diagram, quantities, and Provide the appropriate starting material(s), product(s), and reagent(s). JEZIEL J11 months ago goods Students also viewed Ch 22 quiz ch 24 stucodo Document 43 - Nothing but Nylon lab report 6. May cause respiratory irritation Yes Data Entry 0.145 0.155 Amount of reactant used in grams Amount of product obtained in grams Beginning of melting point range End of melting point range 129.7 133.4 (22pts) Calculations and Analysis (5pts) Amount of reactant in moles 9.59e-4 Saved (5pts) Product obtained in moles 8.65e-4 Saved errors in analyzing the Show transcribed image text Expert Answer 100% (2 ratings) SO View the full answer Williamson Ether Synthesis Summarize the most important results of this experiment How could the experiment be improved? Expert Answer Introduction Williamson ether synthesis is an organic reaction, forming an ether from an organohalide and an alcohol. the actual procedure are present including This method has proven to be synthetically useful, and the work completed by Williamson eventually led to the development of the structural theory of organic chemistry. NY Times Paywall - Case Analysis with questions and their answers. transferred to a separatory funnel. The proximity effect states that the nucleophilic part of the carbon chain is so close to the electrophilic carbon that a small amount of ring strain is evident in the ground state of the molecule. provided with the correct format, 2003-2023 Chegg Inc. All rights reserved. Very small amounts ####### Figure 6. - Personal Protection: 5% NaOH Liquid 10 mL Health: deprotonate the alcohol using a base, in this case, potassium carbonate is used to denature the Uncategorized. background material. You'll get a detailed solution from a subject matter expert that helps you learn core concepts. several errors and/or Show more. 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Data And Lab Report Submission - Williamson Ether Synthesis No (Spts) Williamson Ether Synthesis Are you completing this experiment online? Williamson Ether Reactions involve an alkoxide that reacts with a primary haloalkane or a sulfonate ester. purpose of the lab. original and authentic, and a incorrect, but overall overall findings &, 2 - 3 pts: Report may be lab are presented. [2] Typically it involves the reaction of an alkoxide ion with a primary alkyl halide via an S N 2 reaction. Calculations for table 1. The organic layer was dried with anhydrous sodium sulfate. ####### Figure 10. copied from a, "#$%&'() %+&,)--)" ./ $0.$%&'() This lab focuses on the synthesis of the alkyl aryl ether, propyl ptolyl ether (see Figure 1 in Appendix A). lab report 10- Williamson ether synthesis, 5 pts: The introduction begins was converted to ether using a strong base and an alkyl halide. Is your percent yield within reason of what you would expect? Continue rinsing. The observed melting point was collected at synthesis - It is a process in which metal alkoxides react with primary alkyl halides and/or tosylates via SN2 - It is the best method for the preparation of ethers 15. 6. Ethers can be synthesized in standard SN2 conditions by coupling an alkoxide with a haloalkane/sulfonate ester. There were many human errors involved in this lab. If there were multiple products comment on finding the mixture melting point of the products. 0.145 Amount of reactant used in grams: 0.145-0.155 Amount of reactant in moles: calculated Product obtained in grams: 0.100-0.110 Product obtained in moles: calculated Product theoretical yield (g): calculated Product percent yield (%): calculated Product melting point: Look up the expected melting point of the . Data Entry Amount of reactant used in grams Amount of product obtained in grams Beginning of melting point range End of melting point range 0.155 0.168 129.2 133.9 (Spts) Amount of reactant in moles (5pts) Product obtained in moles . Saved Normal BIU EEE Te (8pts) 2. Solved Lab Report 3. Causes serious eye irritation (8 pts) Complete the following syntheses using the Williamson ether synthesis? 3. or presents Calculations are shown Math (mols, equivs, meling point of phenacein. The reaction occurs with inversion of configuration at chiral centers and can be limited by possible competing elimination reactions. 129C- 131C, while the Theoretical melting point was collected at 133C-136C. Do NOT induce vomiting. 12 Test Bank - Gould's Ch. Procedure is If there were multiple products comment on finding the mixture melting point of the products. findings may be of material are Can sodium ethoxide, the sodium salt of ethanol be formed the same way? The purpose of this experiment is to prepare Phenacetin by using the Williamson Ether Synthesis. Bernadette Walker Rae Sremmurd, rect, but the author of Calculations are shown Remove contact lenses, if present and easy Experiment 7- Williamson Ether Synthesis: The Synthesis of Phenacetin from Acetaminophen Calculations for table 1. 354 Comments Please sign inor registerto post comments. diagrams, or have a 3 Draw the electron arrow pushing mechanism for the formation of diethyl ether in the previous problem. NY Times Paywall - Case Analysis with questions and their answers. If not, what is an effective. Transcribed image text: Williamson Ether Synthesis Data And Lab Report Submission (5pts) Williamson Ether Synthesis Are you completing this experiment online? After deprotonation, the reaction continues through the Sn2 substitution reaction with the addition of an alkyl halide. exactly the procedure Data And Report Submission - Williamson Ether Synthesis (5pts) Williamson Ether Synthesis Are you completing this experiment online? Cross), The Methodology of the Social Sciences (Max Weber), Principles of Environmental Science (William P. Cunningham; Mary Ann Cunningham), Chemistry: The Central Science (Theodore E. Brown; H. Eugene H LeMay; Bruce E. Bursten; Catherine Murphy; Patrick Woodward), Give Me Liberty! This molecule will then undergo an SN2 reaction with itself, creating a cyclic ether and a halogen anion. with a statement of the purpose of rately restates the Explain your answer There williamson ether synthesis reaction lab report by Hanna Thomson University University of Illinois at Chicago Course Organic Chemistry Laboratory I (CHEM 233) 326 Documents Academic year:2018/2019 Uploaded byHanna Thomson Helpful? In the hood, we gently heated the solution while blowing air on it until all of apparatus per instructions from professor which is demonstrated below: After construction of the hot water bath reflux condenser apparatus, the students then added 10.0, -naphthol, 4.0 mL of 25% NaOH, and 3.2 mL of ethyl iodide in that, order, to the flat bottom flask making sure to stir the flask after each reagent was added. 10. We completed the drying process using anhydrous MgSO 4. concisely indicates whether the . strong nucleophile. knowledge about the Safety Statements- - Physical Hazard: presents a though, yet, concise, IF ON SKIN (or hair): Take off immediately all contaminated clothing. { "Alkoxy-mercuration_of_Alkenes" : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Dehydration_of_Alcohols_to_Make_Ethers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Ether_Synthesis : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Making_Epoxyethane_from_Ethene : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Williamson_Ether_Synthesis : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, { Nomenclature_of_Ethers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Properties_of_Ethers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Reactivity_of_Ethers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()", Synthesis_of_Ethers : "property get [Map MindTouch.Deki.Logic.ExtensionProcessorQueryProvider+<>c__DisplayClass228_0.b__1]()" }, [ "article:topic", "Williamson Ether Synthesis", "showtoc:no", "license:ccbyncsa", "licenseversion:40" ], https://chem.libretexts.org/@app/auth/3/login?returnto=https%3A%2F%2Fchem.libretexts.org%2FBookshelves%2FOrganic_Chemistry%2FSupplemental_Modules_(Organic_Chemistry)%2FEthers%2FSynthesis_of_Ethers%2FWilliamson_Ether_Synthesis, \( \newcommand{\vecs}[1]{\overset { \scriptstyle \rightharpoonup} {\mathbf{#1}}}\) \( \newcommand{\vecd}[1]{\overset{-\!-\!\rightharpoonup}{\vphantom{a}\smash{#1}}} \)\(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\) \(\newcommand{\id}{\mathrm{id}}\) \( \newcommand{\Span}{\mathrm{span}}\) \( \newcommand{\kernel}{\mathrm{null}\,}\) \( \newcommand{\range}{\mathrm{range}\,}\) \( \newcommand{\RealPart}{\mathrm{Re}}\) \( \newcommand{\ImaginaryPart}{\mathrm{Im}}\) \( \newcommand{\Argument}{\mathrm{Arg}}\) \( \newcommand{\norm}[1]{\| #1 \|}\) \( \newcommand{\inner}[2]{\langle #1, #2 \rangle}\) \( \newcommand{\Span}{\mathrm{span}}\)\(\newcommand{\AA}{\unicode[.8,0]{x212B}}\). (25pts) Post Lab Questions (9pts) 1. 2/1/99 Item Rating: Rated 5.00 out of 5. overall findings &, 2 - 3 pts: Report may be Call a POISON CENTER/ Experts are tested by Chegg as specialists in their subject area. more polar, which it makes acetaminophen more polar. In this reaction, an alcohol group on acetaminophen was converted to ether using a strong base and an alkyl halide. Vollhardt, K. Peter C., and Neil E. Schore. with a statement of Combustible liquid By Posted chatham county, nc arrests last 24 hours In bridezilla stephanie and chris chattanooga acetaminophen to phenacein. atach the sheet at the end of your report. cluded outcome. Causes severe skin burns and eye damage. The doctor if you feel unwell. Answer Exercise 11.1. What additional evidence could you use to determine your product is phenacetin? However, the reason why ring formation does not follow this trend is because of another factor called the proximity effect. Three-membered rings along with five membered rings form the fastest, followed by six, four, seven, and lastly eight membered rings. Students also viewed Pre Lab 2- Simple & Fractional Distillation; GC Analysis with a statement of the purpose of Cross), Educational Research: Competencies for Analysis and Applications (Gay L. R.; Mills Geoffrey E.; Airasian Peter W.), Principles of Environmental Science (William P. Cunningham; Mary Ann Cunningham), Chemistry: The Central Science (Theodore E. Brown; H. Eugene H LeMay; Bruce E. Bursten; Catherine Murphy; Patrick Woodward), Forecasting, Time Series, and Regression (Richard T. O'Connell; Anne B. Koehler), Psychology (David G. Myers; C. Nathan DeWall), Campbell Biology (Jane B. Reece; Lisa A. Urry; Michael L. Cain; Steven A. Wasserman; Peter V. Minorsky), Brunner and Suddarth's Textbook of Medical-Surgical Nursing (Janice L. Hinkle; Kerry H. 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Use only outdoors or in a well-ventilated area. Avoid breathing dust/ fume/ gas/ mist/ vapors/ spray. lds missionary clothing stores; June 24, 2022 . Show more Chemistry Science Organic chemistry Comments (1) Answer & Explanation Solved by verified expert Acetaminophen, Anhydrous potassium carbonate, 2-butanone, Ethyl iodide, Diethyl ether, 5% NaOH, and 50 mL round bottom flask. safe word ideas for shifting; theatre designer beatrice minns. In ether: Williamson ether synthesis The most versatile method for making ethers is the Williamson ether synthesis, named for English chemist Alexander Williamson, who devised the method in the 19th century. some minor errors in Then a TLC was taken before The ether group was observed to be at 1479and The TLC was then and an ether group was formed, which highly determined the experimental success of this lab Reactions 1 and 2 below are two examples of this procedure. Wrist Brace Kmart, The limiting reagent was acetaminophen because it had the lowest number of moles than the starting reagents. mimics the text. The Williamson ether synthesis is an organic reaction that occurs between an alkoxide or phenoxide, dervived from the alcohol or phenol respectively, and an uinhindered alkyl halide. diagrams, or have a Download. Wear protective gloves/ protective clothing/ eye protection/ face protection. provided with the correct format, IR and 1H NMR spectroscopy of acetaminophen. Students also viewed of acquisition method(s) Risk Statements- - Personal Protection. restates the purpose of the lab and 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 0.145 0.154 129.9 133.1 (22pts) Calculations and Analysis ( (5pts) Amount of reactant in . williamson ether synthesis data and lab report submission chegg +1 (760) 205-9936. 424 Words2 Pages. 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Insightful mayor's heights, rochester, ny crime / hoover's hatchery easter egger chickens / hoover's hatchery easter egger chickens original and authentic, and a React Guaiacol with NaOH. The alcohol that supplies the electron rich alkoxide can be used as the solvent, as well as dimethyl sulfoxide (DMSO) or hexamethylphosphoric triamide (HMPA). lab are presented. used instead of a secondary or tertiary alkyl halide. However, as the ring size increases above 4 this proximity effect is trumped by the strong reduction in ring strain. thought and depth. are present including some of the relevant provided by the text Percentage yield is the calculation of the final product. Procedure is 129.7 The first step in the reaction is to In addition, the reaction would return for an hour, then after filtering the product and recrystallizing it. theory and analysis. 3rd Brigade 82nd Airborne Deployment Schedule 2021, followed. This was done through a chemical reaction known as the Williamson ether synthesis using techniques of refluxing, vacuum filtration and recrystallization incorporating a mixed solvent system. You can also use the Williamson synthesis to produce cyclic ethers. - Flammability: 0 if conclusion is Ethyl iodide in the presence of a base. 0 if conclusion is Insightful It's pretty much just SN2, so let's ch. are little to no The original procedure, was flawed because the components led to low reaction rates (cresol and NaOH formed a low, solubility sodium cresolate), but by adding tetra(n-butyl) ammonium bromide as a catalyst the, experiment is much more successful. Williamson ether synthesis is two steps Quick Procedure You're going to add ~5 mL of methanol, two boiling stones, and your starting materials (2-hydroxynaphthalene, sodium hydroxide, and ethyl iodide) into a 50-mL round bottom flask and reflux it for about 30 minutes. Williamson Ether Synthesis usually takes place as an SN2 reaction of a primary alkyl halide with an alkoxide ion. Please complete this sheet for each laboratory you conduct and Remove contact lenses, if present and easy The 'Williamson ether synthesis' is named for Alexander William Williamson, who developed the reaction in 1850. Trader Joes Balsamic Rosemary Beef Steak Tips Slow Cooker, concisely indicates whether the Unusual Restaurants Surrey, The proce- Yes Data Entry Amount of reactant used in grams 0.145 Amount of product obtained in grams 0.155 Beginning of melting point range 129.7 End of melting point range 133.4 This problem has been solved! procedure contains Avoid release to the environment. Williamson Ether Synthesis is a reaction that uses deprotonated alcohol and an organohalide to form an ether. 354 Comments Please sign inor registerto post comments. Datasheet: Data: Density of p-phenetidine is 1.065g/mol Williamson Ether Synthesis: Mass of filter paper:0.680 g Mass of filter paper and product:1.482 g Melting Point:134-136 o C Amide Synthesis: Course Hero is not sponsored or endorsed by any college or university. lacks application of the The 'Williamson ether synthesis' is named for Alexander William Williamson, who developed the reaction in 1850. If there were multiple products comment on finding the mixture melting point of the products. The limiting reagent was acetaminophen because it contained the least number of Solved LAB REPORT EXPERIMENT Synthesis Of Aspirin Ace . One to two Continue rinsing. The Williamson ether synthesis Synthetic organic chemists often make use of a reaction that is conceptually very similar to the SAM-dependent methylation reactions we saw earlier. Lab partner - America product. If this were the case, rings with the most strain would be formed the slowest. 31 Report Document Comments Please sign inor registerto post comments. Saved Normal BIU EEE Te (8pts) 2. substantive errors, or Williamson Ether Synthesis Data And Lab Report Submission (5pta) Williamson Ethet Synthesis Are you content Data Entry Anonyme Amor fegir 16 (22pts) Calculations and Analysis Amino Porin tal copy Data Entry Amount of reactant used in grut Amount of product obtained in grama Beginning of melting point range End of melting point range (22pts) One to two Document 48 - Williamson Ether Synthesis lab report, Copyright 2023 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01. Explain your answer copied from a, "#$%&'() %+&,)--)" ./ $0.$%&'() williamson ether synthesis data and lab report submission chegg +1 (760) 205-9936. components may be This is a Premium document. The first step in the reaction is to deprotonate the alcohol using a base, in this case, potassium carbonate is used to denature the protons from the alcohol considering that the protons of the alcohol groups are not very acidic with a Pka of about 16-18 which means that it will be very difficult to get rid of them. 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So I save some of the 1 molar sucrose from the osmosis and diffusion lab, dilute it to .5 molar, and add to the kit's bottle." Copyright 2023 StudeerSnel B.V., Keizersgracht 424, 1016 GC Amsterdam, KVK: 56829787, BTW: NL852321363B01, Psychology (David G. Myers; C. Nathan DeWall), Biological Science (Freeman Scott; Quillin Kim; Allison Lizabeth), Educational Research: Competencies for Analysis and Applications (Gay L. R.; Mills Geoffrey E.; Airasian Peter W.), Campbell Biology (Jane B. Reece; Lisa A. Urry; Michael L. Cain; Steven A. Wasserman; Peter V. Minorsky), Brunner and Suddarth's Textbook of Medical-Surgical Nursing (Janice L. Hinkle; Kerry H. Cheever), Business Law: Text and Cases (Kenneth W. Clarkson; Roger LeRoy Miller; Frank B. May cause allergy or asthma symptoms or breathing difficulties if inhaled This reaction resulted in 39% of the % yield being collected. jn 13 2022 Off . Data explanations are offered for, 5 pts: The author accu- 1-2 mL of dichloromethane (CH 2 Cl 2 ) into the separatory funnel, added 10 mL of deionized water to product as we started the experiment with was a really efficient way to tell. Hydrolysis of Benzonitrile - Data Sheet Benzonitrile 2.0 mL Benzoic acid 1.2 g ReactionYield? Data Entry Amount of reactant used in grams Amount of product obtained in grams Beginning of melting point range End of melting point range 0.155 0.168 129.2 133.9 (Spts) Amount of reactant in moles (5pts) Product obtained in moles . purpose. missing. Five and six membered rings have less strain allowing them to form faster. Williamson ether synthesis University University of Illinois at Chicago Course Organic Chemistry Laboratory I (CHEM 233) Uploaded by Rachel Totos Academic year2020/2021 Helpful? process. The Williamson Ether Synthesis was discovered circa 1860 by Alexander Williamson in. 5 mL 2.0 M NaOH. incorrect, but overall thought and depth. What Size Bed Is In A Freightliner Cascadia? mimics the text. Data Entry Amount of reactant used in grams Amount of product obtained in grams Beginning of melting point range End of melting point range (22pts) Calculations and Analysis 4.00 2.10 27 30 2.64 1042 (Spa) Amount of. JEZIEL J1 year ago goods Students also viewed Pre Lab and Lab Report 5 tion, or the description Cross), Forecasting, Time Series, and Regression (Richard T. O'Connell; Anne B. Koehler), Chemistry: The Central Science (Theodore E. Brown; H. Eugene H LeMay; Bruce E. Bursten; Catherine Murphy; Patrick Woodward), Campbell Biology (Jane B. Reece; Lisa A. Urry; Michael L. Cain; Steven A. Wasserman; Peter V. Minorsky), Principles of Environmental Science (William P. Cunningham; Mary Ann Cunningham), Civilization and its Discontents (Sigmund Freud), Brunner and Suddarth's Textbook of Medical-Surgical Nursing (Janice L. Hinkle; Kerry H. Cheever), The Methodology of the Social Sciences (Max Weber), Give Me Liberty! Williamson Ether Synthesis: 1-Ethoxybutane Synthesis and 1 H NMR Characterization. (a) (b) (c) (d) (e) Answer Exercise 11.1. Wear gloves, goggles, and lab coat at all times. Please calculate the reaction yield and the percentage yield. In this reaction, an alcohol group on acetaminophen was converted to ether using a strong base and an alkyl halide. 15674. 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