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    Reaction and Preparation of Ethers and Epoxides

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    JAN JERICHO MENTOY
    1. The document provides reactions and preparations of ethers and epoxides. It gives the products of reactions of isobutyl-n-propyl ether with various reagents, and products of reactions involving propene, dipropyl ether, butyl methyl ether, 2-bromocyclohexanol, 2,3-epoxy-butane, and 2-methylcyclohexanol. 2. Methods for the synthesis of ethylene glycol, 2-propoxyethanol, hexanol, 2-ethylaminoethanol from ethylene oxide with various reagents are outlined. 3. Steps for the synthesis of methyl propyl ether, phenethoxyethane,

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    Reaction and Preparation of Ethers and Epoxides

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    JAN JERICHO MENTOY
    46 views2 pages
    1. The document provides reactions and preparations of ethers and epoxides. It gives the products of reactions of isobutyl-n-propyl ether with various reagents, and products of reactions involving propene, dipropyl ether, butyl methyl ether, 2-bromocyclohexanol, 2,3-epoxy-butane, and 2-methylcyclohexanol. 2. Methods for the synthesis of ethylene glycol, 2-propoxyethanol, hexanol, 2-ethylaminoethanol from ethylene oxide with various reagents are outlined. 3. Steps for the synthesis of methyl propyl ether, phenethoxyethane,

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    _Reaction and Preparation of Ethers and Epoxides

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    1. The document provides reactions and preparations of ethers and epoxides. It gives the products of reactions of isobutyl-n-propyl ether with various reagents, and products of reactions involving propene, dipropyl ether, butyl methyl ether, 2-bromocyclohexanol, 2,3-epoxy-butane, and 2-methylcyclohexanol. 2. Methods for the synthesis of ethylene glycol, 2-propoxyethanol, hexanol, 2-ethylaminoethanol from ethylene oxide with various reagents are outlined. 3. Steps for the synthesis of methyl propyl ether, phenethoxyethane,

    Copyright:

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

    Reaction and Preparation of Ethers and Epoxides

    Uploaded by

    JAN JERICHO MENTOY
    1. The document provides reactions and preparations of ethers and epoxides. It gives the products of reactions of isobutyl-n-propyl ether with various reagents, and products of reactions involving propene, dipropyl ether, butyl methyl ether, 2-bromocyclohexanol, 2,3-epoxy-butane, and 2-methylcyclohexanol. 2. Methods for the synthesis of ethylene glycol, 2-propoxyethanol, hexanol, 2-ethylaminoethanol from ethylene oxide with various reagents are outlined. 3. Steps for the synthesis of methyl propyl ether, phenethoxyethane,

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    Exercise No.

    13
    Reactions and Preparations of Ethers and Epoxides

    1. Predict the major products (if any) of the reaction of isobutyl-n-propyl ether with:
    a. conc. NaOH NO REACTION
    b. H2Cr2O7, room temp. NO REACTION
    c. dilute aq. H2SO4 Isobutanol & Propanol
    d. hot conc. HBr Isobutanol & 1-iodopropane

    2. Find the products of the following reactions.


    CH3CH=CH2 + H20
    o
    180 C Propene + Water
    a. CH3(CH2)2OH + H2SO4

    140 oC CH3CH2CH2 -O-CH3CH2CH2 + H20


    Dipropyl ether + Water

    b. CH3ONa + CH3(CH2)3Br CH3 -O-CH2CH2CH2CH3


    Butyl methyl ether

    O Br OH
    c.
    + HBr

    2-bromocyclohexanol

    CH3-CH-CH-CH3 + C6H5COOH
    d. CH3CH=CCH3 + C6H5COOOH
    O
    2,3-epoxy-butane + benzoic acid

    e.
    OH
    O + CH3MgBr

    CH3

    2-methylcyclohexanol

    3. Write the major products of the reaction of ethylene oxide with each of the following:
    a. HI
    CH2 - CH2 + HI CH2 - CH2

    O I OH
    Ethylene iodohydrin / 2-iodoethanol
    b. aq. KOH
    CH2 - CH2

    CH2 - CH2 KOH


    OH OH
    H20
    Ethylene glycol
    O

    CH2 - CH2
    c. H2SO4 in CH3CH2CH2OH as solvent
    CH3CH2CH2O OH
    CH3CH2CH2OH 2-propoxyethanol
    CH2 - CH2
    H2OSO4
    d. CH3CH2CH2CH2MgBr
    CH3CH2CH2CH2CH2CH2OH
    CH2 - CH2 + CH3CH2CH2CH2MgBr
    hexanol
    O

    e. CH3CH2NH2

    CH2 - CH2 + CH3CH2NH2 CH3- CH2 -NH - CH2 - CH2 - OH


    O 2-ethylaminoethanol

    4. Starting with an appropriate alcohol, outline the method of synthesis of each of the
    following:
    a. CH3-O-CHCH3
    CH3

    CH3 CH Br

    CH3OH Na CH3O-Na+ CH3 CH3- O- CHCH3 + NaBr

    CH3

    b. C6H5OCH2CH3

    -
    OH O Na+ O-CH2CH3
    Na CH2CH3Br
    + NaBr

    c. (CH3CH2CH2CH2)2O

    CH3CH2CH=
    180 oC CH2
    CH3CH2CH2
    CH2OH
    CH3CH2CH2CH2-O-
    140 oC CH2CH2CH2CH3

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