Exam 2 -- Spring 2006 -- ANSWERS _do not distribute_

Exam 2 -- Spring 2006 -- ANSWERS _do not distribute_ - I....

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

View Full Document Right Arrow Icon
Name _______________________ Page 1 I. (28 points) A. Complete the following as necessary CC H 3 C + 2 equivalents of HBr i) NOTE: sp-hybridized carbanions make good nucleophiles for substitution reactions ii) a) C 6 H 12 Br 2 b) 1 H-NMR: 2 signals ratio: 1:3 c) 13 C-NMR: 4 signals a) C 6 H 12 Br 2 b) 1 H-NMR: 3 signals ratio: 1:2:9 c) 13 C-NMR: 4 signals + B. CH 3 CH 2 Br NaNH 2 CH 3 C H 3 C CH 3 C CH Product A Product B Would you expect product A in part ii) to be the major or minor product? Consider the following four structures when answering the questions below. Br Br Br Br H CH 3 Br H Br Br Compound C Compound D Compound E Compound F Write the letter(s) for the compound(s) that. .. i) . ..is chiral ii) . ..has at least one diastereomer iii) . ..is a unique compound. ..no other stereoisomers exist i) ii) iii) iv) v) vi) iv) . ..has at least one chiral diastereomer v) . ..has an enantiomer vi) . ..is meso NH 3 Na iii) 3 3 4 4 2 2 2 2 2 2 2 KEY H 3 C H H 3 C CH 2 CH 3 NaBr (optional) CH 3 C H 3 C CH 3 C CH 3 Br Br CH 3 C H 3 C CH 3 C CH Br Br H H minor E C,D,E F C,E E C
Background image of page 1

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

View Full DocumentRight Arrow Icon
H Name _______________________ Page 2 II. (26 points) A. CH 3 C OH H 3 C CH 3 Compound G Draw the two chair conformations for Compound G in the boxes below. Your drawings should clearly show both axial and equatorial positions for any ring atoms that have substituents ( be clear in your bond angles! ). What is the name of Compound G? C.
Background image of page 2
Image of page 3
This is the end of the preview. Sign up to access the rest of the document.

This note was uploaded on 01/30/2011 for the course CHEM 210 taught by Professor Capolla during the Spring '07 term at University of Michigan.

Page1 / 5

Exam 2 -- Spring 2006 -- ANSWERS _do not distribute_ - I....

This preview shows document pages 1 - 3. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online