preparation of benzoic acid from grignard reagent

From there, HCl is added to protonate the reagent and water will be added to get rid of the aqueous ions. In the first steps, solid Introduction: The sample was left overnight to dry. “What Is Anhydrous Diethyl Ether?” Sciencing, 2 Mar. ● We added the the bromobenzene in two portions because adding it all at once would anhydrous-diethyl-ether-6025498.html. I. Discussion: 5-10g of dry ice was added to a 250mL beaker, followed by 15mL of the Grignard reagent (phenylmagnesium bromide). experiment preparation of benzoic acid using grignard reagent : (name) ta: (name) chm 1321 section z01 due date: march 19, 2019 department of chemistry = 4.78g x 100% Formation of the Grignard reagent Note: Use the same balance for all mass measurements in the experiment (± 0.001 g). 2019, Mechanism: Procedure: For our melting point we would have received around 120 to prove the purity of our °C phenylmagnesium bromide will be produced, so we add it in different portions to get the desired protonate and ruin our grignard reagent.. From there, HCl is added to protonate the reagent and water will be added to get =0.02857 mols bromobenzene : 0.02857 mols benzoic acid The TLC’s show that the final product is pure benzoic acid. 3.49g 0.02857 mols benzoic acid x 122g /mol = 3.49g, % yield = Actual x 100% By adding all of the bromobenzene at once, a side product will form and less substance. to synthesize the reaction. ● We rinse the beaker with diethyl ether because it’s an organic solvent. 157 g/mol We yielded 4.78g which gave us a 137% percent yield, however expected 3.09g, this is because there was too much water V= 0.514 ml H 2 O, So, 0.514ml of H 2 O is required to destroy the phenylmagnesium bromide. V=0.515g x 0.998 g/ml *Density of water= 0.998g/ml “Experiment 5 Preparation of Benzoic Acid using a Grignard Reagent”, Copyright © 2020 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01, Upgrade to Premium to read the full document, Share your documents to get free Premium access, 11 WHAT Factors Affect THE Stability OF A Conjugate BASE. 4.5g bromobenzene = 0.028 mol rid of the aqueous ions. ● We add dry ice to the grignard reaction because it yields benzoate. In the first steps, solid magnesium is added to form the grignard which will then react with carbon dioxide to get a. carbonyl group. 10mL of 6.0M HCl was added slowly while stirring, until the pH fell to 1. Please sign in or register to post comments. 1. of water. The ● We re-extract the aqueous phase so we can clear it of all organic extracts. create an increase in a product we don’t want and produce little product that we do want magnesium is added to form the grignard which will then react with carbon dioxide to get a. carbonyl group. spots on the TLC that correspond to the grignard would not show up without dry ice. Refer to the lab manual, experiment 5, “Experiment 5: Preparation of Benzoic Acid using a In the formation of benzoic acid, a grignard reagent is first prepared. ● We have to make sure our glassware does not have any water in it because it can ● The reaction has to boil on its own first because it is an exothermic reaction. Conclusion: 0.028 mol H 2 O x 18 g/mol = 0.515g Theoretical ● When removing the glassware from the oven, we have to assemble it quickly with the in our substance. =0. product. Introduction: In the formation of benzoic acid, a grignard reagent is first prepared. Summers, Vincent. It also maintains a low temperature which favours the grignard did you not have to explain your TLC plates? 157g ● We use anhydrous diethyl ether because ethers are aprotic and it is removed of all traces reaction. = 137%. ● We add ice afterwards to manage the temperature and prevent diethyl ether evaporating. The grignard would eventually destruct, so the water in the air will ruin the reaction. drying tube or else water vapour from the air could condense in our glassware. *Repeat this calculation for all Rf’s, =3 ml bromobenzene x 1.495 g/mol x 1 mol 3ml bromobenzene x 1.5g/mol = 4.5g Grignard”, Dr. Rashmi Venkateswaran, 2019, Exp 5, p. 4-, Rf= 2.8/3. Synthesis of Benzoic Acid. The beaker was left alone to sublime and when finished had formed a viscous, brownish, glassy mass.

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