Preview

Experiment 1: Mechanism of Nitrile Oxide and Alkene Cycloaddition

Better Essays
Open Document
Open Document
2983 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Experiment 1: Mechanism of Nitrile Oxide and Alkene Cycloaddition
Experiment 1: Mechanism of Nitrile Oxide and Alkene Cycloaddition 1. Purpose: to clarify the mechanism for the cycloaddition reaction between benzonitrile oxide and an alkene, and to test the regiochemistry of the reaction between benzonitrile oxide and styrene. 2. Plan: Each student in a group of three will work to create a reaction with the Benzonitrile Oxide with, cis-stilbene, trans-stilbene, or styrene in an Erlenmyer flask. With this Reaction solution thin layer chromatography will be performed using each reaction solution. The different reactions will then be compared by running co-spot TLC’s. An NMR of the crude products from each reaction will be taken.

3. References:

* Chemistry 173Q Organic Chemistry Lab: Laboratory Manual Notes * Mohrig, Jerry R., Christina Noring Hammond, and Paul F. Schatz.
Techniques in Organic Chemistry. 3rd ed. N.p.: n.p., 2010. Print. 4. Balanced Equations:
Sytrene + Benzaldehyde Oxime OR
OR

Cis-Stilbene + Benzaldehyde Oxime OR
OR

Trans-Stilbene + Benzaldehyde Oxime
OR
OR

5. Reagents and Quantities: Reactant | MW (g/mol) | Grams | Moles | Molarity | Density (g/mL) | Volume (mL) | Cis-Stilbene | 180.25 | 0.6 | 0.6/180.25 = 0.003 | 0.33 M | 1.011 | 9.1 | Trans-Stilbene | 180.25 | 0.3 | 0.3/180.25=0.002 | 0.33 M | 0.9707 | 5.2 | Styrene | 104.15 | 0.227 | 0.227/104.15 = 0.002 | 0.33 M | 0.909 | 6.6 | 5.25 wt% NaOCl | 74.44 | Trans-S Rx: | | --- | 1.06 | Trans-S Rx: 6.0 / 2 min | | | Cis-S Rx: | | | | Cis-S Rx:12.0 /4 min | | | Styrene Rx: | | | | Styrene Rx:5.0 | CH2Cl2 | 84.93 | | | --- | 1.33 | | 2.3 M Benzaldehyde Oxime | 121.13 | Trans-S Rx: | 0.001 L x 2.3 mol/L = 0.0023 | 2.3 M | ---- | Trans-S Rx:1.0 | | | Cis-S Rx: | 0.002 L x 2.3 mol/L = 0.0046 | | | Cis-S Rx:2.0 | | | Styrene Rx: | 0.001 L x 2.3 mol/L = 0.0023 | | | Styrene Rx:1.0 / 4 min |
Pre-Lab 1
Set Up: 2:00 – 2:10
Clean Up: 4:45 – 5:00
In an Erlenmyer Flask, a solution of methylene chloride
Continue Reading
View Writing Issues

You May Also Find These Documents Helpful

  • Satisfactory Essays

    Diels-Alder Reaction Lab
    • 486 Words
    • 2 Pages

    Diels-Alder Reaction Lab

    This particular Diels-Alder reaction exploits an interesting phenomenon. Although aromatic compounds do not normally participate in Diels-Alder reactions, the central ring in anthracene is reactive as a diene. Since all three rings of anthracene can not simultaneously have benzenoid character (Figure 1), the electrons in the pi system of the central ring react more like those of a standard diene. The reaction of the central ring in anthracene allows for the formation of two, independent benzene rings, as seen in the mechanism outlined in Figure 2.…

    • 486 Words
    • 2 Pages
    Satisfactory Essays
    Read More
  • Better Essays

    Nitrating Acetanilide and Methyl Benzoate: Electrophilic Aromatic Substitution
    • 3498 Words
    • 14 Pages

    Nitrating Acetanilide and Methyl Benzoate: Electrophilic Aromatic Substitution

    The electrophilic aromatic substitution reaction is the attack of a benzene ring on an electrophilic species resulting in the substitution of a proton with a functional group. The electrophilic aromatic substitution reaction nitration is used to nitrate methyl benzoate and acetanilide with a nitronium ion. Crystallization was used to purify the product. The melting point was used to determine its purity and the regiochemistry of the products. The methyl benzoate reaction product, methyl nitrobenzoate, was determined to be meta-substituted and the acetanilide reaction product, nitroacetanilide, was determined to be para-substituted.…

    • 3498 Words
    • 14 Pages
    Better Essays
    Read More
  • Powerful Essays

    Chem 3650
    • 1178 Words
    • 5 Pages

    Chem 3650

    Marilyn Wooten PhD. marilyn.wooten@gmail.com 01T 7:30–11:20 am T/R Ray Still M.S. Raymond.still@gmail.com 02T 6:30 10:20 pm T/R *If you miss a lab you must email me and your lab instructor ASAP. You will have one week to make up the lab and it must be made up in one of the sections listed above. Prerequisites: Completion of or concurrent enrollment in CHE 3643. Course Outline: Simple and multistep synthesis of organic compounds. Text: There is NO text for this lab. Experimental procedures can be found on Blackboard Learn. https://learn.utsa.edu/ Lab notebooks: Instructor's discretion Grades:  60% lab reports  20% Midterm exam  20% Final exam o Exams will be over lab and lecture material. You may use your lab reports during the midterm and final Format of prelab: 1. Title of experiment 2. Abstract  A short description of the experiment 3. Include reactions (with mechanism) if applicable. 4. Structures of reactants and products. (only organic compounds)  http://www.sigmaaldrich.com  Wikipedia also has information on chemical compounds but it is community maintained, so double check the information. 5. Table of physical constants for all chemicals (this includes products)  Amount to be used, melting point, boiling point, MW, and density. o http://www.sigmaaldrich.com 6. Hazards of all chemical used in lab. (must be complete or you will be sent out)…

    • 1178 Words
    • 5 Pages
    Powerful Essays
    Read More
  • Good Essays

    Chemical Changes Lab
    • 730 Words
    • 3 Pages

    Chemical Changes Lab

    Procedure: In this experiment I used a 96-well plate to hold each of the chemical reactions that occurred during this lab. Using a pipet, I added two drops of one chemical with two drops of another chemical and observed the effects of each reaction.…

    • 730 Words
    • 3 Pages
    Good Essays
    Read More
  • Good Essays

    Wintergreen Oil Synthesis
    • 515 Words
    • 3 Pages

    Wintergreen Oil Synthesis

    John, W. Lehman. Operational Organic Chemistry: A Problem-Solving Approach to The Laboratory Course. 4thEdition. 2009. Pearson-Prantice Hall,Upper Saddle River,NJ.p. L9–L10.…

    • 515 Words
    • 3 Pages
    Good Essays
    Read More
  • Good Essays

    Lab Report
    • 610 Words
    • 3 Pages

    Lab Report

    1. Some potatoes increased in mass while others decreased due to osmosis. Potatoes that had a higher concentration increased in mass because water passed through the membrane into the potato in an effort to dilute it. Potatoes that had a lower concentration than the solution decreased in mass because water flowed through the membrane into the solution trying to dilute the solution. The water moves to the higher concentration to dilute it/maintain homeostasis, increasing or decreasing mass depending on whether it goes in or out.…

    • 610 Words
    • 3 Pages
    Good Essays
    Read More
  • Satisfactory Essays

    Molar Heat Calculations and Comparing Fuels
    • 700 Words
    • 6 Pages

    Molar Heat Calculations and Comparing Fuels

    The accepted molar enthalpy of neutralization of sodium hydroxide is - 57 kJ/mol. Calculate the % difference of the value you obtained from your experiment with this accepted value.…

    • 700 Words
    • 6 Pages
    Satisfactory Essays
    Read More
  • Good Essays

    Tetraphenylcyclopentadienone Lab Report
    • 608 Words
    • 3 Pages

    Tetraphenylcyclopentadienone Lab Report

    In this experiment, the cyanide ion served three purposes: first of all, it acted as a nucleophile, then it stabilized the intermediate carbanion, and in the end functioned as a leaving group. The Benzoin produced was then in turn purified and used to synthesize Benzil in the next experiment through Copper (II) ion oxidation. The Benzil was obtained by catalytic oxidation of the Benzoin using the Copper (II) ion as the catalytic oxidant. The Benzil produced was then purified and used as the reactants in the third and final experiment of the sequence which was this one, to produce Tetraphenylcyclopentadienone which is a five-membered carboxylic ring. The Benzil was reacted with 1,3- Diphenylacetone to undergo adol condensation and therefore produce Tetraphenylcyclopentadienone. The first step of the reaction to from the Tetraphenylcyclopentadienone requires the loss of -hydrogen to the base, resulting in a negatively charged carbon that bonds with the carbonyl group from the benzil. The bonding then…

    • 608 Words
    • 3 Pages
    Good Essays
    Read More
  • Powerful Essays

    Preparation of Synthetic Banana Oil
    • 1266 Words
    • 6 Pages

    Preparation of Synthetic Banana Oil

    In this lab the synthesis, purification, and characterization of isoamyl acetate, or banana oil, was determined. The synthesis was completed by a reversible esterification reaction which required the heating of glacial acetic acid and isoamyl alcohol, combined with a sulfuric acid catalyst in hexane. In order to increase the efficiency of the reaction, LeChatelier’s Principle is utilized by removing water from the products. As a result, the reaction as a whole shifts the left producing more isoamyl acetate to try and balance the reaction once again. Once the product was collected, it was purified through means of fractional distillation. Finally to characterize the product, and assess its purity, IR and NMR spectroscopy were taken.…

    • 1266 Words
    • 6 Pages
    Powerful Essays
    Read More
  • Satisfactory Essays

    What Is Chem 115
    • 117 Words
    • 1 Page

    What Is Chem 115

    Chemicals are mixing and reacting with one another all around people everyday. In Lab 10 of Chem 115, students will work with a variety of different chemicals to see the effect they have on one another to produce a reaction. This lab will illustrate to students the importance of every detail of an experiment through either success or failure. Depending on the precision of the students, they will either see a reaction or have nothing happen at all. Through this lab, students will learn that the amount and characteristics of each chemical effects how it reacts with other chemicals. They will also learn that the order in which the chemicals are mixed will change the ending reaction.…

    • 117 Words
    • 1 Page
    Satisfactory Essays
    Read More
  • Better Essays

    Development of an Equation
    • 1476 Words
    • 6 Pages

    Development of an Equation

    Purpose: Investigate a chemical reaction using lab procedures and observations. Then, find a pattern of reactivity and explain the findings using a chemical equation and particle diagram.…

    • 1476 Words
    • 6 Pages
    Better Essays
    Read More
  • Powerful Essays

    CHEM 2303 Lecture 1 Jan 9 2015 In
    • 5545 Words
    • 43 Pages

    CHEM 2303 Lecture 1 Jan 9 2015 In

    Chemistry knowledge and theory is good… …knowing how to redefine chemistry is better! Analytical Chemistry OVERVIEW FOR TODAY’S LECTURE Course outline Laboratory Sample Preparation Spectrophotometry COURSE OUTLINE: OVERVIEW This course will introduce students to: - Spectrophotometric analysis using UV-Vis, fluorescence and FTIR instrumentation along with recent techniques - Applications of Mass Spectrometry - Modern separation methods including CE, GC and LC.…

    • 5545 Words
    • 43 Pages
    Powerful Essays
    Read More
  • Good Essays

    Greener Brominations
    • 971 Words
    • 4 Pages

    Greener Brominations

    A 40 mL of ethanol and 2.0 g of trans-stilbene mixture was prepared in a 125-mL Erlenmeyer flask with a magnetic stirrer.The flask was clamped to a variac, heated using a heating mantle, and then stirred until the stilbene dissolved. Next,…

    • 971 Words
    • 4 Pages
    Good Essays
    Read More
  • Good Essays

    Observations of Chemical Changes
    • 1103 Words
    • 5 Pages

    Observations of Chemical Changes

    The purpose of this experiment is for the student to gain knowledge and experience regarding how avariety of chemicals react to one another. In addition, the student should also gain a betterunderstanding of the household chemicals that they use in their day to day lives.Procedure:Observe the chemical changes that occur by mixing a list of chemicals (provided in the lab manual).Add 2 drops of the first chemical into a well in the 96 well plate and then add the second chemical.Observe the mixture against white and dark backgrounds by sliding white and black paper under thewell plate.Record reactions.Observations:This experiment allowed me to observe the chemical reactions that occur between a variety ofchemicals and some indicators.The following observations were made: NaHCO3 and HCI – CO2 HCI and BTB NH3 and BTB HCI and blue dye Blue dye and NaOCI NaOCI and KI KI and Pb(NO3)2 NaOH and phenolphthalein HCI and phenolphthalein NaOH and AgNO3 AgNO3 and NH3 NH3 and CuSO4…

    • 1103 Words
    • 5 Pages
    Good Essays
    Read More
  • Good Essays

    Organic 2 Lab Report Essay Example
    • 6404 Words
    • 26 Pages

    Organic 2 Lab Report Essay Example

    The first step in the lab is the preparation of the solvent used in the developing chamber for thin layer chromatography. The solvent used is a 3:1 mixture of toluene and petroleum. After the developing chamber is prepared, it is essential to begin preparation of the unknown DNPH derivative[6]. The preparation of the 1,2 DNPH derivative of a ketone is in fact a small organic synthesis which produces a fraction of a gram of product.…

    • 6404 Words
    • 26 Pages
    Good Essays
    Read More

Related Topics