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Hello please explain step by step how to calculate theoretical and % yield of product isoquinoline 9. schiff based used = 4g, 12.73mmol Mol wt. (C17H19CIN2O4) = 350.79676g/mol Product isoqunioline (C17H19CIN2O4) obtained = 3.07g

Hello please explain step by step how to calculate theoretical and % yield of product isoquinoline 9. schiff based used = 4g, 12.73mmol Mol wt. (C17H19CIN2O4) = 350.79676g/mol Product isoqunioline (C17H19CIN2O4) obtained = 3.07g

Chemistry
Chemistry
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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
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Hello please explain step by step how to calculate theoretical and % yield of product isoquinoline 9. 

schiff based used = 4g, 12.73mmol 

Mol wt. (C17H19CIN2O4) = 350.79676g/mol
Product isoqunioline (C17H19CIN2O4) obtained = 3.07g

The Experiment In this experiment, isoquinoline 9 will be synthesised, according to Scheme 4. The Schiff base 8 is prepared by the condensation of 3,4-dimethylphenethylamine 6 with 3-nitrobenzaldehyde 7. The cyclisation of the Schiff base 8, under strong acid conditions, would provide the Hcl salt of isoquinoline 9. H3CO. H,CO. H3CO H,CO NH2 ethanol con. HCI NH2 Cr H3CO H3CO 40°C reflux H. O,N O,N Schiff base 8 7 NO, Scheme 4
Transcribed Image Text:The Experiment In this experiment, isoquinoline 9 will be synthesised, according to Scheme 4. The Schiff base 8 is prepared by the condensation of 3,4-dimethylphenethylamine 6 with 3-nitrobenzaldehyde 7. The cyclisation of the Schiff base 8, under strong acid conditions, would provide the Hcl salt of isoquinoline 9. H3CO. H,CO. H3CO H,CO NH2 ethanol con. HCI NH2 Cr H3CO H3CO 40°C reflux H. O,N O,N Schiff base 8 7 NO, Scheme 4
You do not need to do part A, but use the sample of compound 8, which you prepared in Experiment 6, in Organic Chemistry 1. However, you will need to run the IR of 8 and Helpful Tips keep (ca. 20 mg) for a confirmation test in part C and use 4g of compound 8 for the reaction in part B. Part A: Preparation of compound 8 (for reference onlyl- you already prepared the product in Organic Chemistry 1 Solid 3-nitrobenzaldehyde 7 (2.72g, 0.015 mol) in a 100-ml conical flask is added absolute ethanol (30 ml). The mixture is carefully set to stir at 40 °C, by immersing the reaction flask in a beaker of warm water, as shown in Fig. 1, to form a homogenous solution. To the stirred solution, add dropwise 3,4-dimethoxyphenethylamine 6 (2.7g, 0.015 mol). A pale yellow mass of solid should form after stirring for a few minutes; stir the reaction mixture for another 20 minutes. (If, however, no solid has been formed, the mixture should be gently heated at 80 °C on the steam bath. Soon the solid has formed; take the flask off the steam bath and return it to the stirrer. Stir the reaction for another 20 minutes.) The crude product is filtered under vacuum and recrystallised from a minimum volume of hot 95% ethanol (ca 50 ml). Allow the hot solution to cool to room temperature, and the crystals that formed are filtered to dryness under vacuum. Part B: Preparation of isoquinoline HCl This entire process must be carried out in a fume hood Compound 8 (ca. 4g) is transferred into a 100 ml round bottom flask. Set the reaction flask in a heating mantle and then attach a water-cooled reflux condenser, as shown in Water out Figure 2. Slowly add through the condenser concentrated 37% HCI (20 ml) and a few boiling chips to the reaction flask. The reaction mixture is heated under reflux for 1h (solid may form after Water in 10 minutes; continue the heating for 1 hr). After this time, the reaction is allowed to cool to room temperature. To the solid, methanol (40 ml) is added; use a glass rod to break up the solid to form a fine white solid suspension. The white boiling stones solid product is filtered using a Buchner funnel. First, wash the solid product by (i) turn off the vacuum, (ii) to the solid, heating hot plate starfish add methanol (40 ml), (ii) allow the methanol to soak Figure 2 through, and (iv) turn the vacuum back on. Repeat the unn: process one more. After the second washing step, allow the solid to dry, under vacuum suction, for at least 20 minutes. Determine the yield, m.p. and run the IR of the isoquinoline product. Take approximately 20 mg of the product for the confirmation in part C.
Transcribed Image Text:You do not need to do part A, but use the sample of compound 8, which you prepared in Experiment 6, in Organic Chemistry 1. However, you will need to run the IR of 8 and Helpful Tips keep (ca. 20 mg) for a confirmation test in part C and use 4g of compound 8 for the reaction in part B. Part A: Preparation of compound 8 (for reference onlyl- you already prepared the product in Organic Chemistry 1 Solid 3-nitrobenzaldehyde 7 (2.72g, 0.015 mol) in a 100-ml conical flask is added absolute ethanol (30 ml). The mixture is carefully set to stir at 40 °C, by immersing the reaction flask in a beaker of warm water, as shown in Fig. 1, to form a homogenous solution. To the stirred solution, add dropwise 3,4-dimethoxyphenethylamine 6 (2.7g, 0.015 mol). A pale yellow mass of solid should form after stirring for a few minutes; stir the reaction mixture for another 20 minutes. (If, however, no solid has been formed, the mixture should be gently heated at 80 °C on the steam bath. Soon the solid has formed; take the flask off the steam bath and return it to the stirrer. Stir the reaction for another 20 minutes.) The crude product is filtered under vacuum and recrystallised from a minimum volume of hot 95% ethanol (ca 50 ml). Allow the hot solution to cool to room temperature, and the crystals that formed are filtered to dryness under vacuum. Part B: Preparation of isoquinoline HCl This entire process must be carried out in a fume hood Compound 8 (ca. 4g) is transferred into a 100 ml round bottom flask. Set the reaction flask in a heating mantle and then attach a water-cooled reflux condenser, as shown in Water out Figure 2. Slowly add through the condenser concentrated 37% HCI (20 ml) and a few boiling chips to the reaction flask. The reaction mixture is heated under reflux for 1h (solid may form after Water in 10 minutes; continue the heating for 1 hr). After this time, the reaction is allowed to cool to room temperature. To the solid, methanol (40 ml) is added; use a glass rod to break up the solid to form a fine white solid suspension. The white boiling stones solid product is filtered using a Buchner funnel. First, wash the solid product by (i) turn off the vacuum, (ii) to the solid, heating hot plate starfish add methanol (40 ml), (ii) allow the methanol to soak Figure 2 through, and (iv) turn the vacuum back on. Repeat the unn: process one more. After the second washing step, allow the solid to dry, under vacuum suction, for at least 20 minutes. Determine the yield, m.p. and run the IR of the isoquinoline product. Take approximately 20 mg of the product for the confirmation in part C.
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