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    Organic Synthesis Tutorial

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    Prabash Rathnayaka
    This document provides organic chemistry problems involving aldol reactions, reaction mechanisms, and multi-step synthesis problems. It asks the student to 1) propose starting materials for aldol reactions, 2) write products for various reactions, 3) write out reaction mechanisms, and 4) provide reagent/condition steps to carry out multi-step transformations.

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    Organic Synthesis Tutorial

    Uploaded by

    Prabash Rathnayaka
    65 views2 pages
    This document provides organic chemistry problems involving aldol reactions, reaction mechanisms, and multi-step synthesis problems. It asks the student to 1) propose starting materials for aldol reactions, 2) write products for various reactions, 3) write out reaction mechanisms, and 4) provide reagent/condition steps to carry out multi-step transformations.

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    This document provides organic chemistry problems involving aldol reactions, reaction mechanisms, and multi-step synthesis problems. It asks the student to 1) propose starting materials for aldol reactions, 2) write products for various reactions, 3) write out reaction mechanisms, and 4) provide reagent/condition steps to carry out multi-step transformations.

    Copyright:

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

    Organic Synthesis Tutorial

    Uploaded by

    Prabash Rathnayaka
    This document provides organic chemistry problems involving aldol reactions, reaction mechanisms, and multi-step synthesis problems. It asks the student to 1) propose starting materials for aldol reactions, 2) write products for various reactions, 3) write out reaction mechanisms, and 4) provide reagent/condition steps to carry out multi-step transformations.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 2

    CHEM 22552 – Organic Synthesis – Tutorial

    1. Propose starting materials to prepare the following compounds by an aldol reaction.


    CHO O

    OH

    2. Write the desired product/s for the following reaction.


    O O

    NaOEt A
    i.
    EtOH

    O
    NaOH B
    O
    ii.

    O
    LDA, -78 OC CH3CH2Br
    C D
    iii. THF EtOH

    O O

    NaOH E
    +
    iv.

    v
    + F

    O
    3. Write the mechanisms for the following synthetic transformations.
    O O
    CH3

    base
    + H3C
    i.
    O O

    O
    CH2CH3 CH2CH3

    O O

    ii.
    CF3COOH O

    O OH

    iii. heat

    4. How would you carry out the following transformations? Give reagents/conditions required. If
    more than one step is involved give the product(s) of each step.
    H C6H5
    O

    i.

    O O O OH

    ii. O

    O O

    iii.

    HO
    Br

    Dr. Medha Gunaratna

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