Experiment eight: Synthesis of Adipic Acid solution
Performed The fall of 8th & 10th
Organic Chemistry 344
Objective: The goal of this try things out was to synthesize adipic chemical p from cyclohexanol via a great oxidation effect that was catalyzed simply by sulfuric acid. Purity of the product was assessed by simply measuring the melting stage.
Name| Formula| Molecular Weight (g/mol)| Boiling Point (0C)| Burning Point(0C)| Density(g/mL)| Hazards| Salt Dichromate Dihydrate| Na2Cr2O7. 2H2O| 297. 98| 400. 0| 357. 0| 2 . 35| -Eye/skin irritant-Affects Respiratory System| Water| H2O| 18. 02| 100. 0| 0. 0| 1 . 00| N/A
Sulfuric Acid solution (98%)| H2SO4| 98. 08| 337. 0| 10. 0| 1 . 84| -Eye/skin irritant-Affects Respiratory System-Produces large amounts of heat-Corrosive| Cyclohexanol| C6H12O| 100. 16| 160. 84| twenty-five. 93| zero. 96| -Eye/skin irritant-Affects Breathing System-Ingestion Hazard-May be aliment at high temperatures| Chromic Acid| H2CrO4| 118. 01| 250. 0| 197. 0| 1 . 20| -Eye/skin irritant-Affects Respiratory System-Corrosive| Adipic Acid| C6H10O4| 146. 14| 337. 5| 152. 1| 1 . 36| -Eye/skin irritant-Affects Breathing System-May become combustible by high temperatures| Chromium (III) Salts| CrCl3| 266. 48| 1300. 0| 83. 0| 1 . 76| -Eye/skin irritant-Affects Respiratory System| Alumina| Al2O3| 101. 96| 2977. 0| 2072. 0| 3. 95| -Eye/skin irritant-Affects Respiratory System| Source: Material Safety Data Sheet (2008).
Part We: Sodium dichromate dehydrate (14. 99g) was placed in a 100 cubic centimeters beaker and dissolved in 30. zero mL of water where it was seen to turn a neon lemon color. The perfect solution is was cooled in an ice-water bath and 8. zero mL of sulfuric acidity was gradually added to this in 1 ) 0 mL portions. The chromic acidity solution was then blended until homogeneous and cooled to 10. 00C in an ice-water bath. While the option was chilling, 9. zero mL of sulfuric acid solution was carefully added to twenty-five. 0 cubic centimeters of ice-cold water within a 125 milliliters Erlenmeyer flask and cooled down to 200C. After the water-sulfuric acid mix was cooled, 4. 0 mL of cyclohexanol was added to the flask and swirled to combine all of the reactants. The chromic acid answer (5. zero mL) was added in to the cyclohexanol-water-sulfuric acidity mixture and swirled, at which point the mixture was discovered to turn brownish in color. The remaining chromic acid option was after that added to the reaction mixture in portions of three. 0 mL over a period of quarter-hour, during which time the mixture's temperature increased via 40. 00C to 65. 00C. In the end of the chromic acid solution had been added, the reaction was left to stand for thirty minutes, swirling sometimes and ensuring the temperature was retained between 55. 00C to 65. 00C. After the twenty five minute standing period, it had been observed a green medicine had produced. The mixture was in that case cooled to 10. 00C in an ice-water bath, cleaned using 3 20. 0 mL helpings of cold water, and filtered applying vacuum filtration; leaving the crystals light green and sugar-like in nature. The crude burning point and product produce was determined and the test was placed for later experimentation.
Part II: The raw adipic crystals (2. 01g) were recrystallized by dissipating them in distilled normal water (22. 0 mL), heating the combination until hot, and then cooling it within an ice-water shower. The natural crystals where then dried up for fifteen minutes using vacuum pressure filtration, after which they were observed to be white colored in color and kornig. Finally, the pure product's melting point and produce was identified and percent yield was calculated.
Data & Effects:
Table 1: Adipic Acidity Compound Info
Theoretical Produce of Adipic Acid| 5. 60g
Real Yield of Crude Adipic Acid| installment payments on your 01g
Real Yield of Pure Adipic Acid| 1 ) 98g
Percent Yield of Pure Adipic Acid| thirty-five. 0%
Restricting Reagent| Cyclohexanol
Theoretical Melting Point of Adipic Acid|...