Experiment with acetic acid chloride, ethanol Essay Example for Free

try out with acetic acid chloride, ethanol EssayExperiment 1 Bromination of Acetanilide1 Precautions Ethanol is flammable Sodium hypochlorite is an oxidizing agent and releases toxic fumes (handle in fume hood) acetic acid is corrosive, harmful if inhaled, flammable and can cause burns (handle in fume hood) Gloves are recommended to suspend chemical contact with skin Reaction Scheme Conversion of phenylacetamide to p-bromoacetanilideProcedure To a one hundred twenty-five mL Erlenmeyer flask containing a mixture of 95% ethanol (6 mL) and acetic acid (5 mL), dissolve acetanilide (7.4 mmol) and atomic number 11 bromide (1.8 g). adorn the reaction flask in an ice bathroom (at least 5oC) for 5 minutes (keep this reaction in the hood). Add sodium hypochlorite (8.3 mmol) by rise to power of household bleach turn over the reaction flask in the ice bath 5 min. After removing the flask from the ice bath and placing a watch glass over the opening, allow the reaction mixture to com e to room temperature over 15 minutes. Place the reaction flask into the ice bath and quench the unreacted bromine by addition of both 5 mL of sodium thiosulfate solution (1 g/5 mL) and 5 mL sodium hydroxide solution(1 g/5 mL ) collect the product by suction filtration. Recrystalllize the brominated product from a minimum amount of solvent. You will need to select a solvent from urine, 50% ethanol or 95% ethanol. To identify the best solvent, use what you have learned in Organic I chemical science Lab, hint think about what properties makes a good recrystallization solvent. Test your recrystallization solvent in test tubes victimization the tip of a spatula of your compound. Remember to use a water bath to heat organic solvents. neer heat organic solvents directly on a hot plate-always use a hot water bath Dry the product and obtain melting bill range (one fast and one slow) and an IR spectrum. Be sure to record observations in your laboratory notebook computer.1From A Multistep Synthesis Incorporating a immature Bromination of an Aromatic Ring J. Chem. Educ. 2012, 89, 1063Prelab In your lab notebook, write 1. Date, Title of lab, Purpose and Mechanism of Reaction 2. repeat the following tables into your laboratorynotebook and fill in MM 3. Write a brief commentary (bullet points) of the procedure Substance Acetanilide Sodium Bromide Sodium Hypochlorite 95% Ethanol Acetic biting MM (g/mol) mmol g mL Product Data MM (g/mol) mmol g before recrystallization recrystallization solvent mL recrystallization solvent g after recrystallization % Recovery Theoretical Yield, g Percent yield Melting point range fast Melting point range slow Literature Mp Value quality for Lit. Mp Valuep-bromoacetanilideWaste Disposal Place the filtrate from the reaction in the basic halogenated waste. Place the filtrate from recrystallization in the halogenated waste (as it may contain some p-bromoacetanilide). For your lab report Continue in your lab notebook from the prelab. Comp lete the tables and show all calculations (clearly label where each calculation is in the notebook by providing each calculation with a title). Finally write a conclusion that includes a preaching of results and attach the IR (assign peaks) and the 1H NMR (be sure to assign all peaks on the NMR). Hand in the true of the carbonless copy pages as your lab report.