4. Put in a stopper and stir the mixture at r.t. until dissolution of the solid. Last document update: 3 months ago . The nucleophilic substitution of halides with alkoxides leads to the desired products. Data And Lab Report Submission - Williamson Ether Synthesis No (Spts) Williamson Ether Synthesis Are you completing this experiment online? Add to cart. The product in each case . 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. Figure 1. Instead, we provide this standardized Analytical Chemistry Lab Report template with text and formatting as a starting point to help professionalize the way you are working The Results / Discussion will always vary in length Check our Sample Lab Report Chemistry writers' credentials Williamson ether synthesis report Williamson ether synthesis . There are no impurities present in my product. R-O-Na+ + R-X . 2-butanone and ethyl acetate. It is an alkyl aryl ether and is prepared here using the Williamson ether synthesis. Other $ 20.99. Other - Williamson ether synthesis of guaifenesin + detailed discussion Show more . See the answer Show transcribed image text Expert Answer Introduction Williamson ether synthesis is an organic reaction, forming an ether from an organohalide and an alcohol. 4000 - 3000 cm-1 - O-H carboxylic acid 1800 - 1640 cm-1 - C=O ester 1600 cm-1 . . This lab primary goal is to synthesize the target compound 1-methoxybutane using the appropriate materials, solvent, reagent to create the goal product. Organic Chemistry Lab Report (Synthesis of mine) + Detailed Discussion. microwave-enhanced Williamson Ether Synthesis using 1-dodecanol and different alkyl halides. Also available in bundle from $155.49 . The procedure is as follows: Synthesis of 2- (2-Hydroxyethoxy)acetanilide: Sodium. Through careful analysis, I was able to calculate my percent yield and determine the purity of my product. Preview 3 out of 24 pages. The Williamson ether synthesis is an organic reaction used to convert an alcohol and an alkyl halide to an ether using a base such as NaOH. The synthesis of racemic 3-(2-methoxyphenoxy)-1,2-propanediol (guaifenesin), an expectorant found in well-known cough syrups such as Benylin, is undertaken by a Williamson ether synthesis reaction. Consult your lab manual, as some of the regions overlap. 2. Week 1 - Synthesis of Phenacetin, Williamson Ether Synthesis Reaction Set Up. These halogens have the group. water mixture (1:1, v/v). Your ether is. 1. Organic Chemistry Lab Report Experiment #1-9 Detailed Discussion $ 157.42 $ 155.49 8 items 1. In 1893, Pietro Biginelli reported the first synthesis of 3,4-dihydroprimidin-2 (1H)ones (DHPM) by a very simple multi-component one-pot condensation reaction of an aromatic aldehyde, urea and ethyl acetoacetate in ethanolic solution1 (Scheme 1.1). Oil Synthesis Lab Report. Clearly assign each hydrogen (s) with a specific signal on the spectrum. After 5 steps I am 2 sequential williamson ether synthesis away from my actual SM, and they are giving way more trouble than expected. 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. ), 2.62 g of potassium carbonate (2.0 equiv.) SN2 reactions "are characterized by the inversion of stereochemistry at the site of the leaving group". Ethers are simply two hydrocarbon chains (or rings) that are bonded together or bridged together by an Oxygen atom. . Abstract Williamson synthesis reaction was performed to create the B-naphthol ether. This reaction occurs in two steps: deprotonation and SN2 reaction. One way to make ethers is to use the Williamson ether synthesis, which is where you start with an alcohol, and you add a strong base to deprotonate the alcohol. . Williamson ether synthesis 10 lab report grading rubric williamson ether synthesis name: rachel totos ta: mw 12pm_xuan grading rubric introduction reaction. This nucleophilic anion reacts with the primary alkyl chloride carbon of 3-chloro-1,2-propanediol to give the target product. Your answers to these questions may be hand-written or typed and placed at the page of your formal report. 1. Good Essays. CS1102- Discussion Forum-U8; Newest. posted on 10-2-2013 at 17:17. Topics: Carbon dioxide, Oxygen, Petroleum, Chemistry, Chemical reaction, Internal combustion engine. Video transcript. strong nucleophile. What are the two advantages of using the rotary evaporator? Login Sell. As a means of facilitating comprehension of polyhalogens complexes, practical experiments involving synthesis and characterization of these compounds are performed. b) Conditions are very compound specific ( at 180o ethanol would yield ethylene instead of the ether) Synthesis of ethers. 1.01 mL benzyl bromide (0.9 equiv.) Williamson Synthesis. Williamson ether synthesis report - Hanna Thomson Lab 10 Erica Tuesday 8am Williamson Ether - StuDocu Premium Williamson ether synthesis report williamson ether synthesis reaction lab report by Hanna Thomson University University of Illinois at Chicago Course Organic Chemistry Laboratory I (CHEM 233) Uploaded by Hanna Thomson Academic year RESULTS DISCUSSION Table 1. Other $ 20.99. The Netherlands. The Williamson ether synthesis is an SN 2 reaction in which an alkoxide ion is a nucleophile that displaces a halide ion from an alkyl halide to give an ether. Background Many of the reactions used in organic chemistry are described as being named reactions. 2-Hydroxyacetanilide . Potassium hydride in paraffin: Paraffin wax (for canning, MP = 48-50 C, 50 g) was warmed to melting in a 300-mL glass jar. Potassium carbonate was used as a drying agent to get rid of unwanted impurities. (0) Organic Chemistry Lab Report (Synthesis of mine) + Detailed Discussion Last document update: ago. Williamson Ether Synthesis in its Simplest Form. The lab reports: cyclohexanol and allow layers in order nucleophilic oxygen atom of increasing basicity varies across to be measured and discussion should be on cell growth and abide by teachers news? The Williamson synthesis, a synthetic method developed in 1852 by A. W. Williamson uses an alkyl halide and a metal alkoxide, is of broader scope and can be used to obtain symmetrical or unsymmetrical ethers. -naphthol, a weak acid, reacts with potassium hydroxide to form potassium -naphtholate: Organic Chemistry Lab Report (Synthesis of mine) + Detailed Discussion. 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. Usually, the alkoxide is synthesized from alcohol or phenol and it is then added to a primary alkyl halide via a SN2 mechanism. Also available in . 3mL155. Other - Identification of organic compounds by ir and nmr spectroscopy 2. In conclusion, Williamson ether synthesis using KH (P) as the base is rapid and reliable. O O CH3 O O CH3 NaOH guaiacol H OH Na To ensure the final solution was B-naphthol ether, the melting point was taken which was found to be 61C. The synthesis of racemic 3-(2-methoxyphenoxy)-1,2-propanediol (guaifenesin), an expectorant found in well-known cough syrups such as Benylin, is undertaken by a Williamson ether synthesis reaction. 973. Can you predict an undesirable side reaction that might occur involving the View example. In this experiment, the Williamson ether synthesis is used to prepare guaifenesin. The first step consists of forming an alkoxide ion by the deproto View the full answer 2. Thin layer chromatography or TLC is used to monitor the progress of the reaction. April 15th, 2013 - Transcript of Aspirin Synthesis Lab Report Aspirin Synthesis Lab By Abigail Arrigo 5 / 22. It is an over-the-counter drug that relieves pain and . Preview 3 out of 24 pages. acetaminophen induced liver necrosis, synthesis of acetaminophen essay 1244 words, lab 10 lab report lab 10 williamson ether synthesis, the williamson ether synthesis miami university, synthesis of paracetamol acetaminophen a chemistry tutorial, acetaminophen oral uses side effects interactions, paracetamol a curriculum resource royal society of Also available in . The same material will also be isolated from over the counter tablets via a simple extraction. Quick Procedure. Also, this lab also aims to teach the effect of a catalyst in a chemical reaction. Williamson Synthesis. 2-Methoxyphenol (as referred to as guaiacol) is reacted with sodium hydroxide (NaOH) to generate the phenoxide anion. Synthesis and Characterization of Azo Dye: Methyl Orange Lab Report + Detailed Discussion. In addition to the formal report, provide answers to the questions below. Chemistry questions and answers. For this lab, 40.2 mL of canola oil were used as the initial volume for the production of synthesized biodiesel. The reaction occurs with inversion of configuration at chiral centers and can be limited by possible competing elimination reactions. Introduction. SN1 SN2 (Williamson Ether Synthesis) or Chemical Safety Information: SN1 2-methyl-2-butanol hydrochloric acid 2-chloro-2-methyl-butane sodium chloride sodium bicarbonate magnesium sulfate deuterated chloroform SN2 4-methoxyphenol 4-tert-butylphenol para-hydroxyacetophenone 4-nitrophenol 3-nitrophenol para-bromobenzyl bromide KOH ethanol 1-bromobutane 1-bromopropane para-chlorobenzyl chloride 1 . Williamson is also known for his 1868 textbook Chemistry for Students. Williamson ether reactions are reactions where an alkoxide reacts with a primary haloalkane or a suffonate ester. Be sure to include all aspects of the formal report (see handout). Essay Sample Check Writing Quality. . Other - Williamson ether synthesis of guaifenesin + detailed discussion The procedure stated in Chem 2120 experiment 6 Williamson Ether Synthesis of Phenacetin laboratory manual was followed without any major changes. This is me hitting the . B-naphthol, a relatively acidic alcohol, was reacted with NaOH to create a salt and then methyl iodide to form the final ether product. . The mechanism begins with. . Other - Synthesis of nylon-6,6+ detailed discussion 4. Base. (0) Organic Chemistry Lab Report (Synthesis of mine) + Detailed Discussion Last document update: ago. concise, introduction to the chemical theory behind the lab, including a brief discussion of the mechanisms, analytical techniques, etc, At least one diagram supports the written. Williamson Synthesis. Results and Discussion. R OH R O. Other - Thin layer chromatography and melting point analysis + detailed discussion 3. Organic Chemistry Lab Report (Synthesis of mine) + Detailed Discussion. This procedure is typical for reactions used to produce asymmetrical ethers. the synthesis of 1-bromobutane. . Draw the full structure of the identified product. This method is suitable for the preparation of a wide variety of unsymmetric ethers. Recrystallization lab report; Williamson ether synthesis report; Other related documents. (2) The protecting group is stable under the basic Williamson ether formation conditions. I hope this is the right place to post this, but, basically, my time in the lab in the lab is not going well. 8.5.3 Procedure. Add a stir bar, 560 mg of K 2CO 3 (ground if necessary), 6.0 mL of acetonitrile (CH 3CN), and lastly 0.56 mL of ethyl iodide. 354 g151. R-O-R + NaX Mechanism for the . 75 x 10-31. ntroductionTechnically, Williamson Synthesis process is one of the effective methods used in the synthesis of ethers.. Post Lab QuestionQuestion 6-144In the synthesis of sulfides, isopropyl bromide possesses less steric hindrance compared to 2-bromo-1-nitropropane.. Actually, this experiment seeks to demonstrate the practical side of William ether synthesis procedure.. Your language. (5 points) Materials and Methods Reactants List all the reactants used for this synthesis. Post-lab questions: 1. hydroxide (5.6 g, 0.14 mol) was dissolved in a 50 mL ethanol +. Other - Williamson ether synthesis of guaifenesin + detailed discussion Show more . Data and results CompoundAmount used MW (g/mol) Moles Stoichiometry/Comments acetaminophen0. 4. Attach a microscale water-cooled condenser and, Synthesis of Nylon-6,6+ Detailed Discussion. It was found that in the absence of Zn, only 7% of diphenyl ether was formed in 4.5 min at 640 W (determined by 1 H NMR) the rest being starting material. A substitution reaction occurring between an oxygen nucleophile and an organohalide electrophile producing an ether product is known as a Williamson Ether Synthesis, named after Alexander William Williamson, Professor of Chemistry at University College, London from 1849- 1887. Hi. Extraction Hayley Williams, willi553@go.stockton.edu CHEM 2125 007 February 27, 2018 Abstract: In the Extraction experiment, liquid-liquid extraction was used to separate and purify naphthalene and benzoic acid from a mixture of the two through a separatory funnel. water mixture (1:1, v/v). 34 x 10-3limiting reagent ethyl iodide0. Synthesis and Characterization of Azo Dye: Methyl Orange Lab Report + Detailed Discussion. Synthesis and Characterization of Azo Dye: Methyl Orange Lab Report + Detailed Discussion. 0.90-0.95 g of guaiacol. (0) $20.99. Be sure to include all aspects of the formal report (see handout). Introduction Requires an underlined section heading. Once you deprotonate the alcohol, you add an alkyl halide, and primary alkyl halides work the best. Something you should always include in your lab report is a . What solvents get removed via the rotary evaporator? A) To produce -naphthol methyl ether by Williamson synthesis: In a 100 ml round-bottom flask with a stir bar, mix 2.88 g (20 mmol) of -naphthol (2-hydroxynaphthalene), 1.46 g (26 mmol) of KOH, and 20 ml of MeOH. If the halides are sterically demanding and there are accessible protons in the -position, the alkoxide will act as a base, and side products derived . Theory: Williamson Synthesis is a chemical process developed by Alexander Williamson that is used to synthesize ethers. Lab Report 4 - Lecture notes 4.1; . For my product, I calculated my percent yield to be 88% pure. In addition to the formal report, provide answers to the questions below. Acetaminophen. Increased surface area for evaporation due to centrifugal and frictional forces. Williamson Ether Synthesis. In this lab, the Williamson ether synthesis was . Non opioid analgesics including aspirin ibuprofen acetaminophen' 'acetaminophen lab essays . The mixture was heated under reflux for 1 hour. PSY 211 Module Four Activity; BIOL 1301 Graded quiz unit 3; Written journal unit 2; College Algebra Exam; . SN1 SN2 Williamson Ether Synthesis or Chemical Safety Information. Synthesis and Characterization of Azo Dye: Methyl Orange Lab Report + Detailed Discussion. React Guaiacol with NaOH. The main objective of this experiment was the formation of phenacetin from the synthesis of acetaminophen. Make sure to show all bonds to the hydrogens. 3 Pages. Acetaminophen was found to be the limiting factor in this lab and it had the major role. (0) $20.99. gokel and h.d. This process works by dissolving the naphthalene/benzoic acid mixture into two . BRIEFLY summarize the experiment, including its purpose. Document 44 - Ohm's Law & Series-Parallel Circuit Inquiry Lab Part I Williamson Ether Synthesis 1 g of acetaminophen, 2 g of powdered anhydrous potassium carbonate, 15. mL of 2-butanone, and 1 g of ethyl iodide was added carefully to a 50 mL round bottom flask. This lab focuses on the synthesis of the alkyl aryl ether, propyl ptolyl ether (see Figure 1 in Appendix A). View Entire Discussion (16 Comments) More posts from the chemistry community. Williamson Ether Synthesis 4-methoxy-phenoxy benzyl ether In a 100-mL round bottom flask 1.179 g of 4-methoxyphenol (1.0 equiv. The same compound is simultaneously isolated and characterized from commercially available Guai-Aid cough tablets. This method is suitable for the preparation of a wide variety of unsymmetric ethers. Post-lab questions: 1. Organic chemistry lab report (synthesis of mine) + detailed discussion 8. We began by removing the colored impurities from the p-Phenetidine (reddish-brown) by placing . was then carefully added to the reaction mixture. application of crown ethers as phase transfer catalysts in the electron transfer reactions of coal g.w. Global reaction for the synthesis of 1-bromobutane. This procedure is for the preparation of nerolin, a perfume, and scent fixative. Preparation of Alkenes by E1 and E2 Elimination Reactions; Create a table that summarizes: the chemical shift, integration, multiplicity, proton assignment, and justification of each signal based on the given spectrum. Organic Chemistry Lab Report (Synthesis of mine) + Detailed Discussion. Your answers to these questions may be hand-written or typed and placed at the page of your formal report. and 9.51 mL of acetone [1M] were combined. Feb 19th, 2017 Published. Open Document. Where do you study. The nucleophilic substitution of halides with alkoxides leads to the desired products. 162. View example. Williamson ether synthesis. Through this experiment, I prepared allyl phenyl ether from phenol and allyl chloride by using the Williamson ether synthesis. We'll talk about why in a minute. 575 Words. Synthesis of Ethyl -Naphtholate (Nerolin) A. 2-Hydroxyacetanilide . I was not able to take chemistry class in high school, and I took general chemistry 1 and 2, and organic chemistry 1 all online during college so far. (3 points) Equipment List all the equipment that Question: Lab Report 3. 5 mL 2.0 M NaOH. Add to cart. Optimizing reaction conditions to run multiple reactions at once will also be key in improving efficiency of the Williamson Ether Synthesis of 1-ethoxydodecane as well. In this experiment, ()-3-chloro-1,2-propane-diol will be allowed to react with the conjugate base of Guaicol (2-methoxyphenol) via an S N2 reaction to provide guaifenesin as a racemic mixture. If the halides are sterically demanding and there are accessible protons in the -position, the alkoxide will act as a base, and side products derived . This halide is easily prepared by reacting butan-1-ol (primary alcohol) with sodium bromide solution and excess of concentrated sulfuric acid. "The Synthesis of Ethoxybenzene by Williamson Ether Synthesis from Phenol and Iodoethane and its Analysis by 13C-NMR Spectroscopy." Note that "Williamson Ether Synthesis" would not be an acceptable title. The experiment is well-suited towards the introductory part of an advanced organic . This lab report covers on the laboratory preparation of Cs [ICl2]; a polyhalogen complex containing cesium as the central atom, and iodine and two chlorine ions as the attached . We believe that KH (P), a stable and easily handled solid, will find many applications in organic synthesis. Our labs did not meet in person, so instead we watched and analyzed videos. Introduction The purpose of this lab is to synthesize 1-methoxybutane through a substitution reaction. A further objective of this experiment was to . I'm an undergrad student who hasn't stepped foot in a lab in 1.5 years due to COVID. In Part 1 an attempt to synthesize acteophenetidin crystals by amide synthesis was made. This efficient approach to partly reduced pyrimidines, termed the Biginelli reaction or . hydroxide (5.6 g, 0.14 mol) was dissolved in a 50 mL ethanol +. R-X should be CH3 or 1o SN2 mechanism. The Williamson ether synthesis between 2-naphthol and allyl bromide in the presence of strong base and benzyltriphenylammonium chloride as a phase transfer catalyst in dichloromethane solution is known to . For a base-labile protecting group to be useful in PEG synthesis using the one-pot PEG elongation approach, it needs to meet two criteria: (1) The protecting group can be removed under basic conditions. Obtain 360 mg of acetaminophen and transfer into a dry 25-mL round-bottom flask (RBF). This result clearly demonstrates that the Williamson ether synthesis was being catalyzed by the Zn. Not generally useful for syntheses of ethers in the lab: a) Only symmetric ethers can be made this way. word. Williamson ether synthesis is two steps . Other - Williamson ether synthesis of guaifenesin + detailed discussion Show more . Just an S. N. 2 reaction! Synthesis of Acetaminophen Lab Report Bijal Patel, 20467049 Partner: Poojan Parikh T.A.'s: Long Pu CHEM 123L, Section: 006, Rm: ESC 149 Tuesday February 4, 2013, 2:30pm-5:20pm Experiment Done: Tuesday January 22, 2013 Introduction Acetaminophen was first introduced in 1955 (Richman, 2004). Because the reaction is set in motion by the backside attack of the nucleophile . 6 equiv's sodium . Other - Organic chemistry lab report (synthesis of mine) + detailed discussion 8. 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 . To the melted wax . What compound is undergoing the Williamson Ether synthesis reaction? Last document update: 3 months ago . Kylee Updike CHEM 3152-922 March 15, 2021 Williamson Ether Synthesis Lab Report Objective: The objective of this experiment is to convert p-Cresol to n-propyl p-tolyl ether using a variation of the Williamson Ether Synthesis method called the Phase Transfer Catalyst Method. The goals of this experiment are to determine if the products derived from amide synthesis and Williamson Ether Synthesis are identical and if one of the synthetic routes is more advantageous than the other. poor nucleophile. The reaction occurs through a SN2 mechanism. The reaction between sodium bromide and sulphuric acid origins hydrobromic acid (Equation 1). Synthetic Preparation of Guaifenesin: Williamson Ether Synthesis. With conventional heating (stirring in an oil-bath), the optimum conditions are: for 1 mmol . A brief discussion of each reagent is fundamental for the understanding of this lab. R' L R O R' alkoxide R' is primary. durst, synthesis, 1976, 168. (3 points) Safety information Provide information as for the safety of chemicals being used. The procedure is as follows: Synthesis of 2- (2-Hydroxyethoxy)acetanilide: Sodium. Other $ 20.99. 2.7k. ACETYLATION OF FRIEDEL CRAFTS LAB REPORT 1''The Williamson ether synthesis Miami University May 6th, 2018 - The reaction for this week an The Williamson Ether synthesis is one of several organic chemistry reactions referred to as Named Reactions, which employ the name of the scientist who developed it. Can you predict an undesirable side reaction that might occur involving the