asu-o2hf1-ans - CHEM 234 Spring 2008 Final Exam Ian R Gould...

Info icon This preview shows pages 1–3. Sign up to view the full content.

View Full Document Right Arrow Icon
Final Exam Ian R. Gould PRINTED FIRST NAME Person on your LEFT (or Aisle ) 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 CHEM 234, Spring 2008 PRINTED LAST NAME H/H ~1.0 Eclipsing H/Me ~1.4 Me/Me ~2.6 Me/Me ~0.9 Et/Me ~0.95 i-Pr/Me ~1.1 t-Bu/Me ~2.7 Gauche Me/Et ~2.9 Interaction Energies, kcal/mol ASU ID or Posting ID Person on your RIGHT (or Aisle ) 1__________/18 ....................... 9__________/72 ......................... 2__________/14 ......................... 10__________/22 ......................... 3__________/10 ......................... 11__________/20 ......................... 4__________/12 ......................... 12__________/40 ......................... 5__________/12 ....................... 13__________/25 ......................... 6__________/12 ........................ 14__________/50 ......................... 7__________/20 ........................ 15__________/40 ......................... 8__________/18 ........................ Extra Credit_____/5 Total (incl Extra)________/385+5 C NR 2 RC CR R 2 C CR 2 Aromatic C R OH O C X R NH 2 R OH amine alcohol 3 Y > 2 Y > 1 Y 0 20 40 60 80 100 120 140 160 180 200 220 –H 2 C X –H 2 C NR 2 –OCH 2 0 1 2 3 4 5 6 7 8 9 10 11 C CH C H O C R OH O Aromatic Ar H Alkyl mainly 8 - 6.5 C CH 2 C CH 3 O 3 Y > 2 Y > 1 Y Alkyl –OCH 2 C O ( ! , ppm) variable and condition dependent, ca. 2 - 6 ! R C N O H C N C N C C H C O N H C H C N O H C O C H C CH C OR O N H C H C O O H C O H O C NR 2 O 3000– 3100 2850–2960 3300 broad ~3300 broad with spikes ~3300 2200 broad ~3000 1710 2200 1650 2720–2820 2 peaks 1735 1600–1660 1680 range of values broad peak small range usually strong 1600 C H C H C C H H C H C H C H C H H H H H Approximate Coupling Constants, J (Hz), for 1 H NMR Spectra ~7 ~10 ~2 ~15 ~2 ~8 Infrared Correlation Chart NMR Correlation Charts 3000 2000 2500 3500 1500 (cm -1 ) nomen acidity 1 acidity 2 basicity reactivity basicity 2 malonics Stork reactions synthons pericyclic mxns 1 mxns 2 synth 1 synth 2 • PRINT YOUR NAME ON EACH PAGE! • READ THE DIRECTIONS CAREFULLY! • USE BLANK PAGES AS SCRATCH PAPER work on blank pages will not be graded... •WRITE CLEARLY! • MOLECULAR MODELS ARE ALLOWED • DO NOT USE RED INK • DON'T CHEAT, USE COMMON SENSE!
Image of page 1

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
CHM 234, Spring 2008, FINAL EXAM - 2 - NAME Question 1 (18 pts.) Provide IUPAC names for the following structures, do not forget to use E/Z and R/S as appropriate. O O A the anion in A is destabilized by the O of the ester, which acts as a resonance donating group to the enolate anion, the oxygen in B acts as a weak inductive withdrawing group to the enolate (2S),5-dimethyloct-(5E)-enoic acid O O ethyl propanoate a) b) CO 2 H O O B O C H H H < < least acidic most acidic A B C Question 2 (10 pts.) Rank the following three structures in order of increasing Bronsted acidity.
Image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

{[ snackBarMessage ]}

What students are saying

  • Left Quote Icon

    As a current student on this bumpy collegiate pathway, I stumbled upon Course Hero, where I can find study resources for nearly all my courses, get online help from tutors 24/7, and even share my old projects, papers, and lecture notes with other students.

    Student Picture

    Kiran Temple University Fox School of Business ‘17, Course Hero Intern

  • Left Quote Icon

    I cannot even describe how much Course Hero helped me this summer. It’s truly become something I can always rely on and help me. In the end, I was not only able to survive summer classes, but I was able to thrive thanks to Course Hero.

    Student Picture

    Dana University of Pennsylvania ‘17, Course Hero Intern

  • Left Quote Icon

    The ability to access any university’s resources through Course Hero proved invaluable in my case. I was behind on Tulane coursework and actually used UCLA’s materials to help me move forward and get everything together on time.

    Student Picture

    Jill Tulane University ‘16, Course Hero Intern