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    Prob Solving Ses

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    Mauricio Andrés Gutiérrez Bravo
    The document provides 4 multi-step organic chemistry reaction mechanisms for students to work through as practice for the exam. It also gives 4 tips for approaching the problems: 1) Number the carbons to track their positions, 2) Make a list of broken and formed bonds, 3) Work backwards if unsure where to start, and 4) Look for familiar reactions or rearrangements. Working through these complex mechanisms will help students develop strategies for tackling simpler problems within the exam time frame.

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    Prob Solving Ses

    Uploaded by

    Mauricio Andrés Gutiérrez Bravo
    22 views1 page
    The document provides 4 multi-step organic chemistry reaction mechanisms for students to work through as practice for the exam. It also gives 4 tips for approaching the problems: 1) Number the carbons to track their positions, 2) Make a list of broken and formed bonds, 3) Work backwards if unsure where to start, and 4) Look for familiar reactions or rearrangements. Working through these complex mechanisms will help students develop strategies for tackling simpler problems within the exam time frame.

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    Prob Solving Ses

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    The document provides 4 multi-step organic chemistry reaction mechanisms for students to work through as practice for the exam. It also gives 4 tips for approaching the problems: 1) Number the carbons to track their positions, 2) Make a list of broken and formed bonds, 3) Work backwards if unsure where to start, and 4) Look for familiar reactions or rearrangements. Working through these complex mechanisms will help students develop strategies for tackling simpler problems within the exam time frame.

    Copyright:

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

    Prob Solving Ses

    Uploaded by

    Mauricio Andrés Gutiérrez Bravo
    The document provides 4 multi-step organic chemistry reaction mechanisms for students to work through as practice for the exam. It also gives 4 tips for approaching the problems: 1) Number the carbons to track their positions, 2) Make a list of broken and formed bonds, 3) Work backwards if unsure where to start, and 4) Look for familiar reactions or rearrangements. Working through these complex mechanisms will help students develop strategies for tackling simpler problems within the exam time frame.

    Copyright:

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

    Massachusetts Institute of Technology

    5.13: Organic Chemistry II Fall 2003, S. Tabacco


    Optional Problem Solving Session
    Monday, December 1st, 121PM

    1. Please provide a detailed mechanism for each of the following transformations.


    Do not concern yourself with stereochemistry.

    a) 1. LDA O
    O 2. O

    Me OMe Me
    3. H2O
    OMe
    MeO CO2Me

    b) Me
    Me
    H3O+

    O HO

    c) AcO
    AcO
    H+ O
    O

    d) H
    O
    O CO2Me Lewis Acid

    (LA) H
    CO2Me
    CO2Me MeO2C

    These mechanisms are fairly complicated. In other words, if you can do these, you will be
    fine on the exam! Working through these problems will help you to develop a good strategy
    for tackling simpler problems in a reasonable time frame. It might help you to follow some of
    the following steps to get started.

    1. Number your carbons. (Which carbon ends up where?)

    2. Make a list of the bonds that are broken and formed in the reaction.

    3. If you can't decide where to begin, start by working backwards.

    4. Look for familiar reactions, rearrangements, etc.

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