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    Test1 350 PracticeV1

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    Jennifer Kelley
    This document contains a 22 question chemistry test covering the following topics: 1) Drawing Lewis structures and 3D representations of organic molecules 2) Determining hybridization, geometry, and bond angles 3) Assigning formal charges and determining acidity 4) Drawing resonance structures and reaction mechanisms 5) Comparing properties like boiling point and solubility 6) Identifying functional groups and classifying isomer relationships 7) Drawing Newman projections and determining relative stability of conformations

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    Test1 350 PracticeV1

    Uploaded by

    Jennifer Kelley
    90 views4 pages
    This document contains a 22 question chemistry test covering the following topics: 1) Drawing Lewis structures and 3D representations of organic molecules 2) Determining hybridization, geometry, and bond angles 3) Assigning formal charges and determining acidity 4) Drawing resonance structures and reaction mechanisms 5) Comparing properties like boiling point and solubility 6) Identifying functional groups and classifying isomer relationships 7) Drawing Newman projections and determining relative stability of conformations

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    Chem 350 practice test 1

    Original Title

    Test1-350-PracticeV1

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    This document contains a 22 question chemistry test covering the following topics: 1) Drawing Lewis structures and 3D representations of organic molecules 2) Determining hybridization, geometry, and bond angles 3) Assigning formal charges and determining acidity 4) Drawing resonance structures and reaction mechanisms 5) Comparing properties like boiling point and solubility 6) Identifying functional groups and classifying isomer relationships 7) Drawing Newman projections and determining relative stability of conformations

    Copyright:

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

    Test1 350 PracticeV1

    Uploaded by

    Jennifer Kelley
    This document contains a 22 question chemistry test covering the following topics: 1) Drawing Lewis structures and 3D representations of organic molecules 2) Determining hybridization, geometry, and bond angles 3) Assigning formal charges and determining acidity 4) Drawing resonance structures and reaction mechanisms 5) Comparing properties like boiling point and solubility 6) Identifying functional groups and classifying isomer relationships 7) Drawing Newman projections and determining relative stability of conformations

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    JASPERSE CHEM 350 TEST 1 VERSION 1

    Ch. 1 Intro and Review; Ch. 2 Structure and Properties of Organic Molecules
    Ch. 3 Structure and Stereochemistry of Alkanes

    1. Draw the correct Lewis structure of CH3CN. (Neednt show 3-D geometry) (3pt)

    2. Draw the correct Lewis structure for HOCH2CHO. (Neednt show 3-D geometry). (3pt)

    3. Draw a 3-dimensional picture for the atoms in CH3CO2CH2CH3, using the hash-wedge
    convention. (You neednt specify lone pairs, and orbitals need not be shown). (5pt)

    4. For the structure shown, what is the hybridization, electron-pair geometry, and approximate
    bond angle (90, 109, 120, or 180) relative to: (6pt)
    1 3 4 5 6 7
    HO 2 N 8
    +
    O H
    9
    electron-pair bond electron-pair bond
    hybridization geometry angle hybridization geometry angle
    O-1 C-5

    C-2 N-7

    C-3 O-9

    5. Assign any formal charges to any apropriate atoms for proline, given the structure shown (one
    of the bodys 20 monomers from which protein and enzyme biopolymers are constructred). (3pt)
    O
    O
    NH2

    6. Rank the acidity of the following, from 1 (most) to 4 (least). (4pt)

    OH OH
    N
    O H
    7. Which of the following represent pairs of resonance structures? (4pt)

    + +
    a.

    b.

    +OCH
    3 OCH3
    c.
    Br + Br

    d. Both a and c

    e. a, b, and c are all resonance structures.

    8. Draw arrows to show electron-movement in the following two steps (draw arrows for each
    step). Draw a circle around the atom that functions as nucleophile in step 1, and a square around
    the atom that functions as nucleophile in step 2. (5pt)

    Br Br
    O O- O
    + HO- + Br-
    Step 1 Step 2
    OH OH
    (anion)

    9. Rank the series on the basis of boiling point, 1 having highest boiling point, 3 having lowest.
    (3pt)
    O OH

    10. Rank the series on the basis of water solubility, 1 having highest solubility, 3 having lowest.
    (3pt)
    OH OH

    11. For each of the following pairs of resonance structures, circle the one that would make a
    greater contribution to the actual resonance hybrid. (4pt)
    O- O
    OCH3 +OCH

    +
    3
    (anions)
    -

    12. Cyclopropane is much more strained than cyclopentane. Why? (Short!) (3pt)
    13. For the following acid-base reaction,
    a. put a box around the weakest base in the reaction
    b. put a circle around the weakest acid
    c. draw an arrow to show whether the equilbrium goes to the right or left. (4pt)

    O O
    + H2 O + NaOH
    ONa OH

    14. Classify the relationship between the pairs of molecules as either: (8pt)
    same compound structural isomers resonance structures
    geometric isomers not isomers (different molecular formulas)

    OH OH

    CH3 CH3
    H CH3 H H Br
    Br H
    OH H
    H H H H CH3H H H OH

    15. Give the name for the following. (7pt)

    H
    H CH3

    16. Identify all the funtional groups in the following molecules. (Do not include alkane, since
    that isnt functional.) (6pt)

    O N O O
    O O H

    17. Which of the following pair will have the larger rotation barrier, relative to the bonds
    indicated? (3pt)
    18. For the following Newman projections, rank them in stability from 1 to 4, 1 being most
    stable. Identify the anti conformation, the gauche conformation, and the totally eclipsed
    conformation. (6pt)
    CH3 CH3 H3 CCH H3 C
    3 H
    H CH3 H H

    H H3 C HH
    H H H H CH3H H HH H

    19. Draw the Newman projection for the most stable conformation of 1,2-dichloroethane. (3pt)

    20. Draw the two chair conformations of cis-1-ethyl-4-methylcyclohexane. (You dont have to
    draw all the hydrogens). (5pt)

    21. Which is more stable, cis- or trans-1-t-butyl-2-methylcyclohexane? Draw the best


    conformation of the more stable isomer. (4pt)

    22. Draw as many structural isomers as you can for C6H14. Be careful not to draw the same
    isomer twice! I will take off points for duplicating! (6pt)

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