Department of Chemistry, UIUC

Chemistry 236 Worksheet #1

  1. Explain what is meant by: a) an ionic bond, b) a polar covalent bond, and c) a non-polar covalent bond. Give examples for each.

  2. Draw Lewis dot structures for the following formulas:

    a) H3COH b) H2CO c) C02 d) C2H6
    e) C2H4f) C2H2g) 03h) HN03


  3. CompoundC-C bond length (�
    CH3-CH31.54
    H2C=CH21.33
    HCHC1.20

    a) What is the hybridization of each of the, carbons in ethane- ethylene and acetylene?
    b) Why do the carbon-carbon bond lengths decrease going from ethane to ethylene to acetylene?
    c) What is the hybridization of each of the carbon atoms in allene, H2C=C=CH2?
    d) What would you expect for the carbon-carbon bond length of allene?
    e) Draw a 3-dimensional representation of allene showing the carbon-carbon sigma and pi molecular orbitals.
    f) Is allene a 'flat molecule' (do all the hydrogens lie in one plane)? Why or why not?

  4. Draw all possible line-bond structures that are consistent with the valence rules for the following molecular formula:
    a) C3H7F  b) C2H60  c) C2H40  d) C3H9N

  5. Calculate formal charges for each non-hydrogen atom in the following molecules:
    a) formula 5-ab) formula 5-bc) formula 5-c


  6. Make 3-dimensional drawings for non-planar molecules and show the direction of the expected dipole moment for each of' these molecules:
    a) H2CCl2     b) H2C=CC12     c) C12C=CC12     d) HCC13     e) formula 6-e

  7. Define Lewis acids and Lewis bases.

  8. Which of the following are Lewis acids and which are Lewis bases?
    a) (H3C)3N:   b) BF3   c) AlC13   d) (H3C)3P:   e) (C2H5)2

  9. Convert the following structures into skeletal drawings:
    a) formula 9-ab) formula 9-b


  10. Convert the following into Kekule structures:
    a) formula 10-ab) formula 10-b


Chemistry at Illinois University of Illinois at Urbana-Champaign