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    Alkenes and Alkynes

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    Lewis Alfonso
    This document provides discussion topics and questions for a tutorial on alkenes and alkynes. It includes: (1) electrophilic and radical addition reactions of alkenes and alkynes, including mechanisms and stereochemistry; (2) methods for preparing alkenes and alkynes; and (4) sample reaction mechanisms and products to analyze. Students are asked to prepare notes on these topics and be ready to lead discussion. Written answers are requested for some sample reaction mechanisms and identifying products.

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    Alkenes and Alkynes

    Uploaded by

    Lewis Alfonso
    470 views2 pages
    This document provides discussion topics and questions for a tutorial on alkenes and alkynes. It includes: (1) electrophilic and radical addition reactions of alkenes and alkynes, including mechanisms and stereochemistry; (2) methods for preparing alkenes and alkynes; and (4) sample reaction mechanisms and products to analyze. Students are asked to prepare notes on these topics and be ready to lead discussion. Written answers are requested for some sample reaction mechanisms and identifying products.

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    alkenes and alkynes

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    This document provides discussion topics and questions for a tutorial on alkenes and alkynes. It includes: (1) electrophilic and radical addition reactions of alkenes and alkynes, including mechanisms and stereochemistry; (2) methods for preparing alkenes and alkynes; and (4) sample reaction mechanisms and products to analyze. Students are asked to prepare notes on these topics and be ready to lead discussion. Written answers are requested for some sample reaction mechanisms and identifying products.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd
    Download as doc, pdf, or txt
    470 views2 pages

    Alkenes and Alkynes

    Uploaded by

    Lewis Alfonso
    This document provides discussion topics and questions for a tutorial on alkenes and alkynes. It includes: (1) electrophilic and radical addition reactions of alkenes and alkynes, including mechanisms and stereochemistry; (2) methods for preparing alkenes and alkynes; and (4) sample reaction mechanisms and products to analyze. Students are asked to prepare notes on these topics and be ready to lead discussion. Written answers are requested for some sample reaction mechanisms and identifying products.

    Copyright:

    Attribution Non-Commercial (BY-NC)
    Download as DOC, PDF, TXT or read online from Scribd
    Download as doc, pdf, or txt
    of 2

    First Year Tutorial Term 2 Alkenes and Alkynes Read around this topic in your text book in order

    to reinforce and amplify your lecture notes. While reading, prepare your own notes on the following and be ready to lead the discussion on these topics in the tutorial. (i) Electrophilic addition reactions to alkenes and alkynes: mechanisms and regiochemical (Markovnikov) and stereochemical implications. (ii) Radical addition reactions of alkenes: mechanism and regiochemical implications.

    (iii) Methods for the preparation of alkenes and alkynes Please hand in written answers for Questions 1 and 2. Written answers to Q3 and 4 are not required in advance - but you should bring them to the tutorial. 1. Give a curly arrow mechanism and draw the products of the following reactions. Where relevant indicate the stereochemistry of the product and label it (E/Z, R/S). Commenting on the regioselectivity and stereoselectivity observed in each reaction.
    HBr

    a)

    b)

    tBuO-OtBu, h HBr

    c)

    Z-but-2-ene

    Br2

    d)

    1) BH3 2) H2O2, NaOH H2 (1 equivalent) Lindlar catalyst

    e)

    hex-3-yne

    2.

    Z-But-2-ene reacts with osmium tetroxide followed by hydrolysis with aqueous sodium bisulphite to yield an optically inactive compound A, C4H10O2. Z-But-2-ene reacts with peracetic acid (CH3CO2OH) followed by aqueous alkali to give a racemic mixture B of compounds isomeric with A. Give standard wedge and dash and Newman projections for compounds A and B, and explain what the stereochemical outcome of these two reactions tells us about the mechanism of the reactions.

    ---------------------------------------------------------------3. Use curly arrows to illustrate the mechanisms of the following processes and draw the structures of the products and any reaction intermediates.
    O a) H Ph3P CO2Me C10H10O2

    O3 then Me2S b)

    C6H10O2

    O c) MeO MeO O C10H14O4

    4.

    Write the expected major product of reaction of 1-propynyllithium with each of the following molecules in THF. Provide a curly arrow mechanism for each reaction.
    E 1) O 2) H+ 1) CO2 Br D 2) H+ H A

    Li
    1) 1) O

    O 2) H+

    B C 2) H+

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