Preview

Grignard Reagent

Good Essays
Open Document
Open Document
1489 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Grignard Reagent
In this experiment, the production of a Grignard reagent (phenylmagnesium bromide) was performed from a bromobenzene reactant combined with magnesium and ether. Phenylmagnesium bromide was then transformed into a tertiary alcohol called triphenylmethanol, through addition of another compound called benzophenone, as well as additional ether. The end product of triphenylmethanol was analyzed via NMR and IR.

Figure 1: Preparation of the Grignard agent by combining bromobenzene with magnesium and ether to produce phenylmagnesium bromide.

Figure 2: Production of triphenylmethanol by combining benzophenone and the Grignard reagent.

Introduction Grignard reagents are important due to their ability to form carbon-carbon bonds through conversion of a ketone (benzophenone) into an alcohol via nucleophilic addition. However, a Grignard agent must first be produced. This was also done through a “Grignard reaction”, which involved combining bromobenzene and magnesium with ether to produce phenylmagnesium bromide
…show more content…
While Grignard reagent was successfully produced, the production of adequate amounts of triphenylmethanol was unsuccessful. Grignard reagent synthesis was successful as evidenced by the signs of a chemical reaction occurring in the second half of the experiment aligning with expectations, such as the pink color displayed in figure 4. However, not enough triphenylmethanol was produced to perform analysis such as NMR and IR, so a stock sample of it was used to perform analysis. This may have occurred due to a presence of water or excessive amounts of dehydrating agent being used, which would have caused triphenylmethanol to degrade. However, analysis of the stock sample was still performed, and showed that the stock sample was very

You May Also Find These Documents Helpful

  • Good Essays

    The goal of this experiment is to learn to make Grignard reagents. The reactions of the Grignard reagents with ketones form tertiary alcohols. These reagents are highly air- and moisture-sensitive materials. We will observe the formation of the Grignard reagents, which magnesium metal is transformed into organometallic salts.…

    • 562 Words
    • 3 Pages
    Good Essays
  • Good Essays

    N-methylpiperizine (3.0 mL, 0.03 mol) by continuous stirrer at room temperature until a clear solution was obtained. The benzaldehyde (3.0 mL, 0.03 mol) was added slowly to this mixture with constant stirring. After 48 hours of continuous stirring, a white color precipitate was formed and it was washed with distilled water several times and dried in the air oven at 60 °C. The reaction scheme of MPN is shown in Figure 1.…

    • 304 Words
    • 2 Pages
    Good Essays
  • Better Essays

    A Grignard reaction adds an alkyl-magnesium halide to an aldehyde or ketone carbonyl carbon. The alkyl-magnesium halide is known as the Grignard reagent. The carbon bonded to the magnesium…

    • 1436 Words
    • 6 Pages
    Better Essays
  • Powerful Essays

    Orgo Post Lab

    • 600 Words
    • 3 Pages

    A second source of error may have occurred during the vacuum filtration step. After the flask containing the organic solution and drying reagent was poured into the Hirsch funnel, the “mother liquor” was collected in the flask below. This liquid contained the phenylalanine compound that would later be recovered. After this step, ethyl acetate was used to rinse out the original flask containing the solution to ensure that all of the phenylalanine has been retrieved along with the drying reagent. One error may have been that the original flask may not have been rinsed well enough and some of the phenylalanine remained in the original flask. This would affect the end results by lowering the percent recovery due to the left behind phenylalanine in the original flask.…

    • 600 Words
    • 3 Pages
    Powerful Essays
  • Good Essays

    Grignard Reagent Lab

    • 1230 Words
    • 5 Pages

    Grignard reagents are organometallic compounds that have a carbon-metal bond, such as carbon-magnesium. Grignard reagents are formed from the reaction of an alkyl, cycloalkyl, or aryl halide and magnesium metal in dry ether. The reaction is shown below in figure 1.…

    • 1230 Words
    • 5 Pages
    Good Essays
  • Good Essays

    Grignard Reaction Lab

    • 1231 Words
    • 5 Pages

    Grignard reagents are widely used in the synthesis of organic molecules and organometallic compounds. Grignard reagents are extremely reactive with Lewis acids such as water. Therefore, precautions were taken during the lab to ensure that the reaction was not ruined due to the presence of water, increase the percentage yield, and obtain more accurate results. These reactions tend to split into two groups:…

    • 1231 Words
    • 5 Pages
    Good Essays
  • Better Essays

    The purpose of this experiment was to synthesize the Grignard reagent, phenyl magnesium bromide, and then use the manufactured Grignard reagent to synthesize the alcohol, triphenylmethanol, by reacting with benzophenone and protonation by H3O+. The triphenylmethanol was purified by recrystallization. The melting point, Infrared Spectroscopy, 13C NMR, and 1H NMR were used to characterize and confirm the recrystallized substance was triphenylmethanol.…

    • 5143 Words
    • 21 Pages
    Better Essays
  • Good Essays

    Unknown A (Module 11A)

    • 686 Words
    • 3 Pages

    The purpose of Module 11A was to test for the presence or absence of a particular set of functional groups through the use of wet chemical tests. In this manner, Unknown A which was a colorless solution, was first tested with 2,4-DNP which after mixing for a few seconds formed a bright yellow precipitate. Although this confirms the presence of either a ketone or aldehyde group, one simple chemical test does not completely specify the presence or absence of other functional groups. Therefore, a second test was made in order to test for the presence of alkyl halides (R-Br or R-I specifically). However, after the addition of alcoholic silver nitrate, AgNO3 (test #2) to a few drops of the unknown, the mixture remained colorless and no precipitate formed. Following this, the third test was performed in…

    • 686 Words
    • 3 Pages
    Good Essays
  • Satisfactory Essays

    grignard synthesis

    • 514 Words
    • 4 Pages

    The goal of this lab is to synthesize a Grignard reagent from bromobenzene and magnesium metal in diethyl ether. This same Grignard reagent would then be used to prepare a tertiary alcohol and then purify and characterize the product.…

    • 514 Words
    • 4 Pages
    Satisfactory Essays
  • Good Essays

    Grignard synthesis of triphenylmethanol was achieved by use of the Grignard reagent phenyl magesium brominde. The organometallic grignard reagent was synthesized by use of a reflux apparatus recrystallization techniques. Once synthesized it was used in a Grignard reaction that involved nucleophilic addition to a carbonyl in order to make triphenylmethanol. The final product was solidified and recrystallized and spectral data was obtained to confirm its presence.…

    • 1342 Words
    • 6 Pages
    Good Essays
  • Better Essays

    was used to detect the presence of a phenol group, with a positive result indicating the…

    • 1870 Words
    • 8 Pages
    Better Essays
  • Good Essays

    The Aldehyde Enigma

    • 817 Words
    • 4 Pages

    This experiment was performed in collaboration with Paula Mendoza. Exceptions to the procedure are: no NMR or wet chemical test for both compounds. Since there was a lack of organic compound we were unable to proceed with any of the identifying tests.…

    • 817 Words
    • 4 Pages
    Good Essays
  • Better Essays

    Alcohol and Ir Spectrum

    • 1927 Words
    • 8 Pages

    Background: Alcohols are capable of being converted to metal salts, alkyl halides, esters, aldehydes, ketones, and carboxylic acids. In this experiment the conversion from alcohol to alkyl halides was investigated. Alkyl halides are a group of chemical compounds derived from alkanes containing one or more halogens. They are used as flame retardants, refrigerants, propellants, solvents, and pharmaceuticals. As a group, students convert three alcohols to alkyl halides under acidic conditions and record the 13C NMR spectrum in each case. The reaction that takes place in the conversion is a bimolecular nucleophilic substitution, or SN2 reaction. Alcohols do not undergo the same SN2 reactions commonly observed with alkyl halides. There are four aspects that determine the rate of the SN2 reaction: nucleophile, substrate, solvent and the leaving group. This reaction requires a lone pair from a nucleophile to donate an electron-pair in the formation of a chemical bond; it then attacks the bonds to an electrophilic…

    • 1927 Words
    • 8 Pages
    Better Essays
  • Good Essays

    The overall goal of this experiment is to understand and be familiar of SN1 reactivity. We also learned how to prepare 2-Bromobutane by learning how to distill and extract this product from its organic layer. Finally, another goal was to specifically understand the relative reactivity of alkyl halides under SN1 conditions by reacting the alkyl halide and silver nitrate in ethanol.…

    • 762 Words
    • 4 Pages
    Good Essays
  • Satisfactory Essays

    Grignard Reaction

    • 468 Words
    • 2 Pages

    1. Propose the starting materials needed to prepare the following compounds by the Grignard reaction (in pen), using phenylmagnesium bromide as the Grignard Reagent.…

    • 468 Words
    • 2 Pages
    Satisfactory Essays