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    Assorted Chemistry Problems

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    1. Draw the structure of bicyclo [3.2.0] heptane.

    2. Consider the following compounds:

    Predict their relative boiling points (rank from low (1) to (3)). Explain answer in terms of the intermolecular forces involved.

    3. Draw a three-dimensional structure of CH3CL. Include all non-bonding pairs in your drawing. Shoe the direction of the molecular dipole and indicate bond angles.

    4. Draw orbital pictures of the pi and sigma bond found in the following molecules. Indicate the bond angles in your drawings as well.

    a. CH2 - C (triple bond) CH
    b. (CH3)2 C=NH

    5. Draw the most stable conformation of cis-1, 3-dimethylycylohexane. Explain your answer in terms of axial vs. equatorial positions.

    6. Draw the Newman projections of the three conformers of 1, 2-dibromoethane. Label them and indicate which one is most stable.

    7. Draw all the possible isomers, including geometric (cis,trans) of the cyclci forms of C4H7CL. Circle the___14 structure that shows the least amount of ring strain. Name one of your isomers.

    8. Draw the Lewis structure of carbon disulfide (CS2). Use lines of bonds and dots for non-bonding electron pairs. Account for all the valence electrons.

    9. Redraw the structure showing hybridization of carbon and oxygen atoms. Include pi and sigma bonding overlap and the relative geometry of the bonds.

    10. Comments on the dipoles (if any) of the bonds and on the over-all dipole moment of the molecule.

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    Solution Preview

    1. See attached .pdf file

    2. 1 lowest, 2 middle, 3 highest all because Hydrogen-bonding occurs with NH and OH compounds, but much stronger in OH compounds.

    3. see attached chloroform file

    4. see ...

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