Amide synthesis of acetophenetidin. Filtration using a Buchner funnel Essay Example 2022-10-31

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Acetophenetidin, also known as phenacetin, is a pain relieving and fever reducing drug that has been widely used in the past. It is an amide, meaning it contains a carbonyl group (C=O) and a nitrogen atom (N) connected by a covalent bond. The synthesis of acetophenetidin involves the formation of this amide bond, and there are several methods that have been developed for this purpose.

One common method for the synthesis of acetophenetidin is the amidation of acetanilide, a compound that contains an amine group (-NH2). This reaction is typically carried out using an acid chloride, such as phosgene, as the activating agent. The acid chloride reacts with the amine group of acetanilide to form a transient intermediate, which then undergoes a nucleophilic attack by the carbonyl group to form the amide bond.

Another method for the synthesis of acetophenetidin involves the use of dicyclohexylcarbodiimide (DCC) as the activating agent. In this reaction, the DCC molecule acts as a nucleophile, attacking the carbonyl group of an aldehyde or ketone. The resulting intermediate then undergoes a displacement reaction with an amine group to form the amide bond.

Both of these methods for the synthesis of acetophenetidin involve the use of activating agents, which help to drive the reaction towards the formation of the amide bond. These activating agents play a critical role in the reaction, as they help to overcome the inherent reactivity of the amine and carbonyl groups.

In addition to these methods, there are also several variations that have been developed for the synthesis of acetophenetidin. For example, the reaction can be carried out in the presence of a solvent, such as dimethylformamide (DMF), which can help to facilitate the formation of the amide bond.

Overall, the synthesis of acetophenetidin involves the formation of an amide bond between an amine group and a carbonyl group. There are several methods that have been developed for this purpose, including the use of activating agents such as acid chlorides and DCC. These methods have proven to be effective in the synthesis of acetophenetidin, and have played a critical role in its widespread use as a pain relieving and fever reducing drug.

Synthesis Of Acetophenetidin Lab Report

amide synthesis of acetophenetidin

Next, in order to improve the yield of 4a, the effects of different solvents, reaction temperatures and times together with the molar ratio of the reactants were examined in this model reaction, for which the reaction conditions would be optimized. Another difference in products was caused by the impurities in the reagents that were not completely filtered out during the experiment. Notice that esters of phenols are more reactive toward amines than esters of alcohols because phenols are stronger acids than alcohols. The resulting dried product was recrystalized using hot ethyl acetate. How does the acetic anhydride split in half with the O grabbing an H?. The measured melting point of the crude sample was 130C — 133.


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Filtration using a Buchner funnel Essay Example

amide synthesis of acetophenetidin

Reaction Experiment and Observations Amide Synthesis of Acetophenetidin The Synthesis reaction began by removing the colored impurities from the p-phenetidine, accomplished by mixing with HCl and heating. Insulin promotes dephosphorylation activation of HMG-CoA reductase which promotes cholesterol synthesis in which insulin binds to its receptor protein in the liver cell membrane and stimulate irs-1 formation. The solution was cooled slowly in an ice bath as crystals form out. We began by removing the colored impurities from the p-Phenetidine reddish-brown by placing 2g of the sample in 38 mL of hydrochloric acid and heating the solution to boiling point. The solution was tested for basicity with litmus paper and then the sample was transferred to a separatory funnel. This occurs with p-Acetamidophenol forming bromoethane and acetophenetidin.

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Amide synthesis of acetophenetidin Free Essays

amide synthesis of acetophenetidin

The reasons it may be lower than 100 % could be side reactions or human error in weighing it. The more pure the product, the more regular the crystal lattice. The flask was rinsed off with 10 ml of methylene chloride, which was also added to the separatory funnel. How would you remove any remaining HCl or SO2 vapors from the reaction assembly? The mixture was swirled until all the crystals dissolved. This is a faster method of filtration compared to gravity filters that was preformed early in the experiment. Now compare the converted moles of the reactant to the original mole of the other reactant.


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Synthesis of Acetophenetidin by Amide Synthesis

amide synthesis of acetophenetidin

It aims to foster self-awareness and self-improvement. Also, the adsorption mechanism was explored using intra-particle diffusion and liquid… Preparation of Acetanilide Purpose: Acetanilide is a useful precursor to many pharmaceuticals such as acetaminophen and penicillin. A screenshot is preferable to a picture of your laptop screen. On the other hand, the Williamson ether synthesis leads to the formation of the ether linkage. Two different liquid layers formed, one with an aqueous solution and the other with the organic dichloromethane. With the apparatus setup, hose connected and filter paper wet with solvent and aspirator running, the solution can be poured semi-slowly into the buchner funnel. So in this experiment, the Knoevenagel Condensation of diethyl malonate with aromatic aldehyde salicylaldehyde involves an initial aldol-type addition followed by a spontaneous dehydration.

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24.3: Synthesis of Amides

amide synthesis of acetophenetidin

A: Base of the internal carotid Q: Which of the ff are branches… The Knoevenagel Condensation Preparation of Ethyl 3-Coumarincarboxlate Essay Example Knoevenagel Condensation uses a compound of the type X-CH2-Y as the carbanion source, where X and Y are the electron withdrawing groups such as —CN,-COOR,-COR, NO2, etc. We use a hose connected to a vacuum tap to remove vapors from the reaction assembly. Allows the reaction to be carried out at the boiling point of the solvent and yet it prevents loss of solvent or reagent due to evaporation. All the vapors will be removed. The dark black solution is filtered through a gravity filtration system allowing the slightly pink liquid to pass through the fluted filter paper.

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Lab Report 6: Synthesis of opportunities.alumdev.columbia.edu

amide synthesis of acetophenetidin

In Part 1, an attempt to synthesize acteophenetidin crystals by amide synthesis was made. After mixing and boiling, the solution is placed on Ice where the Crystallization process begins. INTRODUCTION Synthesis Acetylsalicylic acid is an acetyl derivative of salicylic acid which appears as a white and crystalline and a weakly acidic substance with a melting point of 135°C and is also known to be aspirin. How does the Cl get an H? This content is copyrighted under the following conditions, "You are granted permission for individual, educational, research and non-commercial reproduction, distribution, display and performance of this work in any format. The aqueous solution was then separated into one container and the dichloromethane solution into another.

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Ch. 4 Synthesis of Acetophenetidin Flashcards

amide synthesis of acetophenetidin

Your aniline hydrochloride solution is ready for reaction. Then, to induce crystallization, the beaker was placed in an ice bath. The yield was then collected by suction filtration. We could have had a higher percent yield if we would have washed the sides of the flask more. Place 100 µL of aniline into a tared 10 X 75-mm test tube standing in a small beaker or Erlenmeyer flask. The dark black solution was filtered through a gravity filtration system, leaving dark residue behind on the The mass of the crude sample collected was 2. A reason for a smaller yield than notable reported could have been due to transfer of the product from glassware to glassware.

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Amide synthesis

amide synthesis of acetophenetidin

Wet the filter paper in advance with distilled water and blot the excess water from the stem of the funnel. After its ice bath the solution needs to be suction filtered to separate it from the xylenes solvent. Which one is most reactive out of the following? TLC monitoring of the reaction mixture exhibited formation of a new product, which was purified Table 1, entry 1. Please complete any questions as much as you can before posting. Please flair yourself and read over the rules below before posting.

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