Iodination of Salacylimide

Satisfactory Essays
The Iodination of Salicylamide

Questions:
1. a) The possible sites of iodination of the salicylamide ring is on the ortho/para position to the -OH group.

b) The most likely site of iodination is the para position. This spot has the least steric hindrance and is favorable due to the directing effects of the -OH and the withdrawing effects from the carbonyl.
2. The homo surface shows that salicylamide has large electron density at the para and ortho positions. These sites are more likely to undergo the iodination, which supports the answer from question #1.
3. The ortho product has an energy of -145.38 KJ/Mol while the para product has an energy of -164.74 KJ/Mol. The lower energy of the para product makes it more favorable for its formation. This shows that the para product is more favorable due to its lower energy. This supports #1 because it shows that the para product is both kinetically and thermodynamically favored.
4. The reaction is under both the thermodynamic and kinetic control. From questions #2 and #3 it showed that the para product is more favorable due to having the lower energy than the ortho product and that there is a larger electron density in the o/p positions.
8. a) Salicylamide has a N-H stretch at ~3500cm-1, a C=O stretch at ~1600cm-1, and a -OH stretch at 3200cm-1.
b) A strong peak from 730-770 cm-1 will indicate the substitution pattern of salicylamide. My purified product had a strong peak at 814cm-1 which indicate that it is 1,2,4-trisubstituted, indicating that the para product was

You May Also Find These Documents Helpful

  • Best Essays

    Iodination of Acetone

    • 3185 Words
    • 13 Pages

    Estimation of the Activation Energy for the Iodination of Acetone Through the Effect of Temperature on the Rate Constant Joel Costa, Alex Fuentes, Michael Chea, Rex Nwerem Dr. Morgan Ferguson July 9, 2013 ABSTRACT | It is often important to determine the rate at which a chemical reaction takes place, i.e., how fast it yields the desired products. Temperature is one of the factors that influence the rate of reactions and it does so by providing energy to reactant particles so that a larger…

    • 3185 Words
    • 13 Pages
    Best Essays
  • Satisfactory Essays

    Iodination of Acetone 2

    • 634 Words
    • 5 Pages

    Rates of Reaction: Iodination of Acetone Introduction: The rate at which a chemical reaction occurs depends on several factors: the nature of the reaction, the concentrations of the reactants, the temperature, and the presence of possible catalysts. In this experiment you will study the kinetics of the reaction between iodine and acetone in acid solution: For this reaction, you will determine the order of the reaction with respect to acetone and HCl and find a value for the rate constant, k.…

    • 634 Words
    • 5 Pages
    Satisfactory Essays
  • Good Essays

    Electrophilic Aromatic Iodination of Vanillin Purpose: The purpose of this laboratory experiment is for an aromatic compound to undergo an electrophilic substitution reaction. To carry this out, our method combines sodium iodide and common bleach as the oxidizing agent in aqueous alcohol as the solvent. Balanced Chemical Equations: Physical Properties: Name of Chemical Chemical Structure Molar Mass (g/mol) BP/MP (ºC) Density (g/mL) Mass/Vol. Used Purpose 3-methoxy-4-hydroxybenzaldehye…

    • 961 Words
    • 4 Pages
    Good Essays
  • Good Essays

    Lab Report Iodination of Acetone Temperature as a Variable Objective The objective of this lab is to determine the energy of activation of the iodination of acetone. This will be done by performing the reaction at differing temperatures. The same reaction orders we obtained for the previous lab will be incorporated into this experiment. The equation Ea = -8.31 x slope of ln k vs. 1/T(K) will be used to determine the energy of activation required for this this reaction. Hypothesis…

    • 893 Words
    • 4 Pages
    Good Essays
  • Good Essays

    Investigatory Project

    • 1176 Words
    • 5 Pages

    percent of the population was affected with IDD, according to the goiter prevalence survey done by Food and Nutrition Research Institute (FNRI).Selected ReferencesDepartment of Health. Guidelines for Salt Iodination for IDD Elimination Training Modules, 1994. Mannar, V. Salt Iodination-Part 2: Iodination Techniques. IDD Newsletter, 1988. Suwanik, R., et al. Simple Technology Provides Effective IDD Control at the Village Level. IDD Newsletter, 1989. | Mechanical Chalkdust Dispenser | AbstractThe…

    • 1176 Words
    • 5 Pages
    Good Essays
  • Satisfactory Essays

    A&P 2 Final

    • 558 Words
    • 3 Pages

    tract OT 16. _______ is the term for the constellation of defects resulting from untreated neonatal hypothyroidism. cretinism 17. _______ may have synthetic hormones bind to them hormone receptors 18. _______ stimulates both I- uptake and iodination of tyrosine residues on thyroglobulin TSH 19. _______ stimulates contraction of the uterus and ejection (let-down) of milk from the breasts oxytocin…

    • 558 Words
    • 3 Pages
    Satisfactory Essays
  • Better Essays

    Experiment A1: Kinetics of the Reaction between Acetone and Iodine The key aim of this experiment was to determine the rate equation for the acid-catalysed iodination of acetone and to hence consider the insinuations of the mechanism of the rate equation obtained. The stoichiometric equation for the reaction between iodine and acetone is below, followed by the rate equation (where x,y,z and k are the values to be obtained): I2 + CH3COCH3 CH3COCH2I + HI -d[I2]/dt = k [I2]x [CH3COCH3]y [H+]z…

    • 651 Words
    • 3 Pages
    Better Essays
  • Powerful Essays

    Endocrinology – Case study 1 A 37 year old female with a recent history of dizziness, shakiness and intolerance to heat and sees her GP. Her blood tests come back as normal apart from a thyroid stimulating hormone (TSH) of <0.05 mU/l and free thyroxine (T4) of 30.1 pmol/l. Normal Ranges of TSH, T4, and T3 The results received from the patient blood tests indicate abnormal levels of these hormones. The reference ranges of these hormones are: TSH has a range of 0.4-4.5 mU/l, free T4 has a range of…

    • 852 Words
    • 4 Pages
    Powerful Essays
  • Satisfactory Essays

    Technology Madras Engineering Chemistry III Prof. K. M. Muraleedharan Reaction Electrophile Generation of electrophiles Cl2 + FeCl3 Cl3Fe Cl Cl First step Chlorination Cl+ bromination Br+ Br2 + FeBr3 Br3Fe Br Br Iodination…

    • 1436 Words
    • 6 Pages
    Satisfactory Essays
  • Good Essays

    Case Study

    • 3442 Words
    • 14 Pages

    Table of Contents I. Acknowledgement II. Introduction III. Significance IV. Objectives: General: Specific: V. Patients Profile: Physical Assessment Laboratory Results VI. Anatomy and Physiology VII. Pathophysiology (with Medical-Surgical Mgt.,NursingMgt.,Collaborative Mgt.) VIII. Drug Study IX. Preventive Action Plan X. Nursing Care Plan Acknowledgement I want to extend my heartfelt appreciation to my professor Dr. Robert Denopol, who was abundantly…

    • 3442 Words
    • 14 Pages
    Good Essays