Pearson eText Organic Chemistry -- Instant Access (Pearson+)
Pearson eText Organic Chemistry -- Instant Access (Pearson+)
9th Edition
ISBN: 9780135213728
Author: Leroy Wade, Jan Simek
Publisher: PEARSON+
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Chapter 9, Problem 9.30SP

Using cyclooctyne as your starting material, show how you would synthesize the following compounds. (Once you have shown how to synthesize a compound, you may use it as the starting material in any later parts of this problem.)

  1. a. cis-cyclooctene
  2. b. cyclooctane
  3. c. trans-1,2-dibromocyclooctane
  4. d. cyclooctanone
  5. e. 1,1-dibromocyclooctane
  6. f. 3-bromocyclooctene
  7. g. cyclooctane- 1,2-dione

Chapter 9, Problem 9.30SP, Using cyclooctyne as your starting material, show how you would synthesize the following compounds.

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Construct a molecular orbital diagram for carbon monoxide. Identify the relevant point group,include all of the appropriate symmetry labels and pictures, and fill in the electrons. Make sure toaccount for the difference in electronegativity between C and O. Hint: CO is substantiallyisoelectronic to N2. (PLEASE DRAW THE ENTIRE MO DIAGRAM!!!)
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Pearson eText Organic Chemistry -- Instant Access (Pearson+)

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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY