Preview

Benzimidazole Reaction Lab Report

Good Essays
Open Document
Open Document
1847 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Benzimidazole Reaction Lab Report
3.1. Influence of the catalyst on synthesis of Benzimidazole Initially, we began with catalyst free reaction by stirring reaction mixture of a and b in ethanol at room temperature. Additionally, several reactions were performed using various catalysts in different reaction conditions and results are summarized in Table 1. The catalyst free reaction fails to produce selective benzimidazole and conversion of reactants in long reaction time and obtained only 21 % conversion with 13 % selective yield of c after 48 h reaction time (Table I, Entry 1). Later on, the same reaction performed at 80oC reaction temperature in ethanol without any catalyst. This reaction obtained 21% improved yield in 24h reaction time with number of known side products (Table I, Entries 2). Moreover, same catalyst free reaction was also carried out in same condition by replacing of ethanol by DMF to see the effect of …show more content…
This reaction with L-Proline not only showed poor yield but also obtained some known side products with the benzimidazole [20-22]. However, under similar reaction condition we have also used poly phosphoric acid (PPA) and Sc(OTf)3 as catalyst for the benzimidazole formation in ethanol. These reaction results obtained, 61% and 28% selective yield of benzimidazole in 12 h reaction time (Table I, Entries 7 and 8). Furthermore, the reactions with PPA and Sc(OTf)3 having certain drawbacks such as long reaction time, in-efficient yield and highly expensive catalysts and lengthy product separation process. Additionally, we have also tested ZnSO4 as catalyst for the same reaction in same reaction condition. This catalyst also fails to obtain good to efficient yield of respective c and ended with 47% yield in 12 h reaction time (Table I, Entry

You May Also Find These Documents Helpful

  • Powerful Essays

    Using SN1 reaction mechanism with hydrochloric acid, t-Pentyl alcohol was converted to t-Pentyl chloride in an acid catalyzed reaction. The reaction took place in a separatory funnel designed to separate immiscible liquids. The crude product was extracted by transferring a solute from one solvent to another. The process of washing the solutions by phase transfer was used in order to remove impurities from the main solvent layer. Finally, the crude product was dried with anhydrous Calcium chloride and purified once more by simple distillation technique.…

    • 1041 Words
    • 5 Pages
    Powerful Essays
  • Better Essays

    A Grignard synthesis must be initially prepared in the absence of water in order to ensure the highest yield possible because water will quench the reaction ultimately affecting the yield. This is one of several sources of error that could have been encountered in this experiment. During the…

    • 1436 Words
    • 6 Pages
    Better Essays
  • Better Essays

    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
  • 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

    Both reactants, the m-aminobenzoic acid and the 1-chloro-2,4-dinitrobenzene, were mixed together and were dissolved using dimethylformamide. The resultant solution was heated, mixed with deionized H2O and vacuum filtrated in order to separate our formed product form the solvent. This technique was further repeated after our product was washed with heated ethanol. The final product was m-(2,4-dinitroanilino) benzoic acid. The reaction mechanism for the overall reaction in question is as follows:…

    • 1758 Words
    • 8 Pages
    Powerful Essays
  • Better Essays

    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.…

    • 2983 Words
    • 12 Pages
    Better Essays
  • Good Essays

    The objective of this experiment is to synthesize 1-bromobutane and 2-bromobutane with different catalyst:substrate ratios to determine which ratio is the most economically favorable.…

    • 512 Words
    • 3 Pages
    Good 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

    3 Perylenepentanon

    • 1077 Words
    • 5 Pages

    The reaction mixture was refluxed at 78 °C for 2 h. The mixture was filtered and washed with methanol to give white solid (sodium 6-oxidonaphthalene-2-sulfonate). 1,4-bis(bromomethyl)benzene, M5 (4.54 g, 17.2 mmol) and sodium 6-oxidonaphalene-2-sulfonate (0.84 g, 3.13 mmol) were dissolved in 30 ml of DMSO. The mixture was stirred at room temperature overnight. The mixture was poured into ice cold acetone with continuous stirring.…

    • 1077 Words
    • 5 Pages
    Good Essays
  • Satisfactory Essays

    Multistep Synthesis

    • 669 Words
    • 3 Pages

    In this experiment, benzoin was oxidized by nitric acid to benzil, which in turn was rearranged to benzilic acid. Prior to beginning the experiment, the theoretical yield of benzil was discovered. The limiting reactant in the reaction, benzoin + nitric acid benzil, was benzoin at 0.00141 moles. This value was discovered by the initial amount of the reactants used: 0.30 grams benzoin and 1.5 ml Nitric Acid (see Eq 1). Using the moles of the limiting reagent benzoin, the theoretical yield of benzil was calculated to be 0.296 grams (see Eq 2). Before crystallization, the…

    • 669 Words
    • 3 Pages
    Satisfactory Essays
  • Good Essays

    Isoborneol Lab Report

    • 299 Words
    • 2 Pages

    The objective for the experiment was to perform a reduction reaction on the ketone group of camphor to the OH group on isoborneol. In order to successfully synthesis the reactant to the product, NaBH4 was used as the main reagent to reduce the carbonyl double bond. One believes the formation of isoborneol was successfully due to the product’s percent yield, IR, and melting point. During the lab, .077 grams of isoborneol was yielded from the camphor reduction. In result, .077 g compared to an theoretical yield of .102 g equaled an overall 75% percentage yield.…

    • 299 Words
    • 2 Pages
    Good Essays
  • Good Essays

    The final product from Week 3 was an orange liquid with a yield of 78.5% (Table 1). Melting points of liquids could not be obtained. Refer to Figure 1 for TLC plate of the crude final product and Table 1 for the IR, MS, and 1H-NMR data. The mechanism for ketal formation is in Scheme 1, while the Grignard preparation and reaction is in Scheme 2. Scheme 3 has the general reaction scheme for the synthesis.…

    • 1581 Words
    • 7 Pages
    Good Essays
  • Good Essays

    p-Aminophenol was expected to be converted to p-iodophenol. However, the reaction was successful, although the percent yield is 8.92%. This percent yield has indications of possible sources of error, listed as follows: • Hexane may not be effective as a solvent during the recrystallization of p-iodophenol. Ligroin could have been used instead. • A small amount of product was remained from the separatory funnel once it was transferred to a pre-weighed beaker for filtration and recrystallization.…

    • 213 Words
    • 1 Page
    Good Essays
  • Satisfactory Essays

    Purpose: Alkyl halides can be prepared from alcohols by reacting them with a hydrogen halide, HX (X = Cl, Br, or I). The mechanisms of acid-catalyzed substitution of alcohols are termed SN1 and SN2. The “S” stands for substitution, the “N” stands for nucleophilic, and the “1” or “2” stand for unimolecular or bimolecular. Secondary alcohols react with hydrogen halides by both SN1 and SN2 mechanisms, primary alcohols react by SN2 and tertiary alcohols by SN1. Tertiary alcohols react readily with HX alone to form the alkyl halide, while secondary and primary alcohols require the presence of zinc chloride or heat. In an SN1 reaction, the protonated alcohol loses a water molecule to form a carbocation intermediate in the rate-determining step. The carbocation is then rapidly attacked by the halide ion (X) to form the alkyl halide. Since tertiary alcohols form more stable carbocation intermediates than primary and secondary alcohols, tertiary alcohols are the most likely to follow the SN1 pathway. In SN1 reactions, the formation of a carbocation can lead to rearrangements. Also, elimination to form an alkene can occur.…

    • 419 Words
    • 2 Pages
    Satisfactory Essays
  • Good Essays

    Afterwards, its concentration gradually decreases in the next half of the reaction. It seems, phenol is the intermediate of photocatalytic oxidation of benzene, which it consumed by active species to generate CO2 and / or H2. Furthermore, Figure 6b illustrated CO2 and H2 production on Fe2O3 versus time of irradiation, which demonstrates, consuming of benzene in the photocatalytic process; however, Fe2O3 is less active than the spinel counterpart. In addition, phenol generation over Fe2O3 was investigated diligently;Moreover, on Fe2O3, phenol production detected as the intermediate of the oxidation. It is noteworthy that carbon monoxide concentration was as equal as its concentration in the air, therefore, we assume that the CO was not produced by photooxidation reaction and the concentration was constant all over the…

    • 1362 Words
    • 6 Pages
    Good Essays