Synthesis Of Alkyl Azide Lab Report

The objective of this lab was to create a ketone through an oxidation reaction using a using a secondary alcohol and oxidizing agent in order to use that ketone in a reduction reaction with a specific reducing agent to determine the affect of that reducing agent on the diastereoselectivity of the product. In the first part of this experiment, 4-tert-butylcyclohexanol was reacted with NaOCl, an oxidizing agent, and acetic acid to form 4-tert-butylcyclohexanone. In the second part of this experiment, 4-tert-butylcyclohexanone was reacted with a reducing agent, either NaBH4 in EtOH or Al(OiPr)3 in iPrOH, to form the product 4-tert-butylcyclohexanol. 1H NMR spectroscopy was used to determine the cis:trans ratio of the OH relative to the tert-butyl group in the product formed from the reduction reaction with each reducing agent. Thin-layer chromatography was used in both the oxidation and reduction steps to ensure that each reaction ran to completion.

group. The location of this hydroxyl functional group will impact the molecular structure of the

Experiment 55 consists of devising a separation and purification scheme for a three component mixture. The overall objective is to isolate in pure form two of the three compounds. This was done using extraction, solubility, crystallization and vacuum filtration. The experiment was carried out two times, both of which were successful.

The design of this experiment aimed to synthesize 2-methylphenoxyacetic acid from 2-methylphenol and sodium chloroacetate by means on phenol alkylation. 2-Methylphenoxyacetic acid has been used to control the growth in plants and exemplifies a product of synthesis as it is a complex molecule constructed from two simple molecules. This synthesis proceeds by a nucleophilic substitution reaction, more specifically, via SN2 mechanism (see below). An SN2 mechanism's reactants are a nucleophile and a good leaving group (usually a halide ion). Once the crude product is obtained, it is purified by recrystallization with water and collected.

After 10 minutes the reaction liquid was separated from the solid using a vacuum filtration system and toluene. The product was stored and dried until week 2 of the experiment. The product was weighed to be 0.31 g. Percent yield was calculated to be 38.75%. IR spectra data was conducted for the two starting materials and of the product. Melting point determination was performed on the product and proton NMR spectrum was given. The IR spectrum revealed peaks at 1720 cm-1, which indicated the presence of a lactone group, and 1730 cm-1, representing a functional group of a carboxylic acid (C=O), and 3300cm-1, indicating the presence of an alcohol group (O-H). All three peaks correspond with the desired product. A second TLC using the same mobile and stationary phase as the first was performed and revealed Rf Values of 0.17 and 0.43for the product. The first value was unique to the product indicating that the Diels-Alder reaction was successful. The other Rf value of 0.43 matched that of maleic anhydride indicating some

Abstract: Using hypochlorous acid to convert secondary alcohol called cyclododecanol to the corresponding ketone which is cyclododecanone by oxidation.

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.

Once the distillate had been collected into two separate vials, both distillates were washed with aqueous sodium bicarbonate (1.5-ml, 5%). The aqueous layer (lower) was extracted from both vials using a pipette and put into a chemical waste bin. The organic (alkene) layer was then dried with anhydrous calcium chloride pellets (3 pellets per vial). Both distillates were analyzed using gas chromatography, and each peak shown was identified to be one of the alkenes. Analysis of the graph was used to determine the major and minor products of the reaction.

Wash (swirl and shake) the organic layer with one 10-mL portion of water and again drain the lower aqueous layer. Transfer the organic layer to a small, dry Erlenmeyer flask by pouring it from the top of the separatory funnel. Dry the crude t-pentyl chloride over 1.01 g of anhydrous calcium chloride until it is clear (see Technique 12, Section 12.9). Swirl the alkyl halide with the drying agent to aid the drying.

The reaction took place in a conical vial and .2mL of each of the reactant samples were added to it along with some 95% ethanol. Two drops of NaOH were added shortly after and stirred at room temperature for fifteen minutes. The vial was cooled in and ice bath and crystallized. Vacuum filtration was performed to filter the crude product. The crude product was recrystallized using methanol and filtered again. We made one change to the procedure and instead of using .7mL of ethanol we

An ester was synthesized during an organic reaction and identified by IR spectroscopy and boiling point. Acetic acid was added to 4-methyl-2-pentanol, which was catalyzed by sulfuric acid. This produced the desired ester and water. After the ester was isolated a percent yield of 55.1% was calculated from the 0.872 g of ester recovered. This quantitative error was most likely due to product getting stuck in the apparatus. The boiling point of the ester was 143° C, only one degree off from the theoretical boiling point of the ester 1,3-dimethylbutyl, 144 ° C. The values of the

The ether extracts is rinse twice with 10mL of water and dry over K2CO3. 7) Transfer the dried and filtered solution to oil after evaporate and rinse into a 50 mL Erlenmeyer flask. B: Synthesis of α-Chloro-2,6-dimethylacetanilide 1) Add 50mL of glacial acetic acid and 7.2 g (or 5.2 mL) of chloroacetyl chloride to every 7 grams of dimethylaniline from the previous step. 2) Warm the solution on a water bath at (40–50)ºC. After remove, add 1 gram of sodium acetate in 100 mL of water. 3)

Thiophene (0.16 mL, 2.0 mmol) was added to a 10 mL hexane solution of TMEDA (0.756 mL, 5.0 mmol) and n-butyllithium (2 mL, 5.0 mmol, 2.5 M solution in hexane). The mixture was refluxed at 90 oC for 1 h. The reaction mixture was then added dropwise to a solution of benzaldehyde (0.43 mL, 4.2 mmol) dissolved in THF (10 mL) in an ice bath and the whole mixture stirred further for 30 min at RT. The mixture was subjected to saturated ammonium chloride (40 mL) and extracted with diethyl ether and the organic layer was dried over anhydrous sodium sulfate. Solvent was removed under reduced pressure and resulting solid was purified by column chromatography (dichloromethane: ethyl acetate = 9:1) afforded 0.66 g yield.

The malonic ester synthesis and the acetoacetic ester synthesis are two important methods for synthesizing substituted carboxylic acids and substituted ketones, respectively. Both of these methods utilizes β-dicarbonyl compounds to generate the previously mentioned products. For malonic ester synthesis, the starting β-dicarbonyl compound is diethyl malonate. The reaction starts out with the deprotonation of the ester by a base to form an enolate (Ashenhurst). After the enolate is formed, an SN2 reaction occurs where the enolate acts as a nucleophile and attacks an alkyl halide forming a new carbon-carbon bond. Acid and water is then used to hydrolyze the esters to give carboxylic acids. Then, heat is used to decarboxylate one of the carboxylic

Butanol (ethyl alcohol) is a four-carbon alcohol which has been mainly used as a solvent, chemical intermediate,