In the event you find this near sunrise filled with anxiety, rage and confusion I hope this gives you a hand. The purpose of this experiment was to perform a base-catalyzed hydrolysis reaction while converting oil of wintergreen to salicylic acid. An illustrated equation showing compounds to be isolated or synthesized is shown below.
Together we'll explore those organic chemistry labs we love oh so very much. In the event you find this near sunrise filled with anxiety, rage and confusion I hope this gives you a hand. The purpose of this experiment was to perform a base-catalyzed hydrolysis reaction while converting oil of wintergreen to salicylic acid.
An illustrated equation showing compounds to be isolated or synthesized is shown below.
Methyl salicylate has a relatively weak phenol and carboxylic functional groups that are important in this experiment; it also has a mint like smell smell, and reacts rapidly with NaOH.
Structures of molecules mentioned above are shown below. Procedure All procedures were carried out under a hood, all individuals involved wore nitrile gloves and safety goggles. Glassware was cleaned, rinsed with deionzed water and if necessary acetone before usage.
The pellet form of the NaOH made it difficult to acquire the. After the pellets dissolved. A boiling stone was then dropped to the bottom of the round bottom flask.
Next, using grease on the glass joint, a water jacketed condenser was added to the round bottom flask. They were connected and held in place by a screw cap at the joint of intersection between the two. Two water tubes were attached to the condenser, the top arm attached to a tube allowing for water to go out, the bottom arm of the condenser was connected to a tube lead from the water source in the hood, allowing for the water to come in and run through.
A clamp was used to hold the apparatus steady and hold fast to a vertical rod in the hood. The mixture was heated for about 15 minutes as the white solid dissolved. After reflux, the equipment was allowed to cool to room temperature by separating it from the heat source, it sat till it was only slightly warm and comfortable to handle.
The condenser was removed. The contents of the round bottom flask then underwent vacuum filtration through a Hirsch Funnel fit with filter paper and connected with an integral adapter to a 25mL filter flask.
The crude product from the Hirsch funnel was then transferred to weigh paper using a spatula. The salicylic acid crystals were then placed in a 10mL Erlenmeyer flask. Next, 5mL of water were added to the Erlenmeyer flask containing the crystals.
The solution was put on the hot plate till the solid dissolved and was immediately taken off.the mechanism for the acid catalysed hydrolysis of esters This page looks in detail at the mechanism for the hydrolysis of esters in the presence of a dilute acid (such as hydrochloric acid or sulphuric acid) acting as the catalyst.
Hydrolysis of Methyl Salicylate. This hydrolysis is catalyzed by base- in this case NaOH, and therefore the initial product of the reaction is the sodium salt of salicylic acid.
Draw out the complete mechanism for the reaction shown below. 2. Prepare a table of reagents and the product - listing MW, Amounts, mmol, B.P., M.P. Carboxylic Acids and Saponification of Methyl Benzoate The concept of a solubility switch will also serve as the basis for following the base (NaOH) catalyzed hydrolysis (saponification) reaction of an ester (methyl benzoate) to the salicylic acid or sodium salicylate?
Part 2: 1. Write an overall chemical equation for the saponification. 1.) Write a mechanism for the base-catalyzed hydrolysis of methyl salicylate.
2.) Devise another route by which methyl salicylate can be converted to acetylsalicylic acid%(5). 1.) Write a mechanism for the base-catalyzed hydrolysis of methyl salicylate.
2.) Devise another route by which methyl salicylate can be converted to acetylsalicylic acid%(5). Methyl salicylate is an ester easily recognized by its odor and is known as oil of wintergreen because of its natural source.
This ester will be treated with aqueous base.