A possible chemical reason that this experiment yielded less than 100% cyclohexanone was due to the spontaneous decomposition of sodium hypochlorite, 2NaOCl = 2NaCl + O2, which decreased the amount of reactant present in the initial reaction when hypochlorous acid was formed, which was the oxidizing agent required to oxidize cyclohexanol into cyclohexanone. Sodium hypochlorite decomposed into O2 and NaCl due to a multitude of factors such as exposure to high temperatures, prolonged storage time or sunlight exposure. If a large enough quantity of the sodium hypochlorite was decomposed to limit the reaction that produced hypochlorous acid, the quantity of cyclohexanone produced may be affected. This would have resulted in a decrease in the production…
In this experiment, thiamine was used to turn benzaldehyde, an electrophile, into a nucleophile. This nucleophilic benzaldehyde then reacts with another molecule of benzaldehyde to make benzoin. This means that benzaldehyde is the source of the electrophile and nucleophile in this reaction. The two molecules of benzaldehyde…
This lab was a two week long lab called the Grignard Reaction lab. The purpose of this lab was to perform the Grignard reaction and to obtain the final product triphenylmethanol from a halide, phenylmagnesium bromide and the starting material, methyl benzoate along with the Grignard reagent. Bromobenzene, magnesium turnings, and anhydrous ether were needed to form the Grignard reagent. To synthesize the reagent, react the reagent with methyl benzoate to form a tertiary alcohol. The objective of the Grignard Reaction lab was to obtain the actual yield of the product, to calculate theoretical and percent yield of the product, and to record the melting point of the product.…
There are three possible outcomes when 2-ethyl-1,3-hexanediol undergoes the oxidation reaction (Scheme 2, Scheme 3, and Scheme 4). (2) Scheme 2. The first possible product when 2-ethyl-1,3-hexanediol undergoes oxidation reaction. (3) Scheme 3. The second possible product when 2-ethyl-1,3-hexanediol undergoes oxidation reaction.…
The 1H NMR data strongly suggests that 3-pentanol was produced. On the 1H NMR, there are a total of 12H, which is the correct number of protons on 3-pentanol. Around 3.45ppm, there is a multiplet with an integration of 1. This peak corresponds to the methine proton on the carbon bearing the alcohol. The integration of 1 is correct since there is only one proton on that carbon.…
The appearance of strong OH bonds, C= O bonds, and sp3 CH3 bonds in the infrared spectrum of the final product showed the presence of the desired product (4-t-butylcyclohexanol ). However, the reaction did not go to full completion because the IR showed that the starting material was still present by the peak at 1710.61 of the ketone C=O bonds. From this experiment, it was found that it is import to follow the steps carefully in order to have a complete completion of the…
In conclusion, this experiment was successful and the product 1-methylcyclohexene was…
This experiment was designed to practice working with electrophilic aromatic substitution reactions. Specifically, a Friedel-Craft reaction was used to synthesize 1,4-di-t-butyl-2,5-dimethyoxybenzene from p-dimethoxybenzene and t-butyl alcohol. These reactions are designed so that a substituent can be added to a benzene ring. This is significant due to the stability of the aromatic substance. For this reaction to occur, a carbocation must be formed on the substituent being added to the ring.…
This the reaction involves a tertiary alkyl halide, which is tert-butyl chloride, which further indicates that the reaction follows a SN1…
The way scientists synthesize this cyclic product is through a Diels-Alder reaction. This reaction is very important in the synthesis of many other antibiotics and cyclic drugs. (Gujral, 2013) A Diels-Alder reaction is reaction between a conjugated…
During the second step, the same 6-carbon from step 1 is converted into 3-carbon molecules, glycerol hydrate (g3p). G3p is then oxidized and each receives phosphate. In step 4 the phosphate groups are…
This very low amount of benzoic acid recovered could have been caused by a number of possibilities. Some of the components may have been lost throughout the extraction process, some of the component may have stuck to the inside of the reaction tube or the filter paper used in vacuum extraction, or may have been human error in recording the masses. In all of these occurrences may have contributed to the recovery loss of benzoic acid. Conclusions Overall, all three components benzoic acid, 4’-acetylbenzonitrile, and 4’-aminoacetophenone were recovered in very pure forms as melting point determinations and 1H NMR analyses were very clear and did not experience many shifts or deviations from what was to be expected.…
Experiment 5 Synthesis and NMR Spectroscopy of ethyl cinnamate Introduction: Wittig reactions involve the stereoselective synthesis of olefins from phosphonium ylides and aldehydes or ketones, where the carbonyl bond is converted to an alkene double bond.1 The variety of suitable reagents and the relatively mild experimental conditions facilitate their industrial applications, such as the synthesis of epoxides, esters, carotenoids and vitamin A.2,3 Specifically, the ester ethyl cinnamate is used as a flavouring agent and in perfumes. The diastereomers of the alkene are distinguished through Proton Nuclear Magnetic Resonance (1H NMR) spectroscopy, where the coupling constants of alkenyl protons are different for (E) and (Z) isomers.4…
These two steps were already carried out and 4 amino-phenol was the amine used in the first part of this experiment. 4 amino phenol and acetic anhydride undergo a nucleophilic addition-elimination reaction. A reaction mechanism is a step-by-step process when reactant molecules change in their geometry in order to produce new products. This occurs due to omission or addition of reagents, where bonds are broken down to form new ones4. 4 amino-phenol contains two functional groups, an OH and a NH2 group attached to a benzene ring while acetic anhydride is a derivative of a carboxylic acid group.…
Benzocaine was synthesized from p-toluidine in a four step synthesis. Each intermediate product, including N-acetyl-p-toluidine, p-acetamidobenzoic acid, and p-aminobenzoic acid, was checked for yield, presence, and purity through weighing, taking IR and NMR spectrums, and determining the melting point. Thin Layer Chromatography was used to ensure the completion of the final reaction from p-aminobenzoic acid to benzocaine. The yield of the first step from p-toluidine to N-acetyl-p-toluidine was 91.9%. The yield of the second step from N-acetyl-p-toluidine to p-acetamidobenzoic acid was 49.85% The yield of the third step from p-acetamidobenzoic acid to p-aminobenzoic acid was 32.49%, which was not enough to continue so some product was borrowed…