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Past Exam for CHEM 231 - Organic Chemistry I with Davis at Maryland (UMD)

Exam Information

Material Type:Exam 2
Professor:Davis
Class:CHEM 231 - Organic Chemistry I
Subject:Chemistry
University:University of Maryland
Term:Fall 1999
Keywords:
  • Use Bond Dissociation
  • Isomerization
  • Either...or
  • Stereochemistry
  • Bond Dissociation
  • Conformation
  • Exothermic Reaction
  • Endothermic Reaction
  • Endothermic
  • Spectroscopy
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Sample Document Text

. tCHEM 233 Davis Hour Exam 2 Friday Nov. 5~, 1999 ORGANIC CHEMISTRY I Name TA There are 10 questions and 6 pages. Each question is worth 10 points. VVrite all answers legibly on pages 1-6. There is a blank page for scratch work at the end of the exam. Nothing on this page will be graded. 1. 6. 2. 7. 3. 8. 4. 9. 5. 10. TOTAL PAGE ~ I. Electrophilic Addition + HCI + C~ B c 1,3-Butadiene reacts with Hel to give 3-chloro-l-butene (B) and l-chloro-trans-2- butene (C). The reaction to give Band C involves a common intermediate. carbonium ion A. Answer the following questions based on the energy diagram below: Energy CI~ C + ~ A Reaction Pathway CI ~ B a) Intermediate A is a resonance hybrid. Propose a structure for its other resonance form. Show proper electron motion in drawing this other resonance form. (5 pts) b) Which product, B or C, IS formed faster from A? (3 pts) c) Which specIes, A, B or C. IS most stable'? (2 pts) PAGE 2 2. Use bo...

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