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    Chem 112A Homework 1

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    Shyam Bhakta
    This document contains a chemistry assignment with multiple questions requiring drawing organic structures, identifying functional groups, drawing resonance structures, and more. Students are asked to provide IUPAC names, line drawings, isomers, Newman projections, identify functional groups, compare carbon-nitrogen and carbon-oxygen double bonds, identify most acidic protons, and resonance structures.

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    © All Rights Reserved
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    Chem 112A Homework 1

    Uploaded by

    Shyam Bhakta
    15 views4 pages
    This document contains a chemistry assignment with multiple questions requiring drawing organic structures, identifying functional groups, drawing resonance structures, and more. Students are asked to provide IUPAC names, line drawings, isomers, Newman projections, identify functional groups, compare carbon-nitrogen and carbon-oxygen double bonds, identify most acidic protons, and resonance structures.

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    © © All Rights Reserved

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    This document contains a chemistry assignment with multiple questions requiring drawing organic structures, identifying functional groups, drawing resonance structures, and more. Students are asked to provide IUPAC names, line drawings, isomers, Newman projections, identify functional groups, compare carbon-nitrogen and carbon-oxygen double bonds, identify most acidic protons, and resonance structures.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    15 views4 pages

    Chem 112A Homework 1

    Uploaded by

    Shyam Bhakta
    This document contains a chemistry assignment with multiple questions requiring drawing organic structures, identifying functional groups, drawing resonance structures, and more. Students are asked to provide IUPAC names, line drawings, isomers, Newman projections, identify functional groups, compare carbon-nitrogen and carbon-oxygen double bonds, identify most acidic protons, and resonance structures.

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    of 4

    Due by 5pm on Sept. 22, 2011. You are encouraged to work in small groups for this assignment.

    1. Provide correct IUPAC names for each of the following compounds: a.

    Chem 112A, Fall 2011 - Problem Set 1

    b.

    c.

    d.

    e. 2. Provide accurate line drawings for each of the following compounds: a. 2,2,4-trimethylpentane b. 5-butyldecane c. 3-tert-butylpentane d. 5-isopropyl-2,2,4,6-tetramethyldecane 3. Draw all possible isomers for C6H14 and provide a correct name for each. Be sure not to include any duplicate compounds, and do not worry about using wedges and dashes in your answer.

    4. Draw Newman projections corresponding to all of the eclipsed and staggered conformations looking down the C2-C3 bond of 2-methylbutane. Use numbers to rank the energy of each conformer, with 1 representing the lowest energy species.

    5. Identify all of the functional groups in the following molecules


    O

    a.

    H S

    H O

    OH

    d.

    O O

    b.

    HO

    CO2H

    e.

    CH3O

    OH

    CHO

    NO2

    c.

    O O

    O N

    H N

    H O

    O O

    f.
    N

    6. An imine is a special type of amine that has a carbon-nitrogen double bond. Construct an orbital interaction diagram that compares a carbon-nitrogen double bond to a carbon-oxygen double bond on the same energy scale. R R
    N H R imine vs. O R ketone

    7. For each of the following compounds, circle the MOST acidic proton (you may have to draw it in!). Briefly explain your answer. a.
    O OH F O O

    HO

    e.

    b.

    HO

    OH

    f.

    OH OH

    c.

    g.

    d.

    OH

    h. HN

    O NH

    8. Which of the following pairs of structures are related by resonance?


    ? H ? N - H + N

    a.

    c.

    b.

    d.

    OH

    9. Provide the electron flow arrows that are required to convert between the following resonance structures.

    a.

    O O

    O +

    b.
    + -O N O + -O N O-

    c.

    H H

    O O

    d.

    + O O +

    e.

    Br H

    H N +

    Br

    H N

    Br

    H + N

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