Williamson Ether Synthesis Lab Report

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Despite the practical and informative nature of the Williamson ether synthesis of 2-bromo-4-methoxy-phenoxy benzyl ether. This reaction was not conducted due to an error made in which the initial product was thrown away instead the actual second phase of this synthesis was the Williamson Ether synthesis of 4-methoxy-phenoxy benzyl ether.

Figure 4. Williamson Ether Synthesis 4-methoxy-phenoxy benzyl ether
In spite of this outcome there was still much to be gained from this result. The consequence of this mishap is the production of an undesired product thus this outcome serves as a real-world example of the importance of proper synthetic planning and lab procedure. The final stage of this synthetic
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Due to the clay’s eco-friendly and acidic nature, it was possible to utilize it as an acid catalyst for the dehydration reaction.4 The use of Montmorillonite K10 is an excellent example of green chemistry as it not only shows the use of catalysts to increase efficiency but also displays a less hazardous form of chemical synthesis.
The cyclohexene collected from the first experiment served as the starting material for the next reaction of the cycle in which, hydrogen peroxide (H2O2) and hydrobromic acid (HBr) were combined to generate molecular bromine in situ. The formation of bromine then created the conditions for necessary the bromination of cyclohexene, this reaction follows the scheme depicted in Figure
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The NMR sample was prepared by dissolving the collected product in chloroform-D (CDCl3) and DCM for mass spec. The 1H NMR spectra of the 2-bromo-4-methnoxy-phenol product reported significant peaks at (in ppm): δ = 3.02 (s, 2H), 3.75 (s, 4H), 6.97 (1H, dd), 6.81 (1H, dd,), 6.78 (1H, d), 5.15 (1H, s) 3.32 (m, 12H), 3.63 (d, 2H), 3.76 (s, 6H), 3.94 (m, 8H), 5.75 (t, 2H) and 5.82 (t, 2H). 3.78 (3H, s)

at (in ppm): δ = 3.02 (s, 2H), 3.75 (s, 4H), 7.04 (s, 4H).
Williamson Ether Synthesis 4-methoxy-phenoxy benzyl ether
In a 100-mL round bottom flask 1.179 g of 4-methoxyphenol (1.0 equiv.), 2.62 g of potassium carbonate (2.0 equiv.) and ¬¬9.51 mL of acetone [1M] were combined. 1.01 mL benzyl bromide (0.9 equiv.) was then carefully added to the reaction mixture. The reaction flask was then placed into a sand filled heating mantle and attached to a reflux apparatus. Whilst refluxing, the reaction mixture was kept submerged in a sand-bath heated to approximately 100 °C. The reaction was left to reflux for approximately two

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