lab report 3 (no name)

lab report 3 (no name) - CHEMISTRY 29B PRELAB WRITEUP AND...

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CHEMISTRY 29B PRELAB WRITEUP AND EXPERIMNETAL REPORT SHEET Name: T.A’S name: Date: 2/14/07 Experiment #: 3 Title: Formation of Methyl-3 nitrobenzoate via elecrophillic substitution Purpose: We will nitrate methyl benzoate via electrophillic aromatic substitution to form methyl-3 nitrobenzoate Preliminary write-up: Materials and products: Name Composition Amount Mol Mass (g/mole) Melting Point ( ° C) Boiling Point ( ° C) Methyl benzoate Ph-COOCH 3 30 g 136.16 - 199.6 Methyl-3 nitrobenzoate NO 2 -Ph-COOCH 3 - 181.15 78.0 - Sulfuric acid H 2 SO 4 0.8 mL 98.01 10.0 290.0 Nitric acid HNO 3 0.2 mL 63.01 -42.0 83.0 Methanol CH 3 OH .2 mL 32.04 -97.0 64.7 1 10x100 mm reaction tube; 1 analytical balance; 1 spatula; 1 pasteur pipette; 1 stirring rod; 1 small beaker; 1 Hirsh funnel; 1 vacuum aspirator; 1 melting point apparatus; 2 melting point capillaries C OCH 3 O Methyl Benzoate C OCH 3 O NO 2 Methyl 3-nitrobenzoate S O O O O H H Sulfuric acid Nitric acid N O O H O H 3 C OH methanol Reactions: HNO 3 + 2 H 2 SO 4 NO 2 + + 2 HSO 4 - + H 3 O + Ph-COOCH 3 + HNO 3 + H 2 SO 4 NO 2 -Ph-COOCH 3 Equations: Theoretical yield =(.2995 g M.B.)x (1 mole M.B./136.6 g)x (181.5 g M.3.N.B/ 1 mole) =.398 g Methyl-3-nitrobenzoate Percent yield = (actual yield/theoretical yield) x 100 % Crude product yield = (.289 g actual/.398 g theoretical) x 100% = 72.6% Pure product yield = (.0621 g actual/.398 g theoretical) x 100% = 15.6 % Experimental procedures: 1. Add .30 grams methyl benzoate to cooled reaction tube with .6 mL conc. sulfuric acid. Mix contents 2. Cool mixture to 0 ° C and add drop-wise a mixture of .2mL concentrated Sulfuric acid and .2mL nitric acid; continue mixing while adding mixture and keep temperature low 3. Warm mixture to room temperature for 15 minutes, then pour over 2.5 grams ice 4. Vacuum filtrate product and wash with water and .2
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