Experiment 6 nitration of methyl benzoate. The electrophile is the Oct 29, 2024 · Experiment 17: Nitration of Methyl Benzoate A Macroscale Synthesis 09/23/2024 Bryanna Ramirez Purpose: The overall purpose of experiment 17 nitration of methyl benzoate: a microscale synthesis, we observed an electrophilic aromatic substitution. That mixture was then heated, pipetted onto ice, and filtered through a Hirsch funnel. This document provides instructions for a lab experiment to nitrate methyl benzoate through electrophilic aromatic substitution. Methyl 3-nitrobenzoate 13C NMR (15 MHz, 30° pulse, 256 scans, 31 minutes) at the 6 carbons of the benzyl ring now resonante as 6 signals. This reaction turned methyl benzoate into methyl 3-nitrobenzoate. Organic Chemistry Lab CHEM145 Experiment 6 Nitration of methyl benzoate Substitution Reactions of Benzene and The document describes an experiment to prepare methyl-3-nitrobenzoate through nitration of methyl benzoate. The aim of the experiment is to determine and study electrophilic aromatic substitution reaction (EAS) particularly nitration of methyl benzoate go give methyl-m-nitrobenzoate; thus determine the weight, melting point and percentage yield of the pure methyl-m-nitrobenzoate. Use thin-layer chromatography to follow the reaction progress. Dinari Harris June 12th , 2015 Objective: The purpose of this laboratory was to synthesize methyl nitrobenzene from methyl benzoate, concentrated nitric acid, and concentrated sulfuric acid via an electrophilic aromatic substitution reaction. Sulfuric Acid is placed in a clean, dry 6" Test Tube and cooled to about 0°C. Introduction: This experiment’s objective was to perform a Nitration on methyl benzoate. A 1. The substitution is generally done through a two-step mechanism. Introduction: Electrophilic aromatic substitution can be described as the process by which a benzene ring, acts as a nucleophile, attacks an electrophile, which is then attached unto the ring followed by deprotonating of the ring Aug 19, 2025 · This comprehensive CHEM 219 lab report and detailed lab notes focus on Experiment 7 the nitration of methyl benzoate. Also includes some theory for predicting which isomer of Methyl Nitrobenzoate Experiment 6: Nitration of Methyl Benzoate I) Aim of the Experiment The aim of this experiment is to perform a nitration reaction on methyl benzoate and produce 3-nitro methylbenzoate starting from methyl benzoate: CH3 | CH3 | HNO3 + H2SO4 → NO2 | NO2 II) Introduction The nitration of methyl benzoate is a typical electrophilic aromatic substitution reaction. Consequently, it is necessary that you review recrystallization in your lab text, this time following procedures described for macroscale recrystallization. Fossett CHE352-B 11 April 2020 Lab Experiment #28: Nitration of Methyl Benzoate References: “Nitration of Methyl Benzoate. Starting methyl benzoate: 0. Walker 3 Reactions: Figure 1. (1) Write the balanced equation for the reaction that you will be carrying out, including structures of the reactant and product. View EXP 6. 08 Please review the sections of your text pertaining to this reaction (Electrophilic Aromatic The nitration of methyl benzoate is an example of electrophilic aromatic substitution. After determining the mass of the methyl benzoate place a magnetic spin vane in the vial and carefully add 0. introduction nitration reaction is an electrophilic aromatic substitution where nitro group is added to benzene ring. The resulting product is analyzed using melting point determination, IR spectroscopy and Thin Layer Chromatography (TLC) to assess purity and Students also viewed Organic Chemistry Lab 3: The Dehydration of p-Menthan-3-ol (Menthol) Organic Chem Lab 8: Solventless Aldol Reaction Organic Chem Lab 6: Nitration of Methyl Benzoate Organic Chem Lab 5: Synthesis of Methyl Benzoate by Fischer Esterification Experiment 7 The Grigard Reaction Experiment #2 Quantum Dots and Emission Spectroscopy In this experiment I reacted methyl benzoate with nitric acid in order to observe the position of the substituted nitro group as it appeared in the product. Jan 8, 2024 · The experiment of nitration of methyl benzoate started off by taking the methyl benzoate group and react with a nitronium ion. Feb 22, 2025 · Lab Report #4 Experiment 6: Nitration of Methyl Benzoate Malana Baez CHEM 145-06 February 22nd, 2025 Abstract This experiment aims to synthesize methyl 3-nitrobenzoate through the nitration of methyl benzoate by electrophilic aromatic substitution. Circle the most problematic resonance of the three resonance structures. Sep 5, 2025 · This comprehensive CHEM 219 lab report and detailed lab notes focus on Experiment 7 the nitration of methyl benzoate. Covers organic chemistry concepts. May 13, 2025 · Chemistry 256 Nitration of Methyl Benzoate College of the Canyons GS F21 Page 1 of 17 Nitration of Methyl Benzoate Learning Goals The purpose of this experiment is to: 1. Feb 21, 2023 · Page 1Lab Experiment 3: Electrophilic Aromatic Substitution: Nitration of methyl benzoate Learning Objective • To study electrophilic aromatic substitution reaction (EAS) • To study regioselectivity for EAS reactions Chemicals Materials Methyl benzoate 125 mL flask Sulfuric acid (conc. May 18, 2020 · Introduction Background The purpose of this reaction it’s to perform a nitration reaction on methyl benzoate to create a product of 3-nitro methyl benzoate. Pre-lab preparation. In this experiment, methyl benzoate is transformed into methyl 3-nitrobenzoate. Nitration of Methyl Benzoate Abstract This experiment aims to synthesize methyl 3-nitrobenzoate via electrophilic aromatic substitution by nitration of methyl benzoate, followed by the analysis of the resulting products utilizing techniques such as melting point determination, Thin Layer Chromatography (TLC), and Infrared Spectroscopy (IR). Covers EAS, regioselectivity, and reaction mechanisms. Mechanism of the synthesis of 3-nitromethyl benzoate. In practice, this nitration reaction can result in the produc-tion of quite a bit of the ortho product as well, unless the temperature is kept very cold throughout the reaction. Prepare methyl 3-nitrobenzoate using EAS. The product was recrystallized and had a melting point and percentage yield M. Instead, a lipid-like substance was produced. Experimental In this experiment methyl benzoate was nitrated to create methyl We started with combining sulfuric acid, methyl benzoate, and nitric acid. An Electrophilic Aromatic Substitution: The nitration of methyl benzoate Objective To investigate the reactivity of substituted benzenes and to examine the relationship between electron withdrawing/donating groups and reactivity. Paige Hutton Dr. 862-895 (880-913 6" uggested Reading: Brown, Foote, Iverson and Anslyn, Chapter 22. So in addition to looking up relevant physical properties of the methyl benzoate starting material, look up Nitration of Methyl Benzoate Tare a 5-mL conical vial and add 0. Apr 27, 2022 · Experiment 6—Nitration of Methyl Benzoate Introduction Aromatic compounds are defined as compounds consisting of at least one benzene ring or a similar cyclic conjugated structure (Ouellette & Rawn 2015). 6% based on the experimental and actual Experiment 6 Exploring Nitration of Methyl Benzoate Abstract- This experiment aims to create a reaction, to nitrate Methyl Benzoate to become Methyl 3-nitrobenzoate. Question: EXPERIMENT 3: NITRATION OF METHYL BENZOATE BACKGROUND: v14. Within a - only from UKEssays. There are a few requirements that a compound must uphold to be considered an aromatic compound. by swirling in an ice bath. Includes procedure, safety notes, recrystallization, and product analysis. Add 1. Sep 17, 2015 · Enhanced Document Preview: Organic Chemistry II Post-Laboratory Report Experiment #: 6 Nitration of Methyl Benzoate. OBJECTIVE To synthesize methyl nitrobenzene from methyl benzoate, concentrated nitric acid, and concentrated sulfuric acid via an electrophilic aromatic substitution reaction. 55 g (0. Students will combine methyl benzoate with a mixture of nitric and sulfuric acids to generate the nitronium ion electrophile. 3-nitro methyl benzoate is synthesized by combining methyl Sep 3, 2023 · View Lab - Experiment 6_ Nitration of Methyl Benzoate. The nitrating agent was nitric acid, and sulfuric acid was a catalyst . Preview text Name: Lab Partner: TA: Date: CHM 206 Experiment 9: Nitration of Methyl Benzoate: A Macroscale Synthesis Introduction: In electrophilic aromatic substitution, hydrogen on the aromatic ring is replaced by an electrophilic reagent. Experiment #6 Nitration of Methyl Benzoate By: Kimberly Cunningham, Lab partner: Mirella Huber TA: View Experiment 6_ Nitration of methyl benzoate. Nov 14, 2023 · ABSTRACT: In this experiment, methyl benzoate underwent nitration using a mixture of nitric and sulfuric acids, yielding methyl 3-nitrobenzoate while minimizing ortho and para isomers through controlled temperature regulation. However, the reaction did not occur as expected and no product was formed. Loay Abdulrahman Abstract The purpose of this experiment is to prepare methyl 3-nitrobenzoate by nitrating methyl Nitration of Methyl Benzoate Tare a 5-mL conical vial and add 0. Methyl benzoate is reacted with nitric acid and sulfuric acid at 0°C to undergo electrophilic aromatic substitution, replacing a hydrogen atom with a nitro group in the meta position. In this experiment you are going to synthesise a sample of methyl 3-nitrobenzoate by the nitration of methyl benzoate. 15 Figure 1. Set up the reaction using a mixture of nitric and sulfuric acids. Nitration of methyl benzoate Mahima Bhayana Organic Chemistry Lab Dr. TA: Ning Shen February 24, 2021 Introduction: Background: In experiment six: Nitration of Methyl Benzoate , students were to produce methyl 3-nitro benzoate through the nitration of methyl benzoate. 906 09 October, 2021 Experiment 6: Nitration of When methyl benzoate is treated with a mixture of HTMSO¢ and HNO£ the aromatic ring undergoes electrophilic aromatic substitution and one or more of the three possible mono-nitrated products shown below may be formed. pdf from CHM 2211 at University of South Florida, Tampa. The product identity was confirmed through melting point analysis, thin-layer chromatography (TLC), and infrared (IR) spectroscopy. In this experiment the students nitrate methyl benzoate. Designed for students enrolled in Portage Learning’s CHEM 219 course, this resou Nitration of Methyl Benzoate Lead Author: Bradley Wurth Reviewer: Elijah Marsh Editor: Hannah Strickland Chemistry 238 Section G Experiment 11 Introduction: Nitration of a benzene ring involves the addition of a nitro group. docx from CHM1025 2211c at Pasco-Hernando State College. Lab report for a nitration synthesis. Disubstituted Benzenes: ortho, meta, and para Substitution, 14. The electrophile in this reaction is the nitronium ion. Loay Adulrahman Howard University March 20, H2SO4 gives the methyl benzoate a proton which is why the methyl benzoate is soluble in the concentrated acid. 1 Taylor Novak Jason Cuce CHM2211L. Highly reactive electrophiles are needed because any Feb 23, 2012 · Lab report on the nitration of methyl benzoate, including procedure, results, and analysis. 5 mL) of methyl benzoate into a 25-mL Erlenmeyer flask. experiment nitration of methyl benzoate name :danielle curtis lab partners: virginia van grod and yefrain munoz ta: katrinah Question: In the lab Nitration of Methyl Benzoate, calculate the theoretical yield and the actual yield of methyl m-nitrobenzoate, to get percent yield. The remaining product was then washed with water and methanol. Methanol was used to isolate the product and recrystallize it. The ester group of methyl benzoate deactivates the aromatic ring and directs the nitronium ion to the meta position. W. Lab report from the nitration of methyl benzoate lab. 45 mL of sulfuric acid to the vial containing the methyl benzoate. IntroductionIn this lab, Nitration of Methyl Benzoate, an important key of organic chemistry is the study of nitration. The document is a laboratory report for an experiment to prepare methyl nitrobenzoate from methyl benzoate. Williamson and Katherine M. 6 However, when polymethylated benzenes are treated using a nitrating agent, if one pair of the methyl groups are in the para arrangement, this can result in a side chain substitution. Preview text Nitration of Methyl Benzoate Organic Chemistry Lab (CHEM 145-06) Dr. In a separate 10 mL beaker, 2 mL of nitric acid and 2 mL of sulfuric acid were Study with Quizlet and memorize flashcards containing terms like the final product of the nitration of methyl benzoate is what, first reaction in the nitration of methyl benzoate, SECOND REACTION IN THE NITRATION OF METHYL BENZOATE and more. OCH, HNO, /H,SO 0°C + product side-product L. 0 g of methyl benzoate was added to a 50 mL beaker and placed in an ice bath until it reached a temperature of 0º C. In this experiment, we also learned how to set up a chemical reaction for the nitration of aromatic compounds, using nitric acid and sulfuric acid. ) 400 mL beaker Methanol Stirring rod Ice Hot plate Melting point EXPERIMENT 6: Nitration of Methyl Benzoate One week H2SO4 HONO2 OCH3 OCH ON Lequired Reading: Pavia: 359-363 (381- 385 6th ed); Technique 25 p. A void acid spills on the skin. Laboratory techniques that were used in this synthesis included: vacuum filtration, recrystallization The objective of this experiment is to perform a nitration reaction on methyl benzoate and make 3-nitro methyl benzoate starting from methyl benzoate. Prevent eye, skin, and cloth-ing contact. The formation of the meta-product Abstract The objective of this experiment was to synthesize methyl nitrobenzoate through the nitration of methyl benzoate using an electrophilic aromatic substitution reaction. Feb 28, 2016 · Enhanced Document Preview: Experiment 6: Nitration of Methyl Benzoate I. In semiempirical calculations, the forcefield techniques you used last semester are combined with quantum mechanical calculations. EXPERIMENT 6: NITRATION OF METHYL BENZOATE Faith Martin Organic Chemistry 145, Section 02 Dr. Experiment 6: Nitration of Methyl Benzoate Introduction An aromatic compound is a type of cyclic compound such as benzene. Key details include: - The objective was to prepare methyl nitrobenzoate and determine the percentage yield and melting point of the product. Study with Quizlet and memorize flashcards containing terms like For the experiment 'Nitration of methyl benzoate'-what is the functional group present in methyl benzoate, Identify the electrophile in the nitration of methyl benzoate, For the experiment 'Nitration of methyl benzoate'-the following product represents and more. pdf from CHM 206 at University of Miami. 4e, pp 686-687. Nitric acid acts as base. There Objectives Utilize electrophilic aromatic substitution in the form of a nitration reaction to create methyl meta-nitrobenzoate. The overall reaction is depicted in Figure 1. In the experiment, an excess of nitric acid was used. Conclusion This experiment was completed to perform a nitration reaction on methyl benzoate to synthesis 3-nitromethyl benzoate. An This experiment involves the nitration of methyl benzoate through electrophilic aromatic substitution. 2. W e use methyl benzoate as the substrate in this experiment because methyl ester group is a deactivating group which will make the experiment safer. 033g Please show all calculations. Preview text Nitration of Methyl Benzoate Erica Piercey Lab Partner: Samantha Salvatore Professor Kayanne McCook-Russell & Amrutha Venkat 10/31/ Introduction: The purpose of this experiment is to demonstrate nitration by electrophilic aromatic substitution and to test the directing effects of a nitro substituent. Overall grade was an A and includes all sections required from UAB chem department labs nitration of 43 EXPERIMENT 43 Nitration of Methyl Benzoate Aromatic substitution Crystallization The nitration of methyl benzoate to prepare methyl m-nitrobenzoate is an example of an electrophilic aromatic substitution reaction, in which a proton of the aromatic ring is replaced by a nitro group: OCH3 + HONO, M. Need help answering questions #3, 4, 6, and 7. In this experiment, the objective was to carry out an electrophilic aromatic nitration, where methyl benzoate is the starting material and is transformed to methyl m-nitrobenzoate. Question: Experiment 6-Competitive Nitration of Acetanilide and Methyl Benzoate Aromatic compounds are a common scaffold found in many pharmaceuticals and other commercial products. This nitration is an electrophilic aromatic substitution reaction, the nitronium ion is the electrophile which is formed by the interaction of nitric and sulfuric acid (Weldegirma, 2020). ” Macroscale and Microscale Organic Experiments , Kenneth L. In this experiment methyl benzoate was reacted with nitric acid to form methyl m -nitrobenzoate. Comparison of IR spectra showed the lipid and starting material had similar spectra, confirming no reaction. SO, OCH3 + H20 Methylbenesere NO2 Methyl monitrobenzoate 186 Part Three Properties and Aug 13, 2024 · Covering the lab procedure for 345's Nitration of Methyl Benzoate experiment. The methyl benzoate has an ester group which causes for the electron to experience withdrawal from the carbonyl that is near the aromatic compound. Analyze the product by FTIR and NMR May 27, 2022 · The document summarizes a laboratory report for an experiment on the nitration of methyl benzoate. Preview text Jhoana Cardenas Sofia Lei Wang 09/30/ Nitration of Methyl Benzoate Introduction/ Background: In this experiment a nitration reaction was performed; a nitration reaction is when a nitrogen group is added to a benzene ring. The benzene in this reaction is an aromatic ring, and Mar 29, 2024 · NITRATION OF METHYL BENZOATE TO PRODUCE METHYL 3- NITROBENZOATE Abstract: The purpose of the experiment is to produce an aromatic substitution reaction using a mixture of nitric acid and sulfuric acid to create methyl 3-benzoate using nitration along with isolation and purifying technique called recrystallization. View Lab - Experiment #6 Nitration of Methyl Benzoate from CHM 2211L at University of South Florida. Methyl benzoate is treated with nitric and sulfuric acid to produce 3-nitromethylbenzoate. The rate-limiting step in the nitration of an aromatic species involves the addition of an electrophile to an aromatic ring. Lab experiment on nitration of methyl benzoate to prepare methyl-m-nitrobenzoate. This experiment was completed successfully, and I learned how to fully purify a product by recrystallization. 2) The percent yield of the product was calculated to be 52. 1 This nitronium ion is created by reacting nitric acid with sulfuric acid. Nitration is a type of electrophilic aromatic substitution. The product was successfully formed after the reaction mixture, and a recrystallization was needed to purify the obtained products. A nitration reaction is considered to be an electrophilic aromatic substitution reaction. Aromatic nitration is important an important process in industrial chemistry. In this experiment, methyl benzoate is reacted with nitric acid to form methyl m-nitrobenzoate. An acidic mixture of equal volumes of nitric acid and sulfuric acid serves as the nitrating agent, generating a nitronium ion that acts as the electrophile. Sep 11, 2024 · CHM206 Experiment 9: Nitration of Methyl Benzoate: A Macroscale Synthesis Kiala Miles TA: Isaac Opeymi Experiment 9: Nitration of Methyl Benzoate: A Macroscale Synthesis Objective: The aim of Experiment 9 is to conduct a large-scale synthesis primarily targeting methyl m-nitrobenzoate through the execution of an electrophilic aromatic substitution reaction. docx from CHM 2211L at University of South Florida. Preview text CHM 2211L Experiment 6: “Nitration of Methyl Benzoate” Introduction: Molecules that are aromatic usually have certain properties such as high resonance and delocalized electrons, as well as have around four major qualities that deem a compound “aromatic,” (Ashenhurst 2020) 1. Place 0. Nitration of Methyl Benzoate Abstract The objective of this experiment is to prepare methyl 3-nitrobenzoate through electrophilic aromatic substitution by nitrating methyl benzoate and analyze the products obtained using the melting point and Thin Layer Chromatography (TLC). Sep 8, 2022 · Nitration of Methyl Benzoate Tamara Jones Deja Davis and Brandon Free Nitration of Methyl Benzoate 3/21/2022 INTRODUCTION: Nitration is a method of electrophilic aromatic substitution. This was performed using Nitric acid and Sulfuric acid as the acid catalyst reacting with methyl benzoate. Given that the nitro group is an electron-withdrawing group, explain why your reaction stopped with mostly only single nitration but didn’t go on further to give lots of double nitration? The nitration of methyl benzoate lab involves introducing a nitro group at the meta position of the aromatic ring through an electrophilic substitution reaction. Isolate and recrystallize the crude product using vacuum filtration and methanol, then record percent yield, mass, and melting point. I earned an A in this lab class. Cap the conical vial with an air condenser, secure the apparatus with a clamp, and place the conical vial in an ice Lab manual for nitration of methyl benzoate experiment. 5 mL of methyl benzoate, how many grams of methyl benzoate would that be? What would be the theoretical yield of product, using that 4. 1 Jan 29, 2016 · Nitration of Methyl Benzoate Abstract: The purpose of this experiment was to complete the nitration of methyl benzoate by creating an electrophilic aromatic substitution reaction with the May 3, 2024 · Abstract: The purpose of this laboratory experiment was to complete a nitration reaction of methyl benzoate to obtain methyl 3-nitrobenzoate (methyl m-nitrobenzoate); the reagent, nitronium ion (NO2 +) is formed in the reaction by the dehydration of nitric acid and maintained by sulfuric acid1. Nitration of methyl benzoate Synthesise and recrystallize a sample of methyl 3-nitrobenzoate. In this reaction, a nitro group is introduced to the benzene ring on the meta position where electrophilic substitution occurs. Experiment 6: Nitration of Methyl Benzoate Mary Ann Tolentino Partner: Kamille Janess CHM 2211L, Section 906 TA The mechanism of this reaction is shown below. The nitration of a benzene ring is an electrophilic aromatic substitution reaction, and its general mechanism is summarized in Figure 2. Abstract:The purpose of this laboratory experiment was to complete a nitration reaction of methyl benzoate to obtain methyl 3-nitrobenzoate (methyl m-nitrobenzoate); the reagent, nitronium ion (NO2 + ) is formed in the reaction by the dehydration of nitric acid and maintained by sulfuric acid1 . EAS Nitration of Methyl Benzoate Objective: To understand how the nitration of aromatic compounds can result in different products depending on the electronic nature of the substituents present on an aromatic compound. Methyl Benzoate, the reactant is an aromatic compound and thus, the reaction in this experiment is an electrophilic aromatic substitution reaction. This experiment focuses on the production of 3-nitro methylbenzoate from methyl benzoate through a nitration reaction. 7 mL. In organic chemistry, the nitration of methyl benzoate in this reaction is an electrophilic aromatic substitution reaction (Weldegirma, 2018). Methyl benzoate (0. In this experiment we will carry out this nitration reaction and determine which of the possible products is formed. Oct 24, 2023 · Title- Experiment 6: Nitration of Methyl Benzoate Author – Camille Joseph Date – October 2, 2023 CHEM 145-01 Abstract The purpose of this experiment is to create methyl 3-nitrobenzoate by nitrating methyl benzoate and then to useIR analysis and thin layer chromatography (TLC) and melting point to examine the end products. Experiment 5 - Nitration of Methyl Benzoate Objective • to demonstrate "Electrophilic Aromatic Substitution" • A 1. Figure 2. Class practical Nitration is the substitution of an NO 2 group for one of the hydrogen atoms on a benzene ring. 1 This nitration reaction is an example of an electrophilic substitution reaction of an aromatic compound, methyl benzoate. Review mechanism and directing groups of electrophilic aromatic substitution (EAS). An electrophilic aromatic substitution reaction takes place when the hydrogen atom of an aromatic ring Lab report on the synthesis of methyl 3-nitrobenzoate via nitration of methyl benzoate. The purpose of performing a nitration reaction is to deactivate the benzene ring and hence make it non-reactive. 13g Final product after isolating methyl m-nitrobenzoate: 0. Feb 13, 2025 · Nitration of methyl benzoate Introduction In this lab, the nitration of methyl benzoate will be done to figure out what the major products of the reaction are. An aromatic compound must be planar, it must contain only sp2 -hybridized atoms that can form Question: 6 Experiment 5: Nitration of Methyl Benzoate The nitration of methyl benzoate is a typical electrophilic aromatic substitution reaction. The benzene of the reactant methyl benzoate is deactivated by an ester in the –COOCH3 substituent, suggesting that the nitro group adds only to a meta Nitration of Methyl Benzoate Experiment 11 Introduction: Nitration of a benzene ring involves the addition of a nitro group. Introduction Methyl benzoate is nitrated in a process known as an Circle the most problematic resonance of the three resonance structures. Designed for students enrolled in Portage Learning’s CHEM 219 course, this resou This experiment introduced the process of nitration and the corresponding reaction using methyl benzoate as a reactant. There are two steps to this process In this lab, Nitration of Methyl Benzoate, an important key of organic chemistry is the study of nitration. Organic chemistry. In the nitration of methyl benzoate, yields of product were moderate at best. - The percentage yield of Nov 14, 2012 · Why is the meta-substitution the preferred, and essentially only product? If you started with 4. The overall reaction for the nitration of methyl benzoate. This reaction provides valuable insights into the reactivity and regioselectivity of aromatic compounds, highlighting the Apr 22, 2020 · This video is about Nitration of Methyl Benzoate In this experiment we will be using a semi-empirical calculation (AM1) to predict electron density. Through this reaction, the methyl benzoate was converted into methyl nitrobenzoate acid. Cap the conical vial with an air condenser, secure the apparatus with a clamp, and place the conical vial in an ice Nitration of Methyl Benzoate Electrophilic Aromatic Substitution, Nitration, 14. This experiment shows how to make methyl m-nitrobenzoate by nitrating methyl benzoate. They are more stable in nature A cation stabilizer or destabilizer?) 4. Do you expect ortho-, meta-, or para-nitration? (2) Just because you expect a particular result doesn’t mean that’s what will happen. Introduction To begin with, the importance of this experiment was to undergo a nitration reaction in order to create 3-nitro methyl benzoate through crystallization containing aromatic compounds. Explain the substitution obtained in the product. Mar 23, 2023 · Figure 1: Nitration of methyl benzoate methyl benzoate methyl-3-nitrobenzoate Figure 2: Reaction mechanism of nitration of methyl benzoate Experimental In this experiment, 6 mL of sulfuric acid and 3. - Methyl benzoate reacted with the nitronium ion formed from nitric and sulfuric acids to form methyl nitrobenzoate. I. INTRODUCTION: Compounds containing The purpose of the experiment was to subject methyl benzoate to nitration to produce methyl m-nitrobenzoate. com . The goal of this experiment is to use methyl benzoate to do a nitrogen reaction and create 3-methylbenzoate from the methyl benzoate. No two carbon nuclei are magnetically equivalent. 08 Please review the sections of your text pertaining to this reaction (Electrophilic Aromatic Substitution and Nitration of Aromatic Compounds) before performing this experiment. 1 This nitronium ion is created by reacting nitric acid with sulfuric acid. Key details include: 1) Methyl benzoate was reacted with nitric and sulfuric acids to produce methyl m-nitrobenzoate, with the benzene ring as the nucleophile and nitronium ion as the electrophile. An Experimental and Computational Investigation. Because of methyl benzoate’s substituent, the nitro group is added in the meta position Sep 11, 2024 · CHM206 Experiment 9: Nitration of Methyl Benzoate: A Macroscale Synthesis Kiala Miles TA: Isaac Opeyemi Experiment 9: Nitration of Methyl Benzoate: A Macroscale Synthesis Objective: The aim of Experiment 9 is to conduct a large-scale synthesis primarily targeting methyl m-nitrobenzoate through the execution of an electrophilic aromatic substitution reaction. This was achieved by reacting methyl benzoate with concentrated nitric acid and sulfuric acid. Sulfuric Acid is placed in a clean, dry 6" Test Tube and cooled to about 0 C. Peter Commisso Jiuyan Chen CHM 206 16 February 2024 Experiment 9 Nitration of Methyl Benzoate Lab Question: EXPERIMENT 3: NITRATION OF METHYL BENZOATE BACKGROUND: Substitution and Nitration of Aromatic Compoundsy before performing this experiment v14. 181. Aromatic 3b. 6 ppm, indicative of a strongly deshielded hydrogen atom near the nitro group. Methyl benzoate is reacted with nitric acid and sulfuric acid to produce methyl m-nitrobenzoate. Includes procedure, data, and analysis. To make methyl m-nitrobenzoate, methyl benzoate was treated with concentrated Nitric and Sulfuric acid. 3. In B. Study with Quizlet and memorize flashcards containing terms like Nitration reaction:, Substituent and electrophile, What two acids are mixed to form the nitronium ion? and more. Given that the nitro group is an electron-withdrawing group, explain why your reaction stopped with mostly only single nitration but didn’t go on further to give lots of double nitration? Lab Report: Standard synthesis lab report format. 5 mL of methyl benzoate? Experiment 6: Nitration of Methyl Benzoate Introduction The nitration of methyl benzoate is known to involve in an electrophilic aromatic substitution reaction (Weldegirma, 2018). Within a nitration reaction, it's typical to see that an electrophilic aromatic substitution takes place. The formation of the meta-product Experiment 5 - Nitration of Methyl Benzoate Objective • to demonstrate "Electrophilic Aromatic Substitution" • Mar 19, 2024 · View Expt #9 Nitration of Methyl Benzoate Commisso. This is due to the ester group being a meta-deactivating group. 4. Nitration of Methyl Benzoate. This highly exothermic reaction kept under control by cooling. Study with Quizlet and memorize flashcards containing terms like The nitration of methyl benzoate is what type of reaction?, The electrophile is the ______________ generated by the interaction of, The nitronium ion serves as an electrophile and reacts with this protonated intermediate at the ___________ position. Given that the nitro group is an electron-withdrawing group, explain why your reaction stopped with mostly only single nitration but didn’t go on further to give lots of double nitration? Benzoate Isaiah Thompson @ 03/18/ Abstract: The purpose of this laboratory experiment was to complete a nitration reaction of methyl benzoate to obtain methyl 3-nitrobenzoate (methyl m-nitrobenzoate); the reagent, nitronium ion (NO2+) is formed in the reaction by the dehydration of nitric acid and maintained by sulfuric acid 1. Nitrating Methyl Benzoate Caution: Methyl benzoate is irritating. We will determine electron density by calculating the electrostatic potentials at carbons in methyl bezoate. The reaction will produce nitro-substituted methyl benzoate, which students will isolate, analyze by TLC, and calculate percent yield for Question: The experiment carried out was the nitration of methyl benzoate. Apr 15, 2023 · Chemistry document from University of South Florida, 12 pages, Experiment 6: Nitration of Methyl Benzoate Brandon Cleveland Lab group: Otis s TA: Lindsay Blume fIntroduction Aromatic compounds are compounds that are derived from a benzene ring. This addition of a proton makes the compound polar so, this addition is favorable. University of South Florida Experiment 6 Nitration of Methyl Benzoate Maya Givens Jason Cuce || CHM 2211L 06 October 2020 Table of Contents Table of Contents Table of Contents Introduction Chemicals Experiment Results Discussion Conclusion References such as the alkyls: NH2, NR2, OH, OCH3, OR, SR, donate electrons and make the aromatic compound more reactive 3 . The objective is to synthesize 3-nitro methyl benzoate by introducing a nitro group onto the aromatic ring of methyl benzoate. Avoid inhaling vapor and ingesting this compound. YouTube , 20 Jan Nov 26, 2023 · Experimental #6: Nitration of Methyl Benzoate ****** Worked Alongside *** TA: ***** Introduction: The experiment aims to conduct a nitration reaction to produce 3-nitro methyl benzoate from methyl benzoate. 21 mL of methyl benzoate to the vial. The electrophile is the nitronium ion generated when nitric acid and sulfuric acid react together. 0 mL sample of conc. Safety hazards: Nitric acid and sulfuric acid are both very strong acids, and are corrosive. Sep 3, 2023 · Post lab report for Experiment 6: Nitration of Methyl Benzoate in organic chemistry 2 lab course. pdf . ) is then carefully added. Mar 3, 2020 · I. Designed for students enrolled in Portage Learning’s CHEM 219 course, this resource thoroughly explains the nitration process, reaction mechanisms, and safety procedures involved. 7: Nitration of Methyl Benzoate 1 Step 1 - generation of the electrophile HO NO2 Study with Quizlet and memorize flashcards containing terms like Nitration Chemical Equation, Describe the mechanism involved in the nitration of methyl benzoate. The nitration of methyl benzoate is an example of electrophilic aromatic substitution. CHE 224 Lab Report: Nitration of Methyl Benzoate Abstract : Nitration is commonly used in a reaction that involves an addition reaction that results in a resonance stabilized intermediate that is deprotonated to regenerate an aromatic ring. Nov 9, 2024 · Discussion: 1. The nitration of methyl benzoate is a fundamental illustration of an electrophilic aromatic substitution process. Isolate product with liquid-liquid extraction Macroscale Nitration of Methyl Benzoate This experiment will be done on a scale larger than that you are accustomed to. An electrophile would be involved in attacking the aromatic compound, which would then hopefully form anintermediate cyclohexadienyl cation (Olah, 1971 Nov 8, 2022 · OBJECTIVE: The objective of this experiment was to use an electrophilic aromatic substitution reaction to create methyl nitrobenzene from methyl benzoate, concentrated nitric acid, and concentrated sulfuric acid. Each group that attaches to the molecule can either be Apr 20, 2025 · Introduction/ Objectives: This experiment investigates the nitration of methyl benzoate, a classic example of electrophilic aromatic substitution. As in methyl benzoate, the carbonyl carbon resonantes downfield at 164 Nov 3, 2016 · Conclusion The experiment was set out to perform a nitration of methyl benzoate to form 3 nitromethyl benzoate. Aug 19, 2025 · This comprehensive CHEM 219 lab report and detailed lab notes focus on Experiment 7 the nitration of methyl benzoate. Nitration is a type of electrophilic aromatic substitution, which involves the nitronium ion (NO2 +) behaving as the electrophile. View Lab - Experiment 6 Post Lab. CHEM224 Organic Chemistry II Laboratory at North Carolina A&T State University, Greensboro NC. Despite a slightly lower than Study with Quizlet and memorize flashcards containing terms like What is the purpose of the nitration of methyl benzoate experiment?, what reaction was utilized in the nitration of methyl benzoate, step 1 of electrophilic aromatic substitution and more. ppt from CHEM 145 at Howard University. Which undesired products may have formed which would have lowered the yield? 4. 404- 408 FranklyChemistry, director. , Explain the electronic effects of substituents on the aromatic ring and their influence on the main products. 0 mL of concentrated sulfuric acid. This ion attacks the aromatic ring, adding a nitro group at the meta position The overall goal of this experiment was to perform a nitration reaction on methyl benzoate in order to create 3-nitro methyl benzoate (Weldegirma, 2020). N O Name Jose Ruiz Date March 15th, 2023 Title of experiment:Nitration of Methyl Benzoate Purpose or Aim: The purpose of this reaction is to perform a nitration reaction on methyl benzoate to create a product of 3-nitromethylbenzoate. and more. ) 150 mL beaker Nitric acid (conc. The main difference that can observed between the reactant of this experiment, methyl benzoate, and the product methyl 3- nitrobenzoate was the addition of a peak at around 8. Introduction This nitration of methyl benzoate is an electrophilic aromatic substitution or EAS reaction. Preparation and Purification of Methyl-3- Nitobenzoate. The reaction is regioselective and produces predominantly methyl 3-nitrobenzoate. In this mechanism, one will see the aspects of Ortho-, Para-, and Meta- directors in the reaction taking place in this nitration of methyl benzoate. The product, methyl-3-nitrobenzoate The purpose of this experiment is to produce a typical electrophilic substitution reaction using nitration on a methyl benzoate to create a 3-nitro methyl benzoate (Weldegirma, 2020). The principles are identical to those for microscale but the apparatus and operations are somewhat different. N Info Download AI Tools Nitration of Methyl Benzoate Results and Discussion The purpose of this experiment was to perform an aromati c substitution and from that Sep 27, 2020 · For teaching purpose only. Study with Quizlet and memorize flashcards containing terms like Nitration of methyl benzoate is an example of which reaction?, Which isn't true about methyl benzoate?, When recrystallizing a solid using a two-solvent system, which characteristic should the two solvents have? and more. Procedures are based on Macroscale a Lab report Nitration of Methyl Benzoate Aim The objective of the experiment is to prepare 3-benzene electrophilic aromatic substitution by nitrating methyl benzoate and analyzed the product using Introduction The Nitration of Methyl Benzoate is an electrophilic aromatic substitution reaction. Masters, Cengage Learning, 2017, pgs. All of the materials that you will use in the experiment are in proportion to the amount of benzoic acid that you are reacting. 9, pp View EXPERIMENT 6: from CHEM 145 at Howard University. Methyl benzoate was treated with concentrated Nitric and Sulfuric acid to yield methyl m-nitro benzoate. Nitration is used to make pharmaceuticals, solvents, explosives, and more. Aug 29, 2016 · Nitration of Methyl Benzoate Candice Madison @02712507 March 30, 2015 Organic Chemistry Laboratory 145- Section 07 Abstract This experiment demonstrates the nitration of methyl benzoate to prepare methyl m-nitro benzoate. The expected meta-orientation of the nitro group can be This experiment will add a nitro group to a mono-substituted methyl benzoate which contains a deactivating functional group, therefore the expected product is m-nitromethyl benzoate (or 3-nitromethyl benzoate). avmpln byjolum ibmy jnu lcnrga kqh vuza mmnzfbga tnbew sghp