Preview

Aspirin Synthesis Lab Report

Good Essays
Open Document
Open Document
1662 Words
Grammar
Grammar
Plagiarism
Plagiarism
Writing
Writing
Score
Score
Aspirin Synthesis Lab Report
Our data displayed supports the notion that by increasing the acidity of the catalyst, the production of aspirin will increase. Our hypothesis was proven correct. In our data, we calculated the percent yield and percent error of each trial. We also calculated the average of the percent yields and the percent errors of each catalyst. In the end, we saw that for the sulphuric acid catalyzed aspirin, we saw an average of 69.7% percent yield and an average 30.3% percent error. As for the phosphoric acid catalyzed aspirin, we saw an average of 55.0% percent yield and an average 42.2% percent error. The Ka value for sulphuric acid is 1.0 x 10³ while the Ka value for phosphoric acid is 7.1 x 10⁻³. Knowing that the Ka value denotes the acidity of …show more content…
Because of the sigma bond present in the methane group, all the three hydrogens attached are constantly rotating. Because of this constant rotation, all the three hydrogens share one electronic environment. Also, the methane hydrogens are more shielded than compared to the other hydrogens. The carbon in the methane group is not as electronegative as the oxygen in the hydroxyl group and because there are three consecutive hydrogens adjacent to each other, more electron shielding prevails. Because the hydrogens in the methane group are more shielded, it will take less energy to bring the hydrogen(s) into resonance. With this, the chemical shift associated with these hydrogens will result upfield, i.e. lower ppm. Its peak is at 2.3469 ppm. The four hydrogens located on the benzene ring are associated with the four peaks located from 7.1495 ppm to 8.1064 ppm. These four peaks are all in a close range because all four hydrogens have somewhat similar electronic environments due to the fact that each one is bonded to one carbon. However, the placement of these hydrogens around the benzene ring, and the presence of neighboring functional groups, is what makes each hydrogen different, and so four peaks result. As for the OH hydrogen, it is not shown due to the fact that the OH is acidic enough that the hydrogen exchanges quickly with the solvent. The hydrogen dissociates and associates so quickly that the NMR machine cannot detect this. As a result, no peak is shown for the OH group. The hydrogen bonds and the interaction processes occur interrupt and skew any chemical shifts that would be observed in the NMR spectrum (Dollenmeier,

You May Also Find These Documents Helpful

  • Satisfactory Essays

    Isolation of Aspirin: The organic filtrate was extracted through a separatory funnel with 32 mL 5% sodium bicarbonate to produce an aqueous layer and a dichloromethane layer. 7.2 mL 6 M hydrochloric acid were added to the aqueous layer until the pH was 2. The mixture was then cooled in an ice/water bath for 10 minutes. The aspirin was collected by vacuum filtration. After it dried, it yielded 0.93 g (30.9 % of original Panacetin).…

    • 291 Words
    • 2 Pages
    Satisfactory Essays
  • Powerful Essays

    The degrees of unsaturation formula, Eq. 1, was applied, and the molecule was found to have 4 degrees of unsaturation. : [(2 + 2(9) – 12)/2] = 4. It was noted that this is highly suggestive of a benzene ring, so the IR spectroscopy was analyzed for the presence of a benzene ring functional group. Aromatic benzene rings typically show IR peaks in the 1400-1500 and 3000-3100 cm-1 range. The signals seen on the IR of the unknown at 1454 and 3028 cm-1 range confirm the presence of an aromatic ring. Further analysis of the IR shows the presence of an OH functional group at 3339; OH functional groups typically appear at 3200-3500 cm-1 on IR. Notably absent on the IR are signals that would suggest double or triple bonds, see Table…

    • 2096 Words
    • 9 Pages
    Powerful Essays
  • Better Essays

    Acetaminophen Kbr

    • 1839 Words
    • 8 Pages

    Based upon the functional groups determined by IR and MS spectra, the methyl group must be located on the amide group via the carbonyl. The integrated amount for that peak is 5.35, but that would equal the total number Hydrogens proposed in the hypothesized formula. We have two other peaks left, so we tagged the peak as having three Hydrogens. The last two peaks are located the furthest to the left. This indicates that these protons are deshielded resulting in a large ppm peak location.…

    • 1839 Words
    • 8 Pages
    Better Essays
  • Better Essays

    The first peak at 3058.86cm-1 indicates an alcohol functional group present in the compound. The other two peaks correspond to the peaks of aromatic carbon-carbon double bonds. The proton NMR acquired indicates two different hydrogen’s present in the compound which correctly corresponds to triphenylmethanol. The peak at about 7.4ppm is the peak for the aromatic hydrogens on the three phenyl rings. The peak at about 3.6ppm is the hydrogen part of the hydroxyl group. The carbon NMR acquired also corroborates the conclusion that the final compound is triphenylmethanol. The peak at about 82ppm corresponds with the carbon bonded to the alcohol functional group. The other four peaks correspond respectively to the carbons of the phenyl groups as indicated on the attached carbon NMR. The purified sample provided a melting point range of 85-87oC which is rather far off of the desired theoretical value of about 160oC. This large skew on the melting point range is most likely due to impurity being present in the final product producing a melting point depression.…

    • 1436 Words
    • 6 Pages
    Better Essays
  • Good Essays

    Aspirin Research Paper

    • 1199 Words
    • 5 Pages

    Aspirin has a pKa of 3.49 and a melting point of 138-140 degrees Celsius. Aspirin molecule’s are insoluble in water that is why it must be sold in a solid form, there are no liquid forms of aspirin available. Aspirin is ionised in the stomach. Aspirin is easily hydrolysed as…

    • 1199 Words
    • 5 Pages
    Good Essays
  • Better Essays

    Purpose: The purpose of this experiment is to synthesize Isopentyl Acetate using a Fischer esterification reaction. Fischer esterification is an acid-catalyzed condensation of an alcohol and a carboxylic acid, yielding an ester and water. Isopentyl Acetate has the scent of banana oil, once synthesized it will be purified by distillation. Then the analysis of the sample using H NMR and IR will determine purity of the product.…

    • 1537 Words
    • 7 Pages
    Better Essays
  • Good Essays

    Acetic Anhydride and p-Aminophenol were heated in a vial attached to an air condenser to synthesize crude acetaminophen, resulting in 0.097 grams (47.48% yield). The crude acetaminophen was then recrystallized in a solvent of water and methanol over heat resulting in 0.082 grams (39.61% yield) of pure acetaminophen. Melting points of both crude and pure acetaminophen were taken, and found to be 165.9 - 170.9°C and 168.2 - 171.5°C, respectively. The literature melting point of acetaminophen is 169.5 – 171.0°C, indicating that our final product was pure.…

    • 1087 Words
    • 5 Pages
    Good Essays
  • Satisfactory Essays

    Organic Chem 2 Quiz 1

    • 285 Words
    • 3 Pages

    Which of the circled protons in the molecules below would absorb furthest downfield in the NMR?…

    • 285 Words
    • 3 Pages
    Satisfactory Essays
  • Good Essays

    3 Perylenepentanon

    • 1077 Words
    • 5 Pages

    δH (500 MHz, CDCl3) 1.08 - 1.27 (2 H, m, 3’-CH2), 1.50 (3 H, br s, 2’-CH2) , 1.86 - 2.02 (2 H, m, 4’-CH2) , 2.66 (1 H, br t, J = 6.3 Hz, 1’-CH2) , 3.84 (1 H, br s, 5’-CH2OH), 7.07…

    • 1077 Words
    • 5 Pages
    Good Essays
  • Satisfactory Essays

    The purpose to of this experiment is to carry out the alkylation of sodium saccharin with iodo-ethane and analyze the product mixture to determine the structure of the major product. Sodium saccharin is made from the base catalyzed de protonation of saccharin. This nucleophilic reaction is special because the nucleophilic atom can be oxygen or nitrogen and the leaving group is iodide ion.…

    • 747 Words
    • 3 Pages
    Satisfactory Essays
  • Good Essays

    Alcohols, Halogenoalkanes

    • 1510 Words
    • 7 Pages

    Peak at 57 is the molecular ion less one hydrogen: C3H5O+ (the H may be lost from any carbon: you do not need to be able to predict which one will lose it)…

    • 1510 Words
    • 7 Pages
    Good Essays
  • Good Essays

    The peak with a chemical shift of 3.7 ppm with an integration of 3 comes from the hydrogens of the methoxy group. And finally, the peak with an integration of 3 with a shift of 1.4 ppm comes from the methyl group that neighbors the…

    • 585 Words
    • 3 Pages
    Good Essays
  • Satisfactory Essays

    N.m.r spectrum-it shows the salicylic acid contains – one proton in a COOH environment / one proton in a phenolic environment / 4 protons attached to a benzene ring –…

    • 439 Words
    • 2 Pages
    Satisfactory Essays
  • Satisfactory Essays

    Acetic acid was used in excess as it is easily removed from the reaction mixture and is less costly. The activation energy is lowered with the help of sulfuric acid and it also…

    • 183 Words
    • 1 Page
    Satisfactory Essays
  • Powerful Essays

    Appendicies: The following graphs are listed in ascending page number order: the IR spectrum of the molecule, the NMR spectrum of the molecule and the depiction of the NMR spectrum focusing the geminal hydrogens that are effected by the addition of the LSR.…

    • 1009 Words
    • 5 Pages
    Powerful Essays