresponds to the starting material. Plates may be visualized under the UV lamp. If starting material is still visible by TLC, heat the reaction further. Once the reaction has been completed (by TLC), allow the reaction to cool to about 50- 60°C, then while it is still warm to touch, pour it over ice water (approximately 4.5-5 mL per gram of starting benzoin) with stirring. Make sure that you do not alliow the reaction mixture to crystallize before pouring it on the ice water. Collect the crystals by vacuum filtration and wash thE solid several tümes with ice-cold water. Allow the crystals to dry on the filter, then transfer them to a pre-weighed beaker. Allow the material to dry in your drawer until the next period. eaction:

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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DAY 3: Having set aside some of the benzoin for melting range, IR and NMR analysis, weigh the remaining product into a 50 mL round bottom flask (MW = 212.24 g/mol). Add 10 equivalents of glacial acetic acid (MW = 60.05 g/mol, d = 1.049 g/mL). Add 1.25 equivalents of ammonium nitrate (MW = 80.04 g/mol). Add 0.01 equlvalents of copper (II) acetate solution (the solutlon Is 2% w/v, assuming the same density as water, MW = 181.63 g/mol) Add a boiling chip to the mixture, then heat under a gentle reflux for 40 minutes in the fume hood. Keep the reaction In the fume hood, as potentlally hazardous vapors may be evolved. Monitor the reaction by TLC on silica gel plates with 20% ethyl acetate/hexanes (1:4 ratio) as eluent. You should spot the plate with both the reaction mixture, and a standard solution of benzoin (you may need to make this up yourself). Ideally the plate should show a major spot for the product, with no spot in the reaction mixture that coresponds to the starting material. Plates may be visualized under the UV lamp. If starting material is still visible by TLC, heat the reaction further. Once the reaction has been completed (by TLC), allow the reaction to cool to about 50- 60°C, then while it is still warm to touch, pour it over ice water (approximately 4.5-5 mL per gram of starting benzoin) with stirring. Make sure that you do not allow the reaction mixture to crystallize before pouring it on the ice water. Collect the crystals by vacuum filtration and wash the solid several times with ice-cold water. Allow the crystals to dry on the filter, then transfer them to a pre-weighed beaker. Allow the material to dry in your drawer until the next period. Reaction:
Transcribed Image Text:DAY 3: Having set aside some of the benzoin for melting range, IR and NMR analysis, weigh the remaining product into a 50 mL round bottom flask (MW = 212.24 g/mol). Add 10 equivalents of glacial acetic acid (MW = 60.05 g/mol, d = 1.049 g/mL). Add 1.25 equivalents of ammonium nitrate (MW = 80.04 g/mol). Add 0.01 equlvalents of copper (II) acetate solution (the solutlon Is 2% w/v, assuming the same density as water, MW = 181.63 g/mol) Add a boiling chip to the mixture, then heat under a gentle reflux for 40 minutes in the fume hood. Keep the reaction In the fume hood, as potentlally hazardous vapors may be evolved. Monitor the reaction by TLC on silica gel plates with 20% ethyl acetate/hexanes (1:4 ratio) as eluent. You should spot the plate with both the reaction mixture, and a standard solution of benzoin (you may need to make this up yourself). Ideally the plate should show a major spot for the product, with no spot in the reaction mixture that coresponds to the starting material. Plates may be visualized under the UV lamp. If starting material is still visible by TLC, heat the reaction further. Once the reaction has been completed (by TLC), allow the reaction to cool to about 50- 60°C, then while it is still warm to touch, pour it over ice water (approximately 4.5-5 mL per gram of starting benzoin) with stirring. Make sure that you do not allow the reaction mixture to crystallize before pouring it on the ice water. Collect the crystals by vacuum filtration and wash the solid several times with ice-cold water. Allow the crystals to dry on the filter, then transfer them to a pre-weighed beaker. Allow the material to dry in your drawer until the next period. Reaction:
Complete the following table of reagents – think carefully about the stoichiometry. You will need to write these down to carry out the experiment. For each gram of benzoin starting material... Molecular weight (g/mol) Volume (mL) density Equivalents Amount required Mass Reagent (g) (g/mL) (mmol) 212,24 1.00 benzoin 5,0%$ 5,080 1.00 60.05 Glacial acetic acid 10.0 3,32 3,3 1,549 41 Ammonium nitrate 80,04 6,37 1.25 0.51 Cupric acetate (2% w/v in water) 181163 0.01 O055 benzil 1.00 (theoretical yield)Qlo,23 0857 4.07
Transcribed Image Text:Complete the following table of reagents – think carefully about the stoichiometry. You will need to write these down to carry out the experiment. For each gram of benzoin starting material... Molecular weight (g/mol) Volume (mL) density Equivalents Amount required Mass Reagent (g) (g/mL) (mmol) 212,24 1.00 benzoin 5,0%$ 5,080 1.00 60.05 Glacial acetic acid 10.0 3,32 3,3 1,549 41 Ammonium nitrate 80,04 6,37 1.25 0.51 Cupric acetate (2% w/v in water) 181163 0.01 O055 benzil 1.00 (theoretical yield)Qlo,23 0857 4.07
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