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Procedure Substance Mass (g) MW (g/mol) Mmol Equivalents Isoborneol 6.5 Oxone 3.9 NaCl 1.8 Camphor Theo.

Procedure Substance Mass (g) MW (g/mol) Mmol Equivalents Isoborneol 6.5 Oxone 3.9 NaCl 1.8 Camphor Theo.

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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II. Brady's Test and dinitrophenylhydrazine test (2,4-DNP). In this reaction, the carbonyl reacts with the amine of the hydrazine to give condensation product, called a hydrazone. The 2,4- DNP reagent gives an imine, and does not react with alcohols, carboxylic acids, amides, and esters. The wet product from part I may be used for Brady's Test. Obtain two test tubes, label one with "starting material" and the other "product." To each, add 100 mg of the corresponding test compound. Dissolve the solids in ethanol (0.5 mL or 10 drops) by tapping the side of the test tube to agitate the mixture. To this solution, add 2,4-DNP reagent (1 mL or 20 drops) and mix. Let the mixture stand for 15 min and check for a red, yellow, or orange precipitate which is indicative of the hydrazone product. If no solids are observed, add deionized water (0.5 mL or 10 drops), mix, and let stand for 5 min. Take note of your observations. Discard the solutions in the labeled bottle in the fume hood. O₂N سراسر 2,4-DNP N—NH2 R₁ hydrazone
Transcribed Image Text:II. Brady's Test and dinitrophenylhydrazine test (2,4-DNP). In this reaction, the carbonyl reacts with the amine of the hydrazine to give condensation product, called a hydrazone. The 2,4- DNP reagent gives an imine, and does not react with alcohols, carboxylic acids, amides, and esters. The wet product from part I may be used for Brady's Test. Obtain two test tubes, label one with "starting material" and the other "product." To each, add 100 mg of the corresponding test compound. Dissolve the solids in ethanol (0.5 mL or 10 drops) by tapping the side of the test tube to agitate the mixture. To this solution, add 2,4-DNP reagent (1 mL or 20 drops) and mix. Let the mixture stand for 15 min and check for a red, yellow, or orange precipitate which is indicative of the hydrazone product. If no solids are observed, add deionized water (0.5 mL or 10 drops), mix, and let stand for 5 min. Take note of your observations. Discard the solutions in the labeled bottle in the fume hood. O₂N سراسر 2,4-DNP N—NH2 R₁ hydrazone
Procedure Substance Mass (g) MW (g/mol) Mmol Equivalents Isoborneol 6.5 Oxone 3.9 NaCl 1.8 Camphor Theo. Part A. Oxidation To a 50 mL round bottomed flask equipped with a stir bar add isoborneol (6.5 mmol). Add acetone (3 mL) and stir to dissolve the starting material. Add oxone (3.9 mmol), followed by NaCl (1.8 mmol). Stir this heterogeneous solution vigorously. Add deionized water (1.5 mL) to the stirring solution and mix for 1 h. After the allotted time, add water (20 mL) and stir for 5 min to obtain a white suspension. Vacuum filter the material using a small Buchner funnel. Wash the product off the sides of the round bottomed flask with cold water (2 x 10 mL) and use this to wash the filtrate. Place the Buchner funnel in a 100 mL beaker, cover the top with a watch glass, and allow the wet product to dry in your drawer over the week. Discard the filtrate in the aqueous waste container. Part B. Sublimation Weigh the dry product in a 50 mL beaker. Cover the mouth of the beaker with a watch glass. Place the beaker on a heating plate. Place 1-2 cubes of ice on the watch glass. As the ice melts, pipette off excess water. 021 Slowly heat the beaker to sublime the camphor. Collect the sublimed crystals on a weighing paper by scraping the underside of the watch glass with a spatula. Weigh the crystals and obtain a melting point sample. Part C. Characterization I. IR Spectrum Obtain the IR of the starting material and of the sublimed product. Note the transformation in the functional group region of the spectrum. Rinse a pair of IR salt plates using dichloromethane. Hold the plate on its edge only. Using the tip of a spatula, place a small amount of the product on the face of one NaCl plate and add a drop of dichloromethane. Place the other one on top of it to make a sandwich. You should see a continuous film in between the salt plates. If not, open the sandwich and add one drop of dichloromethane, and make the sandwich. Follow instructions for obtaining an IR spectrum. Rinse off the NaCl plates which dichloromethane when you finish.
Transcribed Image Text:Procedure Substance Mass (g) MW (g/mol) Mmol Equivalents Isoborneol 6.5 Oxone 3.9 NaCl 1.8 Camphor Theo. Part A. Oxidation To a 50 mL round bottomed flask equipped with a stir bar add isoborneol (6.5 mmol). Add acetone (3 mL) and stir to dissolve the starting material. Add oxone (3.9 mmol), followed by NaCl (1.8 mmol). Stir this heterogeneous solution vigorously. Add deionized water (1.5 mL) to the stirring solution and mix for 1 h. After the allotted time, add water (20 mL) and stir for 5 min to obtain a white suspension. Vacuum filter the material using a small Buchner funnel. Wash the product off the sides of the round bottomed flask with cold water (2 x 10 mL) and use this to wash the filtrate. Place the Buchner funnel in a 100 mL beaker, cover the top with a watch glass, and allow the wet product to dry in your drawer over the week. Discard the filtrate in the aqueous waste container. Part B. Sublimation Weigh the dry product in a 50 mL beaker. Cover the mouth of the beaker with a watch glass. Place the beaker on a heating plate. Place 1-2 cubes of ice on the watch glass. As the ice melts, pipette off excess water. 021 Slowly heat the beaker to sublime the camphor. Collect the sublimed crystals on a weighing paper by scraping the underside of the watch glass with a spatula. Weigh the crystals and obtain a melting point sample. Part C. Characterization I. IR Spectrum Obtain the IR of the starting material and of the sublimed product. Note the transformation in the functional group region of the spectrum. Rinse a pair of IR salt plates using dichloromethane. Hold the plate on its edge only. Using the tip of a spatula, place a small amount of the product on the face of one NaCl plate and add a drop of dichloromethane. Place the other one on top of it to make a sandwich. You should see a continuous film in between the salt plates. If not, open the sandwich and add one drop of dichloromethane, and make the sandwich. Follow instructions for obtaining an IR spectrum. Rinse off the NaCl plates which dichloromethane when you finish.
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