Distinguishing Between Different Organic Compounds

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    Organic Synthesis and

    Analysis

    ORGANIC SYNTHESIS AND ANALYSIS

    Distinguishing between different OrganicCompounds

    It is possible to compare most of the organic compoundsthat you have coveredthrough simple chemical tests. A number of these tests arecovered below.

    Test for alkenes

    Due to the fact that they undergo electrophilic

    additionwith bromine, alkenes will decolourise

    bromine water.

    To test:

    Add few drops on bromine water to your sample.

    Shakethe mixture.

    If:

    the bromine decolourisesthen an alkene is present.

    the bromine does not decolourise no alkene is present.

    Test for haloalkanes

    If you heat haloalkanes with dilute sodium hydroxide halide

    ions are produced due to a nucleophil ic substitution

    reaction.

    To test:

    Add aqueous sodium hydroxide to your sample.

    Heat the mixture and then allow it to cool.

    Add dilute nitric acid followed by aqueous silver nitrate.

    If:

    a white precipitatethat is soluble indilute

    ammonia forms then a chloroalkane was present.

    a cream precipitatethat is soluble inconcentrated ammoniaforms then a

    bromoalkanewas present.

    a yellow precipitatethat is insolublein ammoniaforms then an iodoalkane

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    Organic Synthesis

    Distinguishing between

    different Organic Compounds

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    was present.

    Test for aldehydes

    It is possible to oxidisedaldehydes using a mild oxidising agent

    like Tollens reagent or Fehlings solution.

    Tollens reagent:

    Add Tollens reagent to your sample.

    Heat the mixture.

    If:

    a silver mirror forms then analdehyde is present.

    Fehlings solution:

    Add Fehlings solution to your sample.

    Heat the mixture.

    If:

    a brick-red precipitateforms an aldehyde is

    present.

    Test for carboxylic acids

    Carboxylic acids are able to free carbon dioxidefrom

    carbonates.

    To test:

    Add sodium carbonate solution to your sample.

    If:

    effervescenceis produced and the gas causes the

    lime water to become milkythen a carboxylic acid is

    present.

    Test for acyl chlorides

    Chloride ionsare released readily by acyl

    chlorides which produces the gas, hydrogen

    chloride .

    To test:

    Add water slowly to your sample.

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    If:

    white, misty fumesare produced then an

    acyl chloride is present.

    Test for amines

    Amines are alkaline.

    To test:

    Add universal indicator to your sample.

    If:

    it turns blue/purpleand has a fishy smellthen an

    amine is present.

    Test for alcohols

    When sulphuric acidis present, alcohols will react with carboxylic acidsto produce

    esters.

    To test:

    Add ethanoic acid followed by sulphuric

    acid to your sample.

    Heat the mixture.

    If:

    the mixtures begins to smell swee t and fruitythen an alcohol was present.

    Distinguishing tests for primary, secondary and tertiary alcohols

    All react differently when oxidised:

    primaryalcohols form aldehydes

    secondaryalcohols form ketones

    tertiaryalcohols cannot be oxidised

    To test:

    Add dilute sulphuric acid and potassium dichromate to your mixture.

    Warm the mixture gently.

    If:

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    the mixture turns greenthan a primary or secondary alcohol is present.

    the mixture does not turn greenthen a tertiary alcohol is present.

    If the mixture turns green then add Fehlings mixture and heat again.

    If:

    a brick-red precipitateforms then a primary alcohol w as present.

    no brick-red precipitateforms then a secondary alcohol was present.

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