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    Experiment 13: The Diels-Alder Reaction of A Conjugated Diene in Eucalyptus

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    zack123321
    Zackary Park conducted an experiment on Monday from 12-4pm to perform a Diels-Alder reaction using eucalyptus oil. Hazards involved the use of diethyl ether, maleic anhydride, and dichloromethane. The procedure involved refluxing a mixture of eucalyptus oil dissolved in diethyl ether with maleic anhydride for 45 minutes, followed by cooling, filtration, and recrystallization to obtain the Diels-Alder product, which was then analyzed using IR spectroscopy.

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    Experiment 13: The Diels-Alder Reaction of A Conjugated Diene in Eucalyptus

    Uploaded by

    zack123321
    105 views1 page
    Zackary Park conducted an experiment on Monday from 12-4pm to perform a Diels-Alder reaction using eucalyptus oil. Hazards involved the use of diethyl ether, maleic anhydride, and dichloromethane. The procedure involved refluxing a mixture of eucalyptus oil dissolved in diethyl ether with maleic anhydride for 45 minutes, followed by cooling, filtration, and recrystallization to obtain the Diels-Alder product, which was then analyzed using IR spectroscopy.

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    Experiment 13

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    Zackary Park conducted an experiment on Monday from 12-4pm to perform a Diels-Alder reaction using eucalyptus oil. Hazards involved the use of diethyl ether, maleic anhydride, and dichloromethane. The procedure involved refluxing a mixture of eucalyptus oil dissolved in diethyl ether with maleic anhydride for 45 minutes, followed by cooling, filtration, and recrystallization to obtain the Diels-Alder product, which was then analyzed using IR spectroscopy.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    105 views1 page

    Experiment 13: The Diels-Alder Reaction of A Conjugated Diene in Eucalyptus

    Uploaded by

    zack123321
    Zackary Park conducted an experiment on Monday from 12-4pm to perform a Diels-Alder reaction using eucalyptus oil. Hazards involved the use of diethyl ether, maleic anhydride, and dichloromethane. The procedure involved refluxing a mixture of eucalyptus oil dissolved in diethyl ether with maleic anhydride for 45 minutes, followed by cooling, filtration, and recrystallization to obtain the Diels-Alder product, which was then analyzed using IR spectroscopy.

    Copyright:

    © All Rights Reserved
    Download as DOCX, PDF, TXT or read online from Scribd
    Download as docx, pdf, or txt
    of 1

    Zackary Park

    Monday 12-4pm

    2/2/15

    Experiment 13: The Diels-Alder Reaction of a Conjugated Diene in Eucalyptus


    Oil
    Hazards/Precautions/Tips: Diethyl ether is flammable. Maleic anhydride is
    corrosive and toxic. Dichloromethane is toxic and a carcinogen.
    Outline:
    1. Measure 3 mL (2.5 g) of eucalyptus oil in graduated cylinder.
    a. Pour into tared 25 mL round bottom flask.
    i. Record mass of oil.
    b. Dissolve oil in 5 mL of anhydrous diethyl ether.
    c. Add amount of maleic anhydride calculated above (1.22 g).
    2. Attach condenser to round bottom flask.
    a. Reflux over low steam for 45 minutes.
    b. Still warm, transfer mixture to small beaker, cover with watchglass,
    let cool.
    i. Cool further on ice.
    c. Collect crystals via vacuum filtration.
    i. Wash crystals with 5 mL of cold petroleum ether.
    3. Recrystallize Diels-Alder product from methanol.
    a. Heat methanol on steam bath.
    i. AVOID PROLONGED BOILING during recrystaliztion.
    b. Measure melting point of product.
    i. Leave solid in drawer.
    4. Place spatula-tip amount of product in test tube.
    a. Add minimum number of drops of dichloromethane and stir.
    i. Dissolve solid.
    ii. If solid does not dissolve after 10-15 drops, allow settling.
    b. Do not touch flat surface of salt plate with bare fingers.
    i. Use Pasteur pipet to draw small portion of product solution.
    ii. Place 3 drops on plate.
    c. As solvent evaporates, move plate so film is even on surface.
    d. Rest plate on plastic holder insidhats hate instrument.
    5. After obtaining spectrum, clean plate with CH 2Cl2.
    a. Dry with Kimwipe.
    b. Place all solvents in appropriate Byproducts jar.
    c. DO NOT RINSE SALT PLATE WITH WATER OR ACETONE.

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