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    Tut 1

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    Khadeeja Nayab Shaikh
    The document contains 13 chemistry problems covering topics such as molecular orbital theory, Lewis structures, functional groups, hybridization, isomers, acids and bases, and heterolytic bond cleavage. Students are asked to draw structures, calculate bond orders, identify functional groups, rank acids and bases by strength, and explain differences in acidity.

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    Tut 1

    Uploaded by

    Khadeeja Nayab Shaikh
    24 views4 pages
    The document contains 13 chemistry problems covering topics such as molecular orbital theory, Lewis structures, functional groups, hybridization, isomers, acids and bases, and heterolytic bond cleavage. Students are asked to draw structures, calculate bond orders, identify functional groups, rank acids and bases by strength, and explain differences in acidity.

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    The document contains 13 chemistry problems covering topics such as molecular orbital theory, Lewis structures, functional groups, hybridization, isomers, acids and bases, and heterolytic bond cleavage. Students are asked to draw structures, calculate bond orders, identify functional groups, rank acids and bases by strength, and explain differences in acidity.

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    24 views4 pages

    Tut 1

    Uploaded by

    Khadeeja Nayab Shaikh
    The document contains 13 chemistry problems covering topics such as molecular orbital theory, Lewis structures, functional groups, hybridization, isomers, acids and bases, and heterolytic bond cleavage. Students are asked to draw structures, calculate bond orders, identify functional groups, rank acids and bases by strength, and explain differences in acidity.

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    Tutorial 1 CHEM 2OA3 Summer 2010

    1. Describe with words and/or with a structural drawing why ethane can rotate around the C-C axis, while ethene cannot.

    2. Molecular orbital diagrams help rationalize bonding behaviour seen in molecules. Draw and label a MO diagram for two Helium atoms combining to form He2. Calculate the Bond Order for this molecule. Why does this molecule not exist?

    3. What would likely happen if energy were added to H2? Explain using Molecular orbital theory (diagram).

    4. Draw Lewis structures for the compounds below, remember to show all lone pairs shown as : There may be more than one possible answer to each.

    trimethylborane

    trimethylamine

    diethylether

    C2H6O

    C2H5NO

    chloroform

    5. Resonance effect on base strength: Draw the Lewis structures of the compounds/ions shown below USING BOND LINE FORMAT, indicating all lone pairs and charges. Circle the one(s) that do not have resonance structures. For the others, draw all possible resonance structures USING BOND LINE FORMAT:

    Sodium methoxide

    Sodium phenolate

    acetate anion

    + (allyl cation)
    Cyclobutadiene

    6. Identify all the functional groups (ie 1o alcohols, ketones, ethers, amines etc) in the structure of Taxol below by circling the entire group and labelling it.

    7. Label the hybridization of each atom (excluding hydrogens) in the molecule below

    H2N HO O

    8. Draw the simplest (least number of carbon) primary, secondary and tertiary alkyl bromides and alkyl amines using BOND LINE FORMAT and include all lone pairs. 9. Draw the following structures using bond line format:
    acetic acid acetamide N-ethyl acetamide

    formic acid

    formamide

    N,N -dimethylformamide

    10. Draw all possible constitutional isomers of C4H9Br

    11. Show an example of a heterolytic bond cleavage

    12. A) Rank the following compounds in order of increasing acid strength (1 weakest acid, 5 strongest acid):

    Ethanol

    acetic acid

    potassium ethoxide sodium acetate

    chloroacetic acid

    B) Rank the following compounds in order of increasing base strength (1 weakest base, 5 strongest base):

    ethanol

    sodium hydroxide potassium methoxide

    sodium acetate

    butyl lithium

    13. Why is chloroacetic acid a better acid than acetic acid?

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