chem51LB_lab3 - separated out and washed with sodium...

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Experiment Alkyl Halide Synthesis from Alcohol In this experiment, alkyl halide is synthesized from an alcohol: 1-pentanol or 1-propanol depending on your group.2.33g of NaBr and 4mL of 9.0M of sulfuric acid in a 25mL round bottom flask. 1.67mL of the assigned acid was then added, the acid chosen being 2-pentanol. Boiling chips were added. The entire mixture is heated for 20 minutes so much of the NaBr can dissolve before the distillation starts. Though instructions dictate the use of steam bath, we found the heat to be inefficient. After waiting for an extended period of time, we switched to the much hotter sand bath and the distillate began to collect quickly. The boiling chips were added to prevent the buildup of gas bubbles and thus, the imminent explosion that would happen should too many bubbles collect. After the distillate was collected, it was transferred to a centrifuge tube where 1ml of H2O was added. The organic (bottom) layer was
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Unformatted text preview: separated out and washed with sodium bicarbonate. Sodium bicarbonate was used to remove the excess H+ ions that were in solution. Since our organic layer was cloudy, we dried it with sodium sulfate before transferring it to a gas chromatography vial. This process absorbs the excess water and untreated alcohols that remain in solution and could skew results of the GC. The use of alcohol in the synthesis of an alkyl halide only applies to a tertiary alcohol, since the teriary carbocation is relatively stable. The reaction of the alcohol and strong acid is a subsititution reaction, in which the hydroxyl leaving group in the alcohol is replaced by the halide anion. This reaction forms the alkyl halide and the byproduct, h2O. Our final yield for 2-pentanol was .93 grams of solution. Post Lab Questions: 1)...
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chem51LB_lab3 - separated out and washed with sodium...

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