williamson ether synthesis lab report
& Post Lab Questions: Williamson Ether Synthesis (6 pts) In your lab report answer the following questions and briefly explain your answers: 1. Ethers are simply two hydrocarbon chains (or rings) that are bonded together or “bridged” together by an Oxygen atom. 5. This phase is added to the initial organic phase and the mixture of the two organic phases is treated with NaOH and in a series of two distillations to allow for optimal purity. The Williamson ether synthesis is an S N 2 reaction in which an alkoxide ion is a nucleophile that displaces a halide ion from an alkyl halide to give an ether. The phase is heated until the boiling stops, to insure that all impurities are completely boiled out of the mixture. Conversely, p-cresol is soluble in water, yet insoluble in organic solvents. If you are author or own the copyright of this book, please report to us by using this DMCA In this lab, p-cresol is treated with NaOH to produce a compound that dissociates in water to produce a deprotonated p-cresol ion (see Figure 3 in Appendix A). In order to explain how propyl p-tolyl ether is created in this lab, one must first understand the mechanics of a Williamson reaction. Williamson Synthesis Lab Report.
This is solved with the addition of the phase catalyst, tetrabutylammonium bromide, which acts as a bridge by reacting with the p-cresol anion and carrying it into an organic phase, thus allowing for an electrophile-nucleophile reaction with the propyl cation.
Question: Post Lab Questions: Williamson Ether Synthesis (6 Pts) In Your Lab Report Answer The Following Questions And Briefly Explain Your Answers: 1. 3. What are the best starting materials to use to generate the following ethers? Lab 1 Report - Diels-Alder Reaction. Saved Normal BIU X, X ELE fxle Billilli Te (8pts) 2. Synthesis Williamson Report Of Nerolin Ether Lab. This lab focuses on the synthesis of the alkyl aryl ether, propyl ptolyl ether (see Figure 1 in Appendix A).
Once boiling ceases, the organic phase is further purified by being filtered through which removes any excess in the phase and also through which removes any remaining polar impurities in the phase. 2. (2pts) Write the equation for the reaction Saved Normal BIU X, X ESIE fx le BEITIT TX (25pts) Post Lab Questions (9pts) 1. Once the purified organic phase is yielded, it is heated at (35-40)°C to boil out any remaining impurities.
Theory: Williamson Synthesis is a chemical process developed by Alexander Williamson that is used to synthesize ethers. However, in order for this reaction to occur, both the p-cresol and the propyl iodide must be suspended in a solvent that they are both soluble in. Explain your answer. Yes or no, explain why. & The nucleophilic substitution of halides with alkoxides leads to the desired products. Why does phenacetin remain in the organic layer during work-up, but acetaminophen is extracted to the aqueous layer? Treatment of tert-butyl chloride with potassium tert-butoxide leads to no significant amounts of di(tert-butyl) ether. Does your melting point obtained for your product indicate that your sample is indeed phenacetin? 1 Nucleophilic displacement - Formation of an ether by an SN2 reaction – The Williamson- Ether Synthesis Bond formation by use of an SN2 reaction is very important for organic and biological synthesis. Nicholas Johnson Drawer #: U24A TA: Mathew Fields 3-19-2011 Williamson Synthesis Purpose: The purpose of this lab was to become familiar with Williamson Synthesis and, therefore, gain experience with the process of preparing ethers via reactions between alkyl halides and substituted phenoxide anions.
5 mL 2.0 M NaOH.
List three limitations of the Williamson ether synthesis and explain how our choice of reagents circumvents those limitations. Once the two reagents have reacted within the organic layer, there will still exist some impurities in the mixture. © 2003-2020 Chegg Inc. All rights reserved. Robert J. Ouellette, J. David Rawn, in Organic Chemistry Study Guide, 2015. Terms Suggest an alternative way to synthesize this ether via Williamson ether synthesis to increase the yield of the reaction. The alkoxide ion is easily produced from the ion’s conjugate acid, which is simply an alcohol or phenol.
Saved Normal ΒΙΙΙΟ XX ELEE BBIT IT Te (8pts) 3. Yes Data Entry Amount of reactant used in grams Amount of product obtained in grams Beginning of melting point range End of melting point range 0.147 0.158 129.3 133.0 (22pts) Calculations and Analysis (5pts) Amount of reactant in moles 0.000972 Saved (5pts) Product obtained in moles 0.000882 Saved (5pts) Product theoretical yield 0.174 Saved (5pts) Product percent yield 90.8 Saved
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