Scribd Logo
Upload

Welcome to Scribd!

  • 3 views

    Lab Book EOC 202425 04092024 - Removed

    Uploaded by

    yedayelotak

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd

    Lab Book EOC 202425 04092024 - Removed

    Uploaded by

    yedayelotak
    3 views2 pages

    Original Title

    lab book EOC 202425 04092024_removed

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    3 views2 pages

    Lab Book EOC 202425 04092024 - Removed

    Uploaded by

    yedayelotak

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    You are on page 1of 2

    Experimental Organic Chemistry

    Experiment 3. AROMATIC ELECTROPHILIC SUBSTITUTION: NITRATION OF ACETANILIDE.

    The introduction of a nitro group in an aromatic ring by means of nitric and sulfuric acids is an
    example of aromatic electrophilic substitution. In this case, the electrophile is the nitronium ion
    (NO2+), a reactive species that is formed in situ form nitric and sulfuric acids. The amide group
    directs the substitution to the para‐ position. The reaction temperature should be carefully
    controlled to avoid the formation of side‐products.
    Procedure:
    1. Place H2SO4 (concentrated) (7.5 mL) in a two neck round‐bottomed flask. Add acetanilide
    (3.5 g) in portions with magnetic stirring until a solution is obtained.
    2. Set up a system with a Claisen adapter, an addition funnel and a thermometer (Figure 7d)
    3. Cool the solution in an ice‐water bath to 0 ºC.
    4. Prepare a solution of HNO3 (c, 65%) (3 mL) and H2SO4 (c, 96%) (3 mL) in a beaker (NOTE 1),
    and transfer it to the addition funnel.
    5. Add the mixture of acids dropwise to the cool solution of acetanilide (NOTE 2), controlling
    that the temperature does not exceed 25 ºC.
    6. Once the addition is finished, remove the ice water bath and allow the reaction mixture to
    warm up to room temperature. Stir for 10 min.
    7. Pour the reaction mixture onto ice (ca 50 mL) and stir until a precipitate is formed.
    8. Filter the p‐nitroacetanilide with suction, and wash it thoroughly with cold water to remove
    the acid. Let it dry with suction.
    9. Recrystallize from ethanol, and obtain its melting point. Check the purity of the crude and
    purified product by TLC (Hexane / AcOEt 6:4).

    21
    Experimental Organic Chemistry

    RESULTS: Weight of p‐nitroacetanilide obtained, percent yield of the reaction, melting point.

    NOTES:
    1. In the fume hood. Vapours are released. Corrosive.
    2. Caution!!! Exothermic.

    22

    You might also like