Making aspirin chemguide chemistry

images making aspirin chemguide chemistry

There is no visible change in the colourless liquids, but a mixture of ethyl ethanoate and ethanoic acid is formed. If you follow this link, use the BACK button on your browser to return to this page. You mix two colourless liquids and get another colourless liquid! Notice that the syllabus talks about "phenols", not "phenol". This reaction also needs gentle heating for it to happen at a reasonable rate, and again there isn't anything visually dramatic. I am using the colour-coded structural versions to try to show the link between the various reactions. Taking ethanol reacting with ethanoic anhydride as a typical reaction involving an alcohol: There is a slow reaction at room temperature or faster on warming. How did this affect the end product?

  • How to Make Aspirin Acetylsalicylic Acid
  • preparation of esters
  • 1 Synthesis of Aspirin (Experiment) Chemistry LibreTexts
  • acid anhydrides and water, alcohols or phenol
  • chemguide CIE A level chemistry support Learning outcome (b)

  • images making aspirin chemguide chemistry

    Although this reaction can also be done with ethanoyl chloride. The reactions of acid anhydrides with water, alcohols and phenol.

    How to Make Aspirin Acetylsalicylic Acid

    The reaction with phenol itself isn't very important, but you can make aspirin by a very. Describes ways of making esters from alcohols or phenols. Note: These reactions (including the formation of aspirin) are discussed in more detail on a page.
    The hydrogen is being replaced by an ethanoyl group, CH 3 CO.

    The phenoxide ion reacts more rapidly with benzoyl chloride than the original phenol does, but even so you have to shake it with benzoyl chloride for about 15 minutes. If this is the first set of questions you have done, please read the introductory page before you start. Aspirin is used to relieve pain, reduce inflammation, and lower fever. Perform a recrystallization to purify the product. This reaction also needs gentle heating for it to happen at a reasonable rate, and again there isn't anything visually dramatic.

    preparation of esters

    The individual reactions The reaction with water Modifying the general equation we've just looked at, you will see that you will get ethanoic acid produced together with hydrogen chloride gas.

    images making aspirin chemguide chemistry
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    There are various reasons for this, which are explored at the bottom of the corresponding page about the reactions of acid anhydrides with oxygen compounds.

    images making aspirin chemguide chemistry

    Phenols have an -OH group attached directly to a benzene ring. Submit the crystalline sample in a small vial with proper labeling to your instructor. The catalyst is usually concentrated sulphuric acid. If acetylsalicylic acid does not begin to crystallize out, scratch the walls of the flask with a glass rod.

    1 Synthesis of Aspirin (Experiment) Chemistry LibreTexts

    Small esters are formed faster than bigger ones. When this reacts with ethanoic anhydride, it is ethanoylated or acylated, if you want to use the more general term to give: You might find all sorts of other variants on drawing this as well.

    Reactions of acid anhydrides with oxygen compounds. reactions of acid anhydrides with water, alcohols and phenols (including the manufacture of aspirin).

    The reactions of acyl chlorides with water, alcohols and phenol. The reaction with phenol itself isn't very important, but you can make aspirin by a very similar.

    acid anhydrides and water, alcohols or phenol

    Aspirin is one of the most commonly used drugs in the world, so why not bring chemistry out of the text books, and synthesise aspirin in the undergraduate.
    Excess acid and alcohol both dissolve and are tucked safely away under the ester layer.

    Modifying the general equation we've just looked at, you will see that you will get ethanoic acid produced together with hydrogen chloride gas. The ester is the only thing in the mixture which doesn't form hydrogen bonds, and so it has the weakest intermolecular forces.

    It is likely to take you some time, though, and you may have to visit several other pages as well.

    chemguide CIE A level chemistry support Learning outcome (b)

    They are the same structure with the molecule just flipped over in space. It isn't particularly important in the context of the current page. H 2 SO 4 use a dropper, H 2 SO 4 is highly corrosive and swirl the flask gently until the salicylic acid dissolves.

    images making aspirin chemguide chemistry
    Making aspirin chemguide chemistry
    This page looks at the reactions of acyl chlorides acid chlorides with water, alcohols and phenol.

    The catalyst is usually concentrated sulphuric acid.

    Video: Making aspirin chemguide chemistry D.2 Synthesis of aspirin (SL)

    The reaction between ethanoyl chloride and phenol is similar to the ethanol reaction although not so vigorous. The chemistry of the reaction Esters are produced when carboxylic acids are heated with alcohols in the presence of an acid catalyst. Gently swirl the flask to mix the solution.

    These reactions are just the same as the corresponding acyl chloride reactions except: Ethanoic acid is formed as the second product rather than hydrogen chloride gas. For example: Looking at it this way, notice that the hydrogen of the phenol -OH group has been replaced by an acyl group - an alkyl group attached to a carbon-oxygen double bond.

    4 thoughts on “Making aspirin chemguide chemistry

    1. When this reacts with ethanoic anhydride, it is ethanoylated or acylated, if you want to use the more general term to give: You might find all sorts of other variants on drawing this as well.

    2. Why is the aspirin washed with cold water? The phenoxide ion reacts more rapidly with benzoyl chloride than the original phenol does, but even so you have to shake it with benzoyl chloride for about 15 minutes.