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exam4key - CHEM 233 Fall 2006 Final Exam Ian R Gould...

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Final Exam Ian R. Gould PRINTED FIRST NAME 4 / 14 6 / 20 5 / 12 3 / 21 2 / 16 ASU ID or Posting ID Person on your LEFT (even if there are empty spaces between you, or print Aisle) 1 / 10 H He Li Be B C N O F Ne Na Mg Al Si P S Cl Ar K Ca Sc Ti V Cr Mn Fe Co Ni Cu Zn Ga Ge As Se Br Kr Rb Sr Y Zr Nb Mo Tc Ru Rh Pd Ag Cd In Sn Sb Te I Xe Cs Ba Lu Hf Ta W Re Os Ir Pt Au Hg Tl Pb Bi Po At Rn 7 / 42 8 / 32 Be sure your exam has 17 numbered questions on 11 total pages Use any blank pages as scratch paper. They will not be graded. Write CLEARLY. Illegible answers will be considered to be incorrect. Molecular models are allowed. Do not use red ink. DON'T CHEAT, USE COMMON SENSE! READ THE DIRECTIONS FOR EACH PROBLEM CAREFULLY! CHEM 233, Fall 2006 Person on your RIGHT (even if there are empty spaces between you, or print Aisle) PRINT YOUR NAME ON EACH PAGE! PRINTED LAST NAME 9 / 40 10 / 40 11 / 30 12 / 16 13 / 21 Total / 370 14 / 16 15 / 6 16 / 5 17 / 25 Nomenclature Acid/Base (2 x 8) Molecular Orbitals (3 x 7) Faster (energy diagram) Faster E2 Acid/Base (resonance Products (6 x 7) mxns energy diagram 2 mxns 2 mxns Newman + E2 Sn2 etc (2 x 8) reagents (3 x 7) reaction sequence Real Life MC spectrum
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CHEMISTRY 233, Fall 2006 FINAL EXAM - 2 - Question 1 ( 10 pts.) Give the IUPAC name for the following. Specify stereochemistry as appropriate. NAME Question 2 ( 16 pts.) For the following reactions: 1. Label the acid and the base on each side of the equilibrium 2. Indicate on which side equilibrium will lie, and give a BRIEF explanation 3. Indicate the acid with the smaller pKa 4. Give the curved arrow pushing that describes bond breaking and making in both directions (6S)-ethyl--3,7-dimethyl-(3E)-octene + H C C H H C C H H Na + H C C H C C H H Na H acid acid base base equilibrium lies to the RIGHT since the energy of the non-bonding pair is lower, in the smaller sp hybrid A.O. smaller pKa H O H H S + H O H S + H acid base base acid equilibrium lies to the LEFT since the S-H bond is weaker than the O-H bond, H 2 S is thus a stronger acid, has a smaller pKa
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Question 3 (21 pts.) a) Draw a picture of the wavefunction, OR the wavefunction squared AS REQUESTED , of the molecular orbitals requested, on the molecules . In each case indicate the A.O.'s used to make the M.O.'s.
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