Table 1 provides the results from this experiment by showing which halides did react with the 1% ethanolic silver nitrate solution and which ones did not react. Through the evaluation of the precipitate, 2-chloro-2-methylpropane reacted instantly with the silver nitrate solution. This reaction occurred instantaneously due to the fact that SN1 reactions favor steric hindrance and the leaving group, chlorine, was a tertiary substrate. On the other hand, the two substrates that had secondary leaving groups were 2-chlorobutane and 2-bromobutane. When 2-bromobutane was mixed with the 1% ethanolic silver nitrate solution, the precipitate that was formed, progressively became cloudier after heating and cooling in a water bath. Although 2-chlorobutane was expected to react, the halide did not show any precipitate before or after heating and cooling. This alkyl halide did not react due to the fact that the leaving group is chlorine, which does not have a strong attraction to the silver nitrate solution. The …show more content…
The reason why using silver nitrate is discouraged is because silver has a strong attraction to bromine, resulting in a harshly formed complex. According to Le Chatelier’s Principle, this complex shifts the chemical equilibrium due to the formation of a salt precipitate. In order to improve this experiment, a different nucleophile, such as copper sulfate, could have been used in order to prevent the silver and bromine complex from forming. Instead of silver, lead is also a good alternative to act as a catalyst. Another improvement for this experiment, is to leave the solutions in reaction conditions for a longer period of time to form a precipitate. Another procedure that could have been used to improve this experiment is to use a different leaving group, rather than bromine or chlorine. Tosylate is an excellent alternative leaving
The goal of this two week lab was to examine the stereochemistry of the oxidation-reduction interconversion of 4-tert-butylcyclohexanol and 4-tert-butylcyclohexanone. The purpose of first week was to explore the oxidation of an alcohol to a ketone and see how the reduction of the ketone will affect the stereoselectivity. The purpose of first week is to oxidize the alcohol, 4-tert-butylcyclohexanol, to ketone just so that it can be reduced back into the alcohol to see how OH will react. The purpose of second week was to reduce 4-tert-butylcyclohexanol from first week and determine the effect of the product's diastereoselectivity by performing reduction procedures using sodium borohydride The chemicals for this lab are sodium hypochlorite, 4-tert-butylcyclohexanone
barbier reaction: In a 50 mL round bottom flask that had a reflux condenser attachment, saturated ammonium chloride (5 mL), THF (1 mL), zinc powder (0.4 g), benzaldehyde (0.500 mL, 0.5225 g, 4.92 mmol), and allyl bromide (0.470 mL, 0.6533 g, 5.40 mmol) were charged with stir bar and stirred at room temperature for 45 minutes. Diethyl ether (10 mL) was added to the reaction mixture and stirred. The mixture was gravity filtered into a beaker that was topped with a watchglass. The filtrate was transferred to a separatory funnel and the organic layer was extracted with deionized water (10 mL) and diethyl ether (15 mL). The organic layer was placed into an Erlenmeyer flask and the aqueous layer was placed into a beaker, which was extracted with
Triphenylmethyl Bromide. A 400 mL beaker was filled with hot water from the tap. Acetic acid (4 mL) and solid triphenylmethanol (0.199 g, 0.764 mmol) were added to a reaction tube, with 33% hydrobromic acid solution (0.6 mL) being added dropwise via syringe. The compound in the tube then took on a light yellow color. The tube was then placed in the beaker and heated for 5 minutes. After the allotted time, the tube was removed from the hot water bath and allowed to cool to room temperature. In the meantime, an ice bath was made utilizing the 600 mL plastic beaker, which the tube was then placed in for 10 minutes. The compound was then vacuum filtered with the crystals rinsed with water and a small amount of hexane. The crude product was then weighed and recrystallized with hexane to form fine white crystals, which was triphenylmethyl bromide (0.105 g, 0.325 mmol, 42.5%). A Beilstein test was conducted, and the crystals produced a green to greenish-blue flame.
This experiment was divided into two main steps. The first step was the addition of bromine to trans-stilbene. Trans-stilbene was weighted out 2.00g, 0.0111mol and mixed with 40ml of glacial acetic acid in 100ml Erlenmeyer flask on a hot bath. Pyridinium hydrobromide perbromide of 4.00g, 0.0125mol was added carefully into the flask.
Procedure: Anisole (0.35mL, 0.0378mol) was obtained and placed in a pre-weighed 25 mL round bottom flask, along with 2.5 mL of glacial acetic acid and a magnetic stir bar. Then the reaction apparatus was assembled, the dry tube was charged with conc. sodium bi sulfate, the 25 mL round bottom was attached to the apparatus, and 5 mL of Br2/HBr mixture was obtained and placed in the round bottom. The reaction took place for 20 minutes. An orange liquid was obtained and placed in a 125 mL Erlenmeyer flask along with 25 mL of water and 2.5 mL of conc. Sodium bisulfate soln. The solution was then placed in an ice bath to precipitate and then the solid product was filter in a Buchner funnel. These crystals were then re-dissolved minimum amount of hot solvent (heptane) and recrystallized. Once a dry product was obtained, a melting point was established (2,4-Dibromoanisol mp 55-58 C) and percent yield was established (52%).
Purpose/Introduction: In this experiment, four elimination reactions were compared and contrasted under acidic (H2SO4) and basic (KOC(CO3)3) conditions. Acid-catalyzed dehydration was done on 2-butanol and 1-butanol; a 2o and 1o alcohol, respectively. The base-induced dehydrobromination was performed on 2-bromobutane and 1-bromobutane isomeric halides. The stereochemistry and regiochemistry of the four reactions were analyzed by gas chromatography (GC) to determine product distribution (assuming that the amount of each product in the gas mixture is proportional to the area under its complementary GC peak).
In this lab we had to figure out what our mystery compound was by performing two tests. One of the tests was called the Flame Test, which we use to find out the metal element in the compound. It is used to find the metal because each metal gives off its own unique flame color. The other test is called the Precipitate Test, which we use to find out the non-metal element in our compound by adding silver nitrate to it. It’s used to find the non-metal because each non-metal has its own unique reaction to silver nitrate.
Michael P. Broadribb, C. (2006). Institution of Chemical Engineers . Retrieved July 26, 2010, from IChemE: http://cms.icheme.org/mainwebsite/resources/document/lpb192pg003.pdf
The goal of this experiment is to determine which products are formed from elimination reactions that occur in the dehydration of an alcohol under acidic and basic conditions. The process utilized is the acid-catalyzed dehydration of a secondary and primary alcohol, 1-butanol and 2-butanol, and the base-induced dehydrobromination of a secondary and primary bromide, 1-bromobutane and 2-bromobutane. The different products formed form each of these reactions will be analyzed using gas chromatography, which helps understand stereochemistry and regioselectivity of each product formed.
In a small reaction tube, the tetraphenylcyclopentadienone (0.110 g, 0.28 mmol) was added into the dimethyl acetylene dicarboxylate (0.1 mL) and nitrobenzene (1 mL) along with a boiling stick. The color of the mixed solution was purple. The solution was then heated to reflux until it turned into a tan color. After the color change has occurred, ethanol (3 mL) was stirred into the small reaction tube. After that, the small reaction tube was placed in an ice bath until the solid was formed at the bottom of the tube. Then, the solution with the precipitate was filtered through vacuum filtration and washed with ethanol. The precipitate then was dried and weighed. The final product was dimethyl tertraphenylpthalate (0.086 g, 0.172mmol, 61.42%).
The isomerization procedure was done in order to create dimethyl fumarate from dimethyl maleate. Dimethyl maleate and dimethyl fumarate are cis and trans isomers, respectively. This procedure was done via a free radical mechanism using bromine. The analysis of carvones reaction was done in order to identify the smell and optical rotation of the carvone samples that were provided. The odor was determined by smelling the compound and the optical rotation was determined using a polarimeter.
Alcohol, which is the nucleophile, attacks the acid, H2SO4, which is the catalyst, forming oxonium. However, the oxonium leaves due to the positive charge on oxygen, which makes it unstable. A stable secondary carbocation is formed. The electrons from the conjugate base attack the proton, henceforth, forming an alkene. Through this attack, the regeneration of the catalyst is formed with the product, 4-methylcyclohexene, before it oxidizes with KMnO4. In simpler terms, protonation of oxygen and the elimination of H+ with formation of alkene occurs.
Benzyl bromide, an unknown nucleophile and sodium hydroxide was synthesized to form a benzyl ether product. This product was purified and analyzed to find the unknown in the compound.
(8) when AgNP is present in salt water the toxicity is reduced than fresh water. The high ionic strength of Ag+ ion a link is created between the ion and anion. This will reduced the interaction of Ag+ at the gill where the cause of toxicity begins. In freshwater due to reduced anion, Ag+ ion competes with other cations for gill binding sites. Silver ion inhibits the Sodium/Potassium ATPase activity, resulting in redcuced uptake of sodium and chlorine ions. Thus Gill is the main site of acute toxic action of Silver ion.
Tollen's reagent (Ammoniacal AgNO3) 4. Benedict's solution 5. Iodine solution 6. Chloroform (CHCl3) 7.