Preview

Nitration Of Toluene Lab Report

Powerful Essays
Open Document
Open Document
828 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Nitration Of Toluene Lab Report
Loreta Grazhees
TA: Titas
Friday 11:50 - 3:55
February 9, 2018

Nitration Of Toluene

When reacting Toluene with (NO2+) the end goal is to generate an ortho-, para-, and/or meta-nitrotoluene. This lab will help guide you in the direction to predict the regioselectivity and activation vs. deactivating powers of the nitro-group. Gas Chromatography will be used to analyze compounds that can be vaporized without being decomposed. GC is also used to check the purity of a substance, and separating the different components within a mixture.
Figure 4: The Nitration of Toluene.

(The reactions that we are going to use are, react toluene with NO2+ see determine which regioisomer is formed in the highest yield.
(Group 4 section 009) - Loreta & Kourtnee
…show more content…
After calculating the percentages for the section 009 hood 04 the values were as so, (Ortho 32.30%, Meta 33.46%, Para 16.59%, disubstituted was 10.82%, and % unreacted of Toluene was 30.45%) There was only about 30.45% of unreacted toluene which means that the product was somewhat pure and the reaction was very thorough and fully completed without fail.
The major product that would be favored would be a meta substitution because there is a higher percentage of Meta in our final product. Meta directors are also deactivators, with no exceptions. (See figure
…show more content…
There are three possible options, mono-, di-, and tri- substitution. Meta directors don’t have that unshared electron pair that is used to push an atom closer to the benzene ring. In our reaction above the substitution would be more di-substitution favored. The positive charges are further away from each other in the benzene ring. Most if not all meta directors have a group with-full positive charges next to the benzene ring. If perhaps you were to be given different results maybe their would be an increase in temperature that would result to a different substitution of products that would alter the product formation. If you would raise the temperature to high there might also be less toluene present in the reaction because the aromatic ring would react and give up it’s electrons. Our results are consistent because as stated above the calculations and the graph make sense with the conclusions we made an observed. If not we may have gone wrong from not drying enough or doing our calculations

You May Also Find These Documents Helpful

  • Satisfactory Essays

    This shows that developing this reaction on a large scale would not be feasible because of the amount of product obtained. If cholest-4-en-3-one could be collected as a major product this experiment would allow access into creating steroids which could be further reacted to have akyl chains with differing properties16. This would allow for further pharmaceutical application. TEMPO could have further application as an environmentally oxidant when coupled with a radical to produce less by-products such as salts and toxins which are hard to remove from your product and dangerous for the…

    • 372 Words
    • 2 Pages
    Satisfactory Essays
  • Powerful Essays

    The regiochemistry of the product was para. The substituent presented on the benzene ring had nitrogen right next to the carbon of the benzene. The lone pair of nitrogen could delocalize over the benzene ring and activate it. An activating group was ortho or para directing because the carbocation formed by this arrangement gave the most stabilized resonance structures. The majority was the para product because there was steric hindrance in the ortho position as the substituent was a large…

    • 1196 Words
    • 5 Pages
    Powerful Essays
  • Satisfactory Essays

    Cu Recycle Lab

    • 401 Words
    • 2 Pages

    Purpose: The purpose of this lab is to carry out an extensive series of reactions based on…

    • 401 Words
    • 2 Pages
    Satisfactory Essays
  • Better Essays

    There are three positions of electrophilic substitution on the benzene ring based on the electronic nature of the substituents (activators and deactivators). These three positions are: ortho (1,2), meta (1,3) and…

    • 3498 Words
    • 14 Pages
    Better Essays
  • Powerful Essays

    Chem 3650

    • 1178 Words
    • 5 Pages

    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
  • Powerful Essays

    When electron withdrawing groups are present on a benzene ring, the ring can more easily undergo a nucleophilic attack. In this reaction we are dealing with a halogen (Cl) placed on the benzene ring, and when the electron withdrawing group is present either in ortho or para positions the nucleophilic attack will attack with more ease than if the EWG is positioned on meta carbon or when there are no EWG's present at all.…

    • 1758 Words
    • 8 Pages
    Powerful Essays
  • Good Essays

    ***Note that for this section the images are retrieved from www.chemfinder.com and the graphical calculations using Microsoft Equation editor (in Microsoft Word chose: insert, object, Microsoft Equation 3.0). The reports themselves have to be typed, however, if you would rather just draw the structures for the reaction as well as the math behind your calculations, feel free… just make sure you leave sufficient room to add these after you print your report.…

    • 592 Words
    • 3 Pages
    Good Essays
  • Better Essays

    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.…

    • 2983 Words
    • 12 Pages
    Better Essays
  • Powerful Essays

    Lab 6: Electrophilic Aromatic Substitution(1) Nitration of Methyl Benzoate(2) Synthesis of 1,4-Di-t-butyl-2,5-dimethoxybenzene byFriedel-Crafts Alkylation of 1,4-DimethoxybenzenePurpose1)To carry out the nitration of methyl benzoate, and then identify the major product formed (position at which nitro-group substitution takes place) by thin-layer chromatography (TLC), the percent yield and the melting point range.…

    • 1900 Words
    • 7 Pages
    Powerful Essays
  • Good Essays

    Nucleophillic substitution is one of the most studied reactions in organic chemistry. In class, we are…

    • 1042 Words
    • 5 Pages
    Good Essays
  • Good Essays

    The Aldehyde Enigma

    • 817 Words
    • 4 Pages

    As detailed in Pavia 's Organic Laboratory techniques the reaction is expected to proceed via the following reaction:…

    • 817 Words
    • 4 Pages
    Good Essays
  • Better Essays

    In the reaction mechanism, a carboxylic acid, m-toluic acid is used to synthesize N,N-diethyl-m-toluamide, also know as DEET, through a nucleophilic acyl substitution reaction. The reaction begins by first converting the m-toluic carboxylic acid into an acyl chlorosulfite through a reaction using thionyl chloride. The carboxylic acid is converted into an acyl chloride because the acyl chloride is more reactive. In this step, hydrochloric acid is formed from a hydrogen on the carboxylic acid and a chlorine from the thionyl chloride atoms binding together. A chlorine atom then attaches itself to a double bonded oxygen on the acyl chlorosulfite, kicking the double bonded oxygen’s electrons up making it negatively charged. The negatively charged…

    • 740 Words
    • 3 Pages
    Better Essays
  • Good Essays

    Tetraphenylnaphthalene. Tetraphenylcyclopentadienone(0.500g), glyme(3mL), and a boiling chip was added to a reaction tube. Isoamyl nitrite(0.35mL) was added via syringe to reaction tube and heated to reflux for 2-5 minutes.…

    • 583 Words
    • 3 Pages
    Good Essays
  • Good Essays

    Chemical Reactions Lab

    • 1135 Words
    • 5 Pages

    Purpose: The purpose of this experiment is to observe a variety of chemical reactions and to identify patterns in the conversion of reactants into products.…

    • 1135 Words
    • 5 Pages
    Good Essays
  • Good Essays

    no war

    • 303 Words
    • 1 Page

    4. Identify and describe the chemical reaction that is used in a catalytic converter to help rid a car’s exhaust of nitrous oxides…

    • 303 Words
    • 1 Page
    Good Essays