2013 Abstract The purpose of this lab was to determine whether a sufficiently pure sample of synthetic banana oil could be prepared through Fisher Esterification. During the experiment‚ the reaction mixture was purified through an extraction workup‚ and according to the instructor‚ once getting the density of the product and the actual yield; it was not required to use the distillation method. Introduction
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Experiment # 45: Benzocaine Abstract The local anesthetic‚ benzocaine‚ was synthesized via the esterification of p-aminobenzoic acid with ethanol. The percent yield of crude product was determined to be 21% and the melting point was recorded at 86.2°C ± 0.2°C‚ with a 6.3% error from 92°C‚ the literature melting point of pure benzocaine. The crude product was then recrystallized to improve the purity of benzocaine and 57.4% was recovered. The new melting point range was measured at 89.1°C ±
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Exp’t 84 Synthesis of Methyl Benzoate by Fisher Esterification from K. L. Williamson‚ Macroscale and Microscale Organic Experiments‚ 2nd Ed. 1994‚ Houghton Mifflin‚ Boston p385 Revised 10/15/03 Prelab Exercise: Give the detailed mechanism for the acid-catalyzed hydrolysis of methyl benzoate. Introduction: The ester group is an important functional group that can be synthesized in a number of different ways. The low-molecular-weight esters have very pleasant odors and indeed are the major components
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Procedure Taylor Levin 5.28.14 Chemistry 352- Organic Chemistry Lab Summer 2014 Purpose: To prepare isopentyl acetate (banana oil)‚ an ester‚ from isopentyl alcohol and acetic acid through the Fischer Esterification reaction. Reactions: acetic acid + isopentyl alcohol isopentyl acetate + water C2H4O2 + C5H120 CH3COOCH2CH2CH(CH3)2 + H20 Procedure: A reflux condenser was assembled using a 25-mL round-bottom flask‚ hot plate‚ and aluminum block
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reactions: a. Grignard reaction including identification of the nucleophile. b. Conversion of nitriles into carboxylic acids and acid derivatives c. Diels-Alder reactions d. Reduction of aldehydes and reagents used for that reaction. e. Fischer esterification including identification of nucleophile‚ catalyst‚ and leaving group. f. Reaction of acid chlorides to produce alcohols. g. Reaction of carbonyl compounds with amines to produce amides including identification of nucleophile‚ catalyst‚ and
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(isopentyl acetate.) Ester are often prepared by the Fischer esterification method‚ which involves heating a carboxylic acid with an alcohol in the presence of an acid catalyst. Theory: Synthesize isopentyl acetate by combining isopentyl alcohol with acetic acid and sulfuric acid and then heating the reaction mixture under reflux for an hour. The alcohol is the limiting reactant‚ so it should be weighed/ the acids can be measured by volume. The esterification reaction is reversible‚ and it has an equilibrium
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intramolecular esterification (i.e.‚ a lactonization) is possible. This
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Fischer Esterification – nucleophilic substitution reaction Strong acid catalyst (concentrated sulfuric acid Purpose of a reflux is to heat a reaction mixture at its boiling temperature to form products‚ without losing any of the compounds in the reaction flask TO HAVE GREAT PERCENT YIELD: As reaction is reversible‚ removal of water or the addition of an excess of one of the reactants (cheaper one) drives the reaction towards formation of ester. (Excess carboxylic acid is used) Adding excess
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mole/mL) = 0.0024 mole* (1000 mmol/mole) = 2.4 mmoles H2SO4 (18M)- 0.60 mL* (0.018 mole/mL) = 0.0108 mole*(1000 mmol/mole) = 10.8 mmoles Limiting Reagent Calculation: methylbenzoate - 2.0 mL*(1.088g/mL)/( 136.00g/mol)= 0.016 mol Methylbenzoate is limiting reagent because
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Glen Huang Period 9 Synthesis of Isopentyl Acetate Purpose: To prepare isopentyl acetate from isopentyl alcohol and acetic acid by the Fischer esterification reaction. Materials: West condenser‚ 250 mL round bottomed flask‚ two 250 mL flasks‚ heating mantle‚ boiling chips‚ graduated cylinder‚ sodium bicarbonate‚ isopentyl alcohol‚ glacial acetic acid‚ concentrated sulfuric acid‚ separatory funnel Procedure: 1. Place 50 mL of isopentyl alcohol in a 250 mL round bottom flask and add 60 mL
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