GREEN SOLVENTS IN CHEMICAL SYNTHESIS
1. INTRODUCTION
Solvents act as a liquid medium for the reaction to take place. They are also used after synthesis for extraction, purification and drying. Thus, they are of key importance in chemical industries. Solvents also play important role in chemical analytical methodologies, spectrometry and measurements of physicochemical properties. Aromatic solvents (benzene, toluene, etc), chlorinated and polychlorinated solvents (carbon tetrachloride, chloroform, dichloromethane, etc) and other organic solvents (DMSO, DMF, petroleum ether, diethyl ether, acetone, etc) are used in great quantities in many laboratory and analytical techniques. Majority of the solvents used in chemical synthesis are organic solvents
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Herein, a mixture of (E)-1-(1-benzyl-5-methyl-1H-1, 2, 3-triazol-4-yl)-3-phenylprop-2-en-1-one, 2a, guanidine hydrochloride and NaOH in water or ethanol was refluxed for 30–40 min. The reaction mixture was then neutralized using dil. HCl after pouring on excess crushed ice. The precipitated 1, 2, 3-triazolyl-2-aminopyrimidine 3a was then filtered and recrystallized from ethanol. 82% of yield was obtained using water.
Scheme 1- synthesis of 1, 2, 3-triazolyl-2-aminopyrimidine.
By a similar procedure, various hybrids of 1, 2, 3-triazolyl-2-aminopyrimidine were synthesized wherein a green solvent was used making the process safe and more environment friendly.
Researchers suggested that water seems to be a good solvent to carry out this reaction since the salts used in the synthesis viz. guanidine hydrochloride and sodium hydroxide are highly soluble in water, thus promoting the reaction.
(Ali Ramazani, et al., 2015) proposed synthesis of propanamide derivative using water as a green solvent. Herein, the researchers have found out a novel method facile, catalyst-free one-pot and three-component synthesis of highly substituted propionamide derivative using water as a solvent in presence of ultrasound instead of heat or stirring thus making it energy efficient. The synthesis was thus a clean, rapid and energy efficient
The hypothesis that was provided to this question was If Phenol Red is add with the other chemicals then a color change will occur. Methods: To begin the lab 40 mL of Phenol red were obtained in a beaker, and 40 mL of water were obtained in a separate beaker. Next one plastic baggie was
5-aminotetrazole monohydrate: In a 250 ml round-bottom flask equipped with a condenser for refluxing (90 °C) and a magnetic stirring bar, 5.00 g (5.95 mmol) dicyandiamide (three times crystallized), 7.47 g (11.9 mmol) sodium azide and 11.00 g (17.8 mmol) boric acid and 100 ml of water is added and allowed to reflux for 24 hours, after the completion of the reaction, until the solution pH to about 2 to 3 as hydrochloric acid 37% is added (about 12 ml) Then the reaction mixture was cooled in a refrigerator for 18 hours and the white crystals formed. The mixture was filtered and washed three times with 10 ml of water and and dried in 60 °C for 5 hours and finally 45.8 g of product by it will be obtained. 5-Aminotetrazol monohydrate:
Aims of experiment • Determine the rate constants for hydrolysis of (CH3)3CCl in solvent mixtures of different composition (50/50 V/V isopropanol/water and 40/60 V/V isopropanol/water) • Examine the effect of solvent mixture composition on the rate of hydrolysis of (CH3)3CCl Introduction With t-butyl chloride, (CH3)3CCl, being a tertiary halogenoalkane, it is predicted that (CH3)3CCl reacts with water in a nucleophilic substitution reaction (SN1 mechanism), where Step 1 is the rate-determining step. The reaction proceeds in a manner as shown
The purpose of this laboratory experiment was to identify the molarities of dye present in green Powerade and then create a solution that possessed the same concentrations. This experiment consisted of two parts of experimentation, the first part focused on identifying the dyes present and at what concentration, and the second part focused on the recreation of the stock solution. To successfully complete this experiment, a small cuvette, full of 2 mL of green Powerade, was placed into a UV spectrometer in order to identify which wavelengths were being absorbed and reflected. With this information a complete series of dilutions using yellow #5 and blue #1 dye in ratios of 1:1, 1:2, 1:3, 1:4, and 1:5 were conducted to find the max peak absorbancy
V. Results and Discussion One of the objectives of this exercise is to synthesize acetylsalicylic acid (aspirin) from salicylic acid. The mechanism for this synthesis is through nucleophilic acyl substitution. Acetic anhydride was the acetylation reagent used with the salicylic acid. The mechanisms and the reaction involved in the synthesis are seen in the following figure. 1.00 gram of fine white salicylic acid powder was weighed in a clean, dry 125mL Erlenmeyer flask.
“Diazotization of L-phenylalanine results in the unstable aliphatic diazonium salt 2, which is believed to undergo a rapid, intramolecular SN2 reaction to give the highly strained R-lactone (3) (3)”. “In a second, slower, intermolecular SN2 reaction, 3 reacts with the solvent (water) to open the lactone and yield the final product, (S)-2-hydroxy-3-phenylpropanoic acid (4)”. “Because this process occurs with two SN2 reactions, the final product has a net retention of configuration”. “This reaction has the added advantage of being environmentally friendly: the reaction is run in aqueous solution, using a safe amino acid and generates no hazardous waste requiring disposal”. “This experiment illustrates some important chemical concepts, including: Water solubility dependence on the state of ionization of a compound, Stereospecificity of the SN2 reaction, Measurement of optical activity, Effect of diastereotopic protons in the 1 H NMR spectrum”.
2.4.1. Tetramethyl glucose acetylation 1gm of tetramethyl glucose was dissolved in 5ml of acetic anhydride and added to fused sodium acetate of 0.375gm and mixed for 10 minutes and allowed to cool. To this mixture 7.5ml of toluene and 5ml of dry ether were added. The whole mixture evaporated to syrup on a water bath at 50 °C. The product dissolved in the dry ether after washing with toluene.
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 purpose of this experiment is to perform a two step reductive amination using o-vanillin with p-toluidine to synthesize an imine derivative. In this experiment, 0.386 g of o-vanillin and 0.276 g of p-toluidine were mixed into an Erlenmeyer flask. The o-vanillin turned from a green powder to orange layer as it mixed with p-toludine, which was originally a white solid. Ethanol was added as a solvent for this reaction. Sodium borohydride was added in slow portion as the reducing agent, dissolving the precipitate into a yellowish lime solution.
Next, the oxygen is protonated from the 3-nitrobenzaldehyde, which is then followed by an elimination reaction where this acts as a leaving group. The product is the trans-alkene present in the product. After the reaction was completed, purification of the product was conducted using semi-microscale recrystallization.
Organometallic catalysts, for example, present wide substrate scopes and high productivity, thus they are often used in chemical manufacturing. However, their selectivity is poor, they present inability to function in aqueous solution and their reactions often require harsh conditions, such as high pressure. On the other hand, biocatalysts are widely used in pharmaceutical industry and green chemistry, due to their high selectivity. However, their main disadvantages include their low productivity and their inability to maintain high catalytic activity in organic solvents and high
One of the most used methods for the formation of six-membered rings is using the reactions of 1,3-diene with an alkene. The Diels-Alder reaction is a unique reaction in organic chemistry because it is a cycloaddition reaction. The Diels-Alder reactions are also known as 1,4 addition reactions due to the formation of new carbon-carbon σ bonds and π bonds. Electron-withdrawing groups like cyano (C≡N) and carbonyl (C=O) to increase the reaction rates and reaction yields (1). Often times there are no side reactions that occur during the Diels-Alder reactions.
We started this experiment by obtaining a 50 mL Erlenmeyer flask so we are able to transfer the compounds needed for this reaction mixture. We weighed about 1.5008 grams of p-aminophenol and placed this directly into the Erlenmeyer flask. By using a graduated cylinder, we obtained 4.5 mL of water and 1.7 mL of acetic anhydride, followed by the addition of a magnetic stir bar into our Erlenmeyer flask. Once we have all the components we need in the
To analyze the acetanilide product of the reaction, 1H NMR and IR were used. Results, Discussions, and Conclusions In this experiment, acetanilide was synthesized via nucleophilic acyl substitution from both acetic anhydride and aniline. During this reaction, aniline acts as the nucleophile and acyl (CH3CO-) group from acetic anhydride acts as the electrophile.
The methods which substitute fluorine for proton at an aimed position in chemicals has an ability to convert into useful pharmaceuticals or functional materials due to fluorine specific potency, and is often used as one of the improvement means. Whereas compounds possessing 2-phenyl-5-methyl oxazole in a structure are known to quite a few, the papers related to 2-phenyl-5-trifluoromethyl oxazole of which substituted trifluoromethyl group instead of a methyl group as a partial structure are not so many. For instance, it has been reported that the 5-trifluoromethylated oxazole part was constructed by Dakin-West reaction1) with TFAA or was synthesized by an introduction of the leaving group at 5-position of oxazole, following by substituted reaction