What are the roles of methyl salicylate in the synthesis of salicylic acid?
Methyl salicylate (an ester) can be hydrolyzed to produce salicylic acid. Acetic anhydride will be used in this experiment so that when ester is formed, water is not produced. As a result, the thermodynamic equilibrium will now be for the formation of an ester instead of its hydrolysis.
What is the chemical reaction involved in the synthesis of salicylic acid?
The reaction that is used for the synthesis is shown below. In this reaction, an excess of acetic anhydride (C4H6O3) is added to a measured mass of salicylic acid (C7H6O3) in the presence of a catalyst, sulfuric acid (H2SO4). The mixture is heated to form the acetylsalicylic acid (C9H8O4) and acetic acid (C2H4O2).
What is the mechanism of toxicity of salicylic acid?
The principal pathophysiologic effect of toxic doses of salicylates are characterized by (1) stimulation of the respiratory center of the brain, leading to hyperpnea and respiratory alkalosis; (2) uncoupling of oxidative phosphorylation, leading to increased oxygen utilization and glucose demand, increased oxygen …
What is the toxicity of methyl salicylate?
Warning symptoms of methyl salicylate toxicity range from fatigue, nausea, hallucinations, dizziness, difficulty breathing, convulsions, ringing in the ears and vomiting.
What is the chemical difference between salicylic acid and methyl salicylate?
carboxylic acids In methyl salicylate (oil of wintergreen), the COOH group of salicylic acid is esterified with methanol (CH3OH), whereas in acetylsalicylic acid (aspirin) the acid component of the ester is acetic acid, and salicylic acid contributes the phenolic ―OH group.
Does salicylic acid react with nahco3?
Salicylic acid does not dissolve in aqueous sodium bicarbonate. If it did, you would find molecules of salicylic acid in the aqueous sodium bicarbonate. But salicylic acid reacts with sodium bicarbonate to form sodium salicylate, water, and CO2. What you’ll find in solution is sodium salicylate, not salicylic acid.
Can you get salicylic acid poisoning?
Although rare, salicylic acid toxicity (salicylism) can occur from topical application. Physicians should be mindful of the potential for salicylism or even death from topically applied salicylic acid.
At what concentration does salicylic acid become toxic?
Salicylate levels greater than 100 mg/dL are considered severe toxicity and occur 12 to 24 hours after ingestion. Damage to the basement membranes will cause cerebral and pulmonary edema. Patients may become obtunded and develop seizures.
How much salicylic acid is toxic?
The level at which salicylic toxicity begins is 35 mg/dL. 6 The half-life of salicylic acid can range from 2 to 12 hours depending on the dose. If 16 g of lotion is applied twice a day, salicylic acid could accumu- late in the body and levels could even become high enough to cause death.
What is the chemical equation for methyl salicylate?
The formula of the chemical compound Methyl salicylate is C8H8O3
What is the reaction between methanol and salicylic acid?
When methyl salicylate is prepared from salicylic acid and methanol, an OH – is the leaving group from the salicylic acid. The presence of the acid provides a large amount of H+ ions to stabilize the leaving group to H2O , and speeds up the rate of the reaction .
What products contain ester methyl salicylate?
Specific Products that Use Methyl Salicylate Bengay Icy Hot Cream Salonpas Pain Patch Analgesic Balm Adazin LidoPro Menthocin Patch with Lidocaine Soothee Patch Terocin Medrox
What ester is produced from salicylic acid and methyl alcohol?
When salicylic acid is heated with methyl alcohol, the carboxyl group of salicylic acid is esterified, producing a strong-smelling liquid ester (methyl salicylate). Insert illustration of salicylic acid+ methyl alcohol (methyl salicylate + water. The minty odor of many common liniments sold for sore muscles and joints is due to this ester.