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1aa3-2012-tut7-q - Which of the following is an alkane...

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CHEMISTRY 1AA3 Week of FEBRUARY 27, 2012 TUTORIAL PROBLEM SET 7 ______________________________________________________________________________ Page 1 of 1 1. Draw line structures for all of the structural isomers that satisfy the molecular formula C 6 H 14 . Name each structural isomer using the IUPAC rules. 2. For each of the given structural formulas, draw the Lewis structure. Remember that carbon is always tetravalent (has four bonds), and it can form double and triple bonds to many different atoms (e.g. other C, O, N). Use these ideas to determine each Lewis structure, drawing multiple bonds where necessary to satisfy the valency at each atom. (i) HCO 2 H (ii) CH 3 NHOH (iii) CH 3 CHO (iv) CH 3 CHCl 2 (v) CH 2 NCH 3 3. Using both sawhorse (dashes and wedges) representations and Newman projections , draw both the energetically most favorable and least favorable conformers of 1,2- dichloroethane. 4. Which of the following is an alkane? Which could be a cycloalkane?
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Unformatted text preview: Which of the following is an alkane? Which could be a cycloalkane? (a) C 2 H 4 (b) C 5 H 10 (c) C 14 H 30 (d) C 7 H 8 5. Provide structures to match the following IUPAC names. (a) 2-bromo-3-hydroxybutanoic acid (b) 2,2-difluoropent-3-ynoic acid 6. Draw both possible chair conformations of methylcyclohexane. 7. The “Stinker” Question . To the right is a drawing of a sugar molecule shown in a Fischer projection. In a Fischer projection the atoms (OH and H atoms) to the left and right of the centre vertical line are coming out at you (i.e. a wedge). The groups attached with vertical lines (top and bottom) are bonds projected behind the plane of the page. Draw the Dashed-Wedge line structure and then re-draw the molecule in a zig-zag form with the primary alcohol group on the left and the aldehyde group on the right. CHO OH H H HO OH H OH H CH 2 OH...
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