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Unformatted text preview: KEY Massachusetts Institute of Technology 5.13, Fall 2006 Dr. Kimberly L. Berkowski Organic Chemistry II PRACTICE EXAM #3 Hour exam #3 will be held on Wednesday, November 15, from 12:05- 12:55. Books, notes, and calculators will not be allowed during the exam. Molecular model kits will be allowed during the exam. You will be given a periodic table and blank pages. Material Covered on Exam #3: • Everything presented in lecture related to Amines, Carboxylic Acids, and Carboxylic Acid Derivatives • Reaction and Drill Problems • Problem Sets 5 and 6 • McMurry Chapters 20, 21, 24 • All 5.12 material. The answer key will be posted on Monday 1. Rank the following acyl derivatives based on their reactivity as electrophiles toward hydroxide ion (1 = most reactive, 5 = least reactive). O O O O O O Me NMe 2 Me O Me Me Cl Me O Me OMe 4 2 1 5 3 2. In the boxes, please provide the reagents for the illustrated transformations. More than one step may be required O Me Me NH 2 (a) Br 1. NaN 3 2. LiAlH 4 3. H 2 O N K 1. 2. H 2 NNH 2 or or Excess NH 3 Without Over-Alkylation Me Me Me Me O HO NH 2 (b) 1. HCN, Cat. KCN 2. LiAlH 4 3. H 2 O Figure by MIT OCW....
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- Spring '03
- Organic chemistry, Carboxylic acid, Amide, Massachusetts Institute of Technology, MIT OCW