The goal of this experiment was to synthesize the unknown ester through Fischer Esterification. This procedure involves treating a carboxylic acid with an alcohol and a strong acid catalyst. This procedure was also catalyzed with heat at 160oC-180oC, to keep the temperature from exceeding the boiling points of the compounds in use. The acid catalyst protonated the double bonded oxygen atom to force the atom to pull two electrons away from the double bond in order to stabilize the atom’s charge. As this electron shift occurred, the alcohol attacked the carbocation that lost its double bond. The acid catalyst then deprotonates the alcohol so it could retain its neutral charge and then the acid protonates the other hydroxide group, to produce H2O which separates from the main compound to stabilize its own charge and then carbocation rearrangement occurs to form a pi bond. …show more content…
The acid catalyst then deprotonates the final hydroxide group that donated two electrons during the rearrangement in order to stabilize the compound once again, hereby ending with the synthesis of the ester with an excess of
Cadet Eric Wiggins Date: 18 September 2014 Course Name: Chem 100 Instructor: Captain Zuniga Section: M3A Identification of a Copper Mineral Intro Minerals are elements or compounds that are created in the Earth by geological processes. The method of isolating metals in a compound mineral is normally conducted through two processes.
Dalia El-Desoky Organic Chemistry II Lab 05 8 February 2017 Dehydration of 2-methylcyclohexanol Introduction: Dehydration is a common reaction in Organic Chemistry used to produce carbon-carbon double bonds. The dehydration mechanism involves the removal of water from an alcohol to form an alkene. In this experiment, 2-methylcyclohexanol will undergo acid catalyzed dehydration in heat to form three products: 1-methylcyclohexene, 3-methylcyclohexene, and methylenecyclohexane [1]. The reaction is carried out in a Hickman still filled with Drierite, a drying agent composed of CaSO4 which absorbs water.
The lab started off by measuring critical materials for the lab: the mass of an an empty 100 mL beaker, mass of beaker and copper chloride together(52.30 g), and the mass of three iron nails(2.73 g). The goal of this experiment is to determine the number of moles of copper and iron that would be produced in the reaction of iron and copper(II) chloride, the ratio of moles of iron to moles of copper, and the percent yield of copper produced. 2.00 grams of copper(II) chloride was added in the beaker to mix with 15 mL of distilled water. Then, three dry nails are placed in the copper(II) chloride solution for approximately 25 minutes. The three nails have to be scraped clean by sandpaper to make the surface of the nail shiny; if the nails are not clean, then some unknown substances might accidentally mix into the reaction and cause variations of the result.
The third step is where the oxyanion electrons reform the bond with the aromatic amino acid. Then the bond between the carboxyl-terminus of the amino acid and the n-terminus of the residue is cleaved and its electrons are used to take out the hydrogen of the nitrogen on the Histidine 57. The c-terminal side of the polypeptide is free to dissociate form the active site. Step four is basically just where water can now enter and bind to the active site through hydrogen bonding, which is between the hydrogen atoms of water and the Histidine-57 nitrogen. The fifth step is the step where the water and oxygen make a nucleophilic attack on the carbonyl carbon of the acyl-enzyme intermediate.
It forms a complex with HBr and extracts it from the aqueous phase into the organic phase where the alkene is. This dehydrates the acid, making it more reactive so that the addition reaction is possible. Rapid stirring is required in order to maximize the surface area
Intro: Chemical reactions are the foundation for all organisms to exist. Paragraph 1: Endergonic Anabolic Reactions Building Consumes energy to build complicated molecules from simpler ones Uphill Photosynthesis Uses water and carbon dioxide to create sugar and oxygen Protein synthesis from amino acids Dehydration reaction Monomers are covalently bonded to each other through the loss of water Bonds are created which means energy is used Endergonic Exergonic Breaking Release energy by breaking down complex molecules to simpler molecules
In this case, a hydride shift will occur between the hydrogen attached to the charge and the hydrogen near the methyl group. The result is a tertiary carbocation and a double bond will form near the substituent; the alkene with the most substituted group is the major product, or 1-methylcyclohexene. According to Zaitsev’s rule, the alkene with the most substituted group would be the major product, because it is the most stable. The formation of the tertiary carbocation could also produce the third product, though in less quantity because it forms a less substituted alkene (minor product). In order to proceed with this reaction, 2-methylcyclohexanol is combined with the acids, phosphoric and sulfuric acid, and heated under distillation.
Diels-Alder Reaction: Synthesis of 9, 10 dihydroanthraceno-9, 10-endo-α,β-succinic anhydride Introduction: For this experiment, a Diels-Alder reaction was performed. The concept of this reaction involves two compounds, one of which is an electron donating group and the other is an electron withdrawing group (Weldegirma). These two compounds are referred to as the diene and dienophile respectively (Weldegirma). The conditions for this reaction to take place generally require a fair amount of heat and the reaction is also stereoselective (Diels-Alder).
There are three main types of ester hydrolysis reactions: base-facilitated hydrolysis (saponification), acid-catalyzed hydrolysis (with the reverse reaction the Fischer Esterification), and enzymatic hydrolysis, triggered by lipases. Base-facilitated hydrolysis generally uses aqueous NaOH as a reagent, providing the base that attacks the carbonyl and begins the hydrolysis. Saponification hydrolyzes esters into carboxylic acids or fatty acids and alcohols. This has been used for thousands of years to produce soap from fatty acids as the salts produced from saponification can dissolve fats, surrounding them with micelles and allowing them to be easily removed with water1. It can also be used to produce glycerol from triglycerides.
Lab Report 5: Acetylsalicylic Acid (Aspirin) Synthesis Name: Divya Mehta Student #: 139006548 Date Conducted: November 19th 2014 Date Submitted: November 26th 2014 Partner’s Name: Kirsten Matthews Lab Section: Wednesday 2:30 L9 IAs Name: Brittany Doerr Procedure: For the procedure, see lab manual (CH110 Lab Manual, Fall 2014) pages 96-98. Wilfrid Laurier University Chemistry Department. Fall 2014. Acetylsalicylic Acid (Aspirin) Synthesis.
The yellow solution containing the reactants was slowly poured into the beaker containing the cold water and the acid in order to cause the precipitation of the alcohol, 9-fluorenol and to destroy (hydrolyzed) the unreacted excess sodium borohydride. Subsequently, the white precipitate was vacuum filtered and washed twice with 20.0 ml portions of distilled cold water by pouring the liquid into the Buchner Funnel during filtration. It was necessary to wash the alcohol prior to recrystallization considering that the C-OH bond is easily broken by the formation of a stable and benzylic carbocation that favors the synthesis of difluorenyl ether. Finally, before the purification by recrystallization of the obtained product, the white solid alcohol was allowed to dry over a period of a
The objective of this two-part experiment was to in Part I, create 4-tert-butylcyclohexanone via oxidation of 4-tert-butylcyclohexanol to provide a source of ketone for reduction procedures. Part II of the experiment was conducted preforming a series of reduction reactions in effort to asses the diastereoselectivity of aluminum isopropoxide (MPV reduction), sodium borohydride (NaBH4), and L-selectride when reacted with 4-tert-butylcyclohexanone. The methods used for analysis were TLC, IR, and 1HNMR spectroscopy. An oxidation of 4-tert-butylcyclohexanol was conducted to produce the ketone, 4-tert-butylcyclohexanone using oxidizing reagent, sodium hypochlorite in glacial acetic acid solvent.
The acid-catalysed dehydration of a secondary and primary alcohol revealed that the E1 mechanism undergoes and favors rearrangement for a more stable carbocation; this reaction favors a Zaitsev product, which attacks the most substituted beta hydrogen. The base-induced dehydration of a secondary and primary bromide undergoes an E2 mechanism and favors a Hoffman product because of the presence of a sterically bulky base, which attacks the least substituted beta hydrogen. The percent compositions obtained through Gas Chromatography revealed that these favored types of products were present in the highest
Experimental Clay-catalyzed dehydration of cyclohexanol Cyclohexanol (10.0336 g, mmol) was added to a 50 mL round bottom flask containing five boiling chips, Montmorillonite K10 clay (1.0430 g) was then added to the cyclohexanol and the mixture was swirled together. The flask was then placed in a sand bath and attached to a simple distillation apparatus. The contents of the flask were then heated at approximately 150 °C to begin refluxing the cyclohexanol. The distillation flask was then loosely covered with aluminum foil and the hood sash was lowered in order to minimize airflow. As the reaction continued, the temperature was adjusted in order to maintain a consistent rate of distillation.