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    Reactions of Furan

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    Sufyan Mirza
    The document describes several chemical reactions that can be performed on the furan ring, including nitration, sulphonation, halogenation, acetylation, and reduction. Nitration is carried out using acetyl nitrate at 10°C. Sulphonation uses a pyridine sulphite complex at 100°C. Halogenation uses bromine and dioxane at 0°C. Acetylation uses acetic anhydride and boron trifluoride. Reduction uses nickel and concentrated hydrochloric acid to form tetrahydrofuran. Tetrahydrofuran has a higher dipole moment than furan due to lack of electron delocalization in its ring structure. Several drugs containing the furan ring

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    Reactions of Furan

    Uploaded by

    Sufyan Mirza
    217 views11 pages
    The document describes several chemical reactions that can be performed on the furan ring, including nitration, sulphonation, halogenation, acetylation, and reduction. Nitration is carried out using acetyl nitrate at 10°C. Sulphonation uses a pyridine sulphite complex at 100°C. Halogenation uses bromine and dioxane at 0°C. Acetylation uses acetic anhydride and boron trifluoride. Reduction uses nickel and concentrated hydrochloric acid to form tetrahydrofuran. Tetrahydrofuran has a higher dipole moment than furan due to lack of electron delocalization in its ring structure. Several drugs containing the furan ring

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    The document describes several chemical reactions that can be performed on the furan ring, including nitration, sulphonation, halogenation, acetylation, and reduction. Nitration is carried out using acetyl nitrate at 10°C. Sulphonation uses a pyridine sulphite complex at 100°C. Halogenation uses bromine and dioxane at 0°C. Acetylation uses acetic anhydride and boron trifluoride. Reduction uses nickel and concentrated hydrochloric acid to form tetrahydrofuran. Tetrahydrofuran has a higher dipole moment than furan due to lack of electron delocalization in its ring structure. Several drugs containing the furan ring

    Copyright:

    © All Rights Reserved
    Download as PPTX, PDF, TXT or read online from Scribd
    Download as pptx, pdf, or txt
    217 views11 pages

    Reactions of Furan

    Uploaded by

    Sufyan Mirza
    The document describes several chemical reactions that can be performed on the furan ring, including nitration, sulphonation, halogenation, acetylation, and reduction. Nitration is carried out using acetyl nitrate at 10°C. Sulphonation uses a pyridine sulphite complex at 100°C. Halogenation uses bromine and dioxane at 0°C. Acetylation uses acetic anhydride and boron trifluoride. Reduction uses nickel and concentrated hydrochloric acid to form tetrahydrofuran. Tetrahydrofuran has a higher dipole moment than furan due to lack of electron delocalization in its ring structure. Several drugs containing the furan ring

    Copyright:

    © All Rights Reserved
    Download as PPTX, PDF, TXT or read online from Scribd
    Download as pptx, pdf, or txt
    of 11

    Chemical reactions of furan

    Nitration
    Electrophilic substitution reactions require very mild
    non-acidic conditions
    Nitration is carried out using acetyl nitrate

    10oC
    NO2
    O O O

    H3C ONO2 2-nitrofuran


    Acetyl nitrate
    Sulphonation
    The process of sulphonation is carried out by using
    pyridine sulphite complex

    N+
    100oC
    SO3-
    SO3H
    O Pyridine sulphite complex O

    Furan 2-sulphonic acid


    Halogenation
    The process of halogenation is also carried out under
    mild reaction conditions

    Br2 , Dioxane

    0oC
    Br
    O O

    2-bromofuran
    Acetylation
    The process of acetylation is carried out by using mild
    reagent such as combination of acetic anhydride and
    boron trifluoride
    O O

    H3C O CH3
    CH3
    BF3
    O O
    O
    2-acetyl furan
    Reduction
    The process of reduction is carried out in the presence
    of nickel. The product is called as tetrahydrofuran

    Ni/Concentrated HCl

    O O
    tetrahydrofuran
    Dipole moment of furan
    The dipole moment (D) of tetrahydrofuran (1.73D) is
    greater than that of furan (0.70D). This is because in
    furan one electron pair is delocalized on the ring to
    contribute the aromatic character. While in
    tetrahydrofuran there is no delocalization of electrons
    and dipole moment is greater

    0.70D 1.73D
    O O
    Drugs containing furan ring

    Prazosin
    Furosemide

    Ranitidine
    Amiodarone
    Pilocarpine

    Cefuroxime Diloxanide
    Students should search one use for each of the above
    mentioned drugs

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