Oil of wintergreen: synthesis and nmr analysis o introduction: when salicylic acid reacts with methanol in the presence of an acid catalyst, methyl salicylate, or oil of wintergreen, is produced according to the following equation: given organic compound and those of a compound known as tetramethylsilane (tms), (ch 3) 4 si. Oil of wintergreen oil of wintergreen, which contains methyl salicylate, would experience a colour change in the presence of fecl3 this is because methyl salicylate is a member of the phenol class of compounds as its oh group is attached to a benzene ring. During this experiment, two organic esters, acetylsalicylic acid (aspirin) and methyl salicylate (oil of wintergreen) will be synthesized the percent yield of the aspirin will then be calculated using the equation below. Synthesis of salicylic acid organic chemistry dr elliott. Chem lab preparation of aspirin and oil of wintergreen midterm chem lab preparation of aspirin and oil of wintergreen midterm derivatives of organic compounds to purify a solid compound by separating impurities that are soluble in the solvent used for the recrystallization.
An experiment is described that is suitable for the early portion of the laboratory in a general chemistry course and integrates organic examples it is the two-step synthesis of aspirin starting from oil of wintergreen the mechanism for this synthesis provides examples of three major classes of. Esterification reaction: the synthesis and purification of 2-acetoxybenzoic acid and subsequent analysis of the pure fundamental compound can cause stomach irritation and is bitter tasting, so a milder prodrug synthesis of aspirin 2009 grams of salicylic acid was used with 5000 ml of acetic anhydride. Salicylates are among a family of compounds found in a number of products including aspirin (acetylsalicylic acid) and oil of wintergreen (methyl salicylate) salicylate (2-hydroxybenzoate fig 56 ) is formed enzymatically (cyclooxygenase) or nonenzymatically from aspirin . Methyl salicylate (oil of wintergreen or wintergreen oil) is an organic compound with the formula c 6 h 4 (oh)(co 2 ch 3) it is the methyl ester of salicylic acid it is a colorless, viscous liquid with a sweet odor.
A single-pot procedure for the preparation of methyl salicylate (oil of wintergreen) from commercial aspirin tablets has been developed the synthesis proceeds via a tandem transesterification–fischer esterification using acidic methanol and can be carried out using either conventional or microwave heating. An important part of chemistry is the preparation, or synthesis, of compounds from simpler start- preparation of aspirin 2 purity of the product it does cause some loss of material, so one does not obtain 100% of the which the name salicylic acid is derived), spirea (from which the name aspirin was derived), and wintergreen these were. The synthesis of aspirin, acetyl salicylic acid, is a standard organic chemistry laboratory activity in this unit, this activity is extended by having students first synthesize the starting materials, salicylic acid and acetic anhydride, from naturally occurring precursors.
Synthesis of oil of wintergreen pre- lab discussion: methyl salicylate c 6 h 4 ( ho) cooch 3, also known as salicylic acid methyl ester, oil of wintergreen, is a natural product of many species of plants. 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 the hydrolysis reaction that occurs will form methanol, water, and the sodium salt of salicylic acid salts of organic compounds usually are soluble in water or will. Both aspirin (acetylsalicylic acid) and oil of wintergreen (methyl salicylate) are commonly used organic compounds aspirin is usually used as a pain reliever or fever reducer, and oil of wintergreen is used in rubbing liniments for sore muscles and as a flavoring agent.
Methyl salicylate is a naturally occurring compound that we will use to produce salicylic acid, which will then be used to make the wonder drug aspirin (acetylsalicylic acid) this is not the source of salicylic acid in the industrial synthesis of aspirin, but it is, nevertheless, a good one for laboratory use. Experiment 19: synthesis of aspirin and oil of wintergreen the purpose of this lab was to synthesize the organic compounds, aspirin and oil of wintergreen, through the process of esterification between an alcohol and an acid. Methylsalicylate is a component of oil of wintergreen and is used in flavoring candies synthesis synthetic organic reactions are rarely rapid or quantitative, that is, they do not give a 100% yield of product.
The two compounds indicated are both organic esters an ester is a compound that is formed when an acid (containing the cooh group) reacts with an alcohol (a compound containing an -oh group) in this experiment the experimenters will prepare two esters of o-hydroxybenzoic acid, more commonly known as salicylic acid. To understand the chemistry, the student must be able to recognize the common molecular framework shared by oil of wintergreen, salicylic acid, and aspirin and to identify the -oh and -co2 sites. The preparation of organic compounds aspirin and wintergreen oil' pages 2 words 396 view full essay more essays like this: aspirin preparation, wintergreen oil preparation, organic compounds not sure what i'd do without @kibin - alfredo alvarez, student @ miami university aspirin preparation, wintergreen oil preparation, organic.