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what is the conjugate base of aspirin after a naoh treatment

by Howell Gottlieb MD Published 3 years ago Updated 2 years ago

What is the reaction between aspirin and NaOH?

Aspirin was extracted upon treatment with NaOH (base). Write the structure of the conjugate base of aspirin (after treatment with NaOH) and explain why it dissolved in the aqueous layer. You could extract caffeine from neutral organics by treatment with aqueous HCI (acid). Write the structure of the conjugate acid of caffeine (after treatment with HCI) and

What is the conjugate acid and base of O H X-?

Also known as Aspirin, acetylsalicylic acid (ASA) is a commonly used drug for the treatment of pain and fever due to various causes.Acetylsalicylic acid has both anti-inflammatory and antipyretic effects. This drug also inhibits platelet aggregation and is used in the prevention of blood clots stroke, and myocardial infarction (MI).

What is the best way to make aspirin solution?

a. Aspirin was extracted upon treatment with NaOH (base). Write the structure of the conjugate base of aspirin (after treatment with NaOH) and explain why it dissolved in the. Question: I did an organic chemistry lab where I had a sample and I had to separate out aspirin, acetaminophen, and caffeine. The following questions refer to those ...

Is aspirin an ester or an acid?

Aug 29, 2015 · To the best of my knowledge, a conjugate acid of a base is the base after it has accepted a proton, or a $\ce{H+}$ ion. In this case: $$\ce{NaOH + H+ -> Na+ + H2O}$$ Is the conjugate acid of $\ce{NaOH}$ the sodium ion, or the water? Common sense tells me it can't be the $\ce{Na+}$ ion, because it has no protons to donate, so how could it ever ...

What is the conjugate base of NaOH?

As Na+ is a very weak conjugate acid of NaOH, hence it has no ability to react with either OH-- ion or with water molecules ions....Is Sodium hydroxide (NaOH) an acid or base? Strong vs Weak - Conjugate acid.Name of MoleculeSodium hydroxideAcid or Base?Strong baseConjugate acidNa+pH value12 – 14Basicity (pKb)0.22 more rows

What is the conjugate acid and base of NaOH?

waterThe conjugate acid of NaOH is H2O i.e water . Sodium is a spectator ion in the compound NaOH, which means it can be ignored , now when a base accepts a proton, it forms a conjugate acid , so in the solution OH- ion accept a proton i.e. H+ to form H20.Nov 17, 2019

Is acetylsalicylic acid soluble in NaOH?

Answer and Explanation: Aspirin would be slightly soluble in NaOH because the carboxylic acid group would be deprotonated making it negatively charged.

What is the conjugate acid of caffeine?

Caffeine (pKa of conjugate acid is 3.6) is an alkaloid. Alkaloids are organic natural products with an amine functional group.

Does NaOH have a weak conjugate base?

NaCl is a weaker base than NaOH. Strong acids react with strong bases to form weaker acids and bases. 3. Compare NaOH, NH3, and H2O, and NH4Cl: NaOH is a stronger base than NH3.

Are HCl and NaOH conjugate acid base pair?

Acid1 is HCl, its conjugate base is base1; hydroxide ion is base 2, and its conjugate acid (water) is acid2. Chloride ion is the conjugate base of hydrochloric acid. Water is the conjugate acid of the hydroxide ion....SystemAcidBaseBønsted-Lowryproton donorproton acceptor1 more row

Will aspirin react with NaOH?

This is an acid-base reaction in which the acetylsalicylic acid reacts with the base sodium hydroxide to produce the salt sodium acetylsalicylate and water (acid + base → salt + water).

Is NaOH a base?

Sodium hydroxide (Na OH), also known as lye or caustic soda, is a caustic metallic base. An alkali, caustic soda is widely used in many industries, mostly as a strong chemical base in the manufacture of pulp and paper, textiles, drinking water, and detergents.

How do you find the concentration of aspirin through NaOH titration?

2:104:25Chemistry Lab Skills: Aspirin Titration - YouTubeYouTubeStart of suggested clipEnd of suggested clipThen add two drops of phenolphthalein indicator to the flask. Titrate using the standard NaOH thatMoreThen add two drops of phenolphthalein indicator to the flask. Titrate using the standard NaOH that was added to the burette. Remember to record the initial. And final burette readings to two decimal.

Why is aspirin in the aqueous layer?

The organic solution of the active ingredients is then treated with an aqueous solution of a weak base to make the aspirin water soluble so that the aspirin transfers to the aqueous layer.

How do you separate caffeine from aspirin?

Therefore, the aspirin and caffeine in the filtrate can be separated by extraction either with acid, which will remove the caffeine as a water-soluble salt, or by extraction with base, which will remove the aspirin as a water-soluble salt.

How do you separate aspirin and acetaminophen?

Because they are insoluble in dichloromethane, the binder and acetaminophen will be separated from the other two components by treatment of the solid with hot dichloromethane. The acetaminophen is soluble in hot ethanol. The other two components can then be separated using a standard acid/base extraction.

Question

a. Aspirin was extracted upon treatment with NaOH (base). Write the structure of the conjugate base of aspirin (after treatment with NaOH) and explain why it dissolved in the aqueous layer.

Solubility

Intermolecular forces of attraction dictate whether or not a solute will dissolve in a particular solvent. A general rule is like dissolves like where solute will be solvent that exhibits similar intermolecular forces.

How is acetylsalicylic acid prepared?

Acetylsalicylic acid is prepared by reacting acetic anhydride with salicylic acid at a temperature of <90 °C either in a solvent (e.g., acetic acid or aromatic, acyclic, or chlorinated hydrocarbons) or by the addition of catalysts such as acids or tertiary amines.

How much aspirin is lethal?

The lethal dose of aspirin for an adult is probably in the region of 25 to 30 g but recovery has been achieved by appropriate treatment after the ingestion of twice or thrice this amount.

What is the most commonly used analgesic and antipyretic medication?

Aspirin or acetylsalicylic acid is perhaps the most commonly used analgesic and antipyretic medication worldwide, having been in clinical use for over 100 years.

What is acetylsalicylic acid?

**Pain, fever, and inflammation** Acetylsalicylic acid (ASA), in the regular tablet form (immediate-release), is indicated to relieve pain, fever, and inflammation associated with many conditions, including the flu, the common cold, neck and back pain, dysmenorrhea, headache, tooth pain, sprains, fractures, myositis, neuralgia, synovitis, arthritis, bursitis, burns, and various injuries. It is also used for symptomatic pain relief after surgical and dental procedures [FDA label]. The _extra strength_ formulation of acetylsalicylic acid is also indicated for the management migraine pain with photophobia (sensitivity to light) and phonophobia (sensitivity to sound) [FDA label]. **Other indications** ASA is also indicated for various other purposes, due to its ability to inhibit platelet aggregation. These include: Reducing the risk of cardiovascular death in suspected cases of myocardial infarction (MI) [FDA label]. Reducing the risk of a first non-fatal myocardial infarction in patients, and for reducing the risk of morbidity and mortality in cases of unstable angina and in those who have had a prior myocardial infarction [FDA label]. For reducing the risk of transient ischemic attacks (TIA) and to prevent atherothrombotic cerebral infarction (in conjunction with other treatments) [FDA label]. For the prevention of thromboembolism after hip replacement surgery [FDA label]. For decreasing platelet to platelet adhesion following carotid endarterectomy, aiding in the prevention of transient ischemic attacks (TIA) [FDA label]. Used for patients undergoing hemodialysis with a silicone rubber arteriovenous cannula inserted to prevent thrombosis at the insertion site [FDA Label]. **Important note regarding use of the extended-release formulation [F4405]** In the setting of acute myocardial infarction, or before percutaneous interventions, the extended-release form of acetylsalicylic acid should not be used. Use immediate-release formulations in scenarios requiring rapid onset of action [Label, F4405]. The extended-release form is taken to decrease the incidence of mortality and myocardial infarction (MI) for individuals diagnosed with chronic coronary artery disease (CAD), including patients with previous myocardial infarction (MI) or unstable angina or with chronic stable angina. Additionally, the extended-release form is used to decrease the risk of death and recurrent episodes of stroke in patients with a history of stroke or TIA [F4405].

What is ASA in a blood test?

Acetylsalicylic acid (ASA) blocks prostaglandin synthesis. It is non-selective for COX-1 and COX-2 enzymes [A177241, A10989, A32682]. Inhibition of COX-1 results in the inhibition of platelet aggregation for about 7-10 days (average platelet lifespan). The acetyl group of acetylsalicylic acid binds with a serine residue of the cyclooxygenase-1 (COX-1) enzyme, leading to irreversible inhibition. This prevents the production of pain-causing prostaglandins. This process also stops the conversion of arachidonic acid to thromboxane A2 ( TXA2 ), which is a potent inducer of platelet aggregation [FDA label]. Platelet aggregation can result in clots and harmful venous and arterial thromboembolism, leading to conditions such as pulmonary embolism and stroke. It is important to note that there is 60% homology between the protein structures of COX-1 and COX-2. ASA binds to serine 516 residue on the active site of COX-2 in the same fashion as its binding to the serine 530 residue located on the active site of COX-1. The active site of COX-2 is, however, slightly larger than the active site of COX-1, so that arachidonic acid (which later becomes prostaglandins) manages to bypass the aspirin molecule inactivating COX-2 [A32682, A177256]. ASA, therefore, exerts more action on the COX-1 receptor rather than on the COX-2 receptor [A177268]. A higher dose of acetylsalicylic acid is required for COX-2 inhibition [A177325].

How many aspirin tablets should be stored?

Chewable aspirin tablets containing 81 mg of the drug should be stored in child-resistant containers holding not more than 36 tablets each in order to limit the potential toxicity associated with accidental ingestion in children. Aspirin suppositories should be stored at 2-15 °C.

How long does ASA stay in your system?

The half-life of ASA in the circulation ranges from 13 - 19 minutes. Blood concentrations drop rapidly after complete absorption. The half-life of the salicylate ranges between 3.5 and 4.5 hours [FDA label].

What happens when you mix aspirin and NaOH?

Thus, there are two reactions that can occur between aspirin and NaOH: the faster will be deprotonation of the acid function, so you'll get sodium acetylsalicylate. This is actually what is present in many aspirin formulations. The other is saponification of the acetyl function. This function is an ester.

What is the name of the ester of acetic acid?

In the case of aspirion, it is the salicylate ester of acetic acid. Salicylate is the common name of 2-hydroxy-benzoic acid. So if you saponify the acetyl, you will get sodium acetate and sodium salicylate. The first reaction is complete and fast at room temperature.

Is aspirin a benzoic acid?

Aspirin ist just the common name for a cetylsalicylic acid. It is a benzoic acid, substituted in the ortho position with an acylated alcohol (actually a phenol) function. Thus, there are two reactions that can occur between aspirin and NaOH: the faster will be deprotonation of the acid function, so you'll get sodium acetylsalicylate. ...

Is aspirin a phenol?

If the conditions are a bit more vigorous like heating at reflux for a while, than the ester present in aspirin will be cleaved to give a phenol (also called salicylic acid, sodium sale) and the sodium salt of acetic acid. It’ll be simplier if this is not under more vigorous conditions.

Is aspirin soluble in water?

Commercially soluble aspirin products use the calcium salt. If your aim is to get aspirin in solution that’s a good place to start. Bear im mind tha aspirin is unstable in the presence of water, even just water vapour in the air. It hydrolyses to salicylic acid and acetic acid.

Is aspirin an ester?

Improve your health skill set with a scientific understanding of the effects of exercise on the body. Aspirin is a carboxylic acid and also an ester so there are two reactions possible. the first is and acid-base reaction in which you get the salt of a carboxylic acid and carbon dioxide.

Is aspirin an ester or carboxylic acid?

Aspirin is a carboxylic acid and also an ester so there are two reactions possible. the first is and acid-base reaction in which you get the salt of a carboxylic acid and carbon dioxide. If the conditions are a bit more vigorous like heating at reflux for a while, than the ester present in aspirin will be cleaved to give a phenol ...

How to dissolve headache powder?

2. In a 50 mL Erlenmeyer flask, dissolve 1 g of headache powder (the contents of one packet) in 20 mL of diethyl ether. The headache powder contains some binders which are insoluble in ether. All of the powder may not disolve, but this is not a problem. 3.

What is liquid extraction?

Extraction is a widely used method for the separation of a substance from a mixture. It involves the removal of a component of a mixture by contact with a second phase. Solid-liquid and liquid-liquid extractions are commonly performed by batch and continuous processes. The removal of caffeine from coffee beans with dichloromethane is an example of a solid liquid extraction. Crystal violet may be removed from a water solution by liquid-liquid extraction with n-amyl alcohol (1-pentanol). Other common applications of liquid-liquid extractions involve:

How are reactions completed?

Many reactions are completed by separating an aqueous layer from an organic layer. Many reactions require that a component be removed by acid-base extraction. The isolation of useful compounds from naturally occurring materials is a common organic process. All of these can be accomplished by means of a 'Sep Funnel.'.

Is extracting solvent a KD?

An extracting solvent should be immiscible, have a favorable KD, be nonreactive (with the exception of aqueous solutions of acids and bases) and be easily separated from solute. Some commercial headache remedies contain aspirin as well as caffeine, salicylamide and/or acetaminophen. Figure 1.

Is conjugate base water soluble?

The conjugate base is a salt and is water soluble; therefore, it is removed from the organic solvent layer. Reacidification of this basic aqueous layer will regenerate the organic acid, which will precipitate from the aqueous solution due to the acid's limited solubility in water. Figure 2.

Is aspirin soluble in a compound?

Acetylsalicylic acid, Aspirin, is an organic acid; therefore, it is soluble in an organic solvent (diethyl ether), but will react with a basic reagent (:B) such as sodium hydroxide or sodium bicarbonate to produce the conjugate base of the acid.

What is the pH of asparagine?

Asparagine is pKa 8.80 - range from 7.80 to 9.80. Lysine is pKa 8.95 - range from 7.95 to 9.95. (Asp and Lys are possible but near the end of the range, so Cys is best) Identify the charged groups in the peptide shown below at pH 1 and at pH 7.

Which amino acids are charged at pH 4?

Draw structures of the following amino acids, indicating the charged form that exists at pH 4: histidine, asparagine, tryptophan, proline, and tyrosine. All of them have NH3+ and COO- in the amino and carboxyl groups. Histidine also has an NH+ is its imidazole ring.

What are the amino acids in collagen?

Amino acids other than usual are post-translational modifications of normal amino acids. Hydroxylysine and hydroxyproline are in collagen. Thyroxine is in the thyroid. Predict the predominant ionized forms of the following amino acids at pH 7: glutamic acid, leucine, threonine, histidine, and arginine.

Why is a solution a buffer?

The solution is a buffer because it contains equal concentrations of TRIS in the acid and free amine forms. When the two solutions are mixed, the concentrations of the resulting solution (in the absence of reaction) are 0.05 M HCl and 0.1 M TRIS because of dilution.

What is the role of valine in hemoglobins?

The valine is on the outside of the globular protein where the amino acids have to interact with water. The presence of the hydrophobic amino acid at that position causes hemoglobins to clump together via hydrophobic interactions. This clumping causes the cell deformation.

What is the process of converting glucose and oxygen to carbon dioxide and water?

In biochemistry, the exergonic process of converting glucose and oxygen to carbon dioxide and water in aerobic metabolism can be considered the reverse of photosynthesis , in which carbon dioxide and water are converted to glucose and oxygen.

What is denaturation in biology?

Define denaturation in terms of the effects of secondary, tertiary, and quaternary structure. When a protein is denatured, the interactions that determine secondary, tertiary, and any quaternary structures are overcome by the presence of the denaturing agent. Only the primary structure remains intact.

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