Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Textbook Question
Chapter 5, Problem 52P
Draw structures for the following:
- a. (2E,4E)-1-chloro-3-methyl-2.4-hexadiene
- b. (3Z,5E)-4-methyl-3.5-nonadie ne
- c. (3Z,5Z)-4.5-dimethyl-3.5-nonadiene
- d. (3E,5E)-2.5-dibromo-3.5-octadiene
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Answer
2. Provide a clear arrow-pushing mechanism for the following reactions. Do not skip proton
transfers, do not combine steps, and make sure your arrows are clear enough to be interpreted
without ambiguity.
a.
CH3
Ph
OEt
هد
Ph
CH3
Hint: the species on the left is an ynolate, which behaves a lot like an enolate.
b.
CH3
H3C
CH3
CH3
H3C
an unexpected product,
containing a single 9-
membered ring
the expected product,
containing two fused rings
H3C-I
(H3C)2CuLi
an enolate
Chapter 5 Solutions
Organic Chemistry
Ch. 5.1 - Determine the degree of unsaturation and then draw...Ch. 5.1 - Prob. 4PCh. 5.2 - Prob. 5PCh. 5.2 - Draw the structure for each of the following: a....Ch. 5.2 - What is each compounds systematic name?Ch. 5.4 - Assign relative priorities to each set of...Ch. 5.4 - Tamoxifen slows the growth of some breast tumors...Ch. 5.4 - Draw and label the E and Z isomers for each of the...Ch. 5.4 - Prob. 12PCh. 5.4 - Name each of the following:
Ch. 5.4 - Prob. 14PCh. 5.4 - Prob. 15PCh. 5.6 - Prob. 16PCh. 5.6 - Prob. 17PCh. 5.6 - Prob. 18PCh. 5.6 - Prob. 20PCh. 5.7 - a. Which of the monosubstituted cyclohexanes in...Ch. 5.7 - a. for which reaction in each set will S be more...Ch. 5.7 - a. For a reaction with H = 12 kcal/ mol and S =...Ch. 5.7 - Prob. 25PCh. 5.7 - Prob. 26PCh. 5.7 - Prob. 27PCh. 5.9 - The rate constant for a reaction can be increased...Ch. 5.9 - Prob. 30PCh. 5.9 - a. Which reaction has a greater equilibrium...Ch. 5.10 - Draw a reaction coordinate diagram for a two-step...Ch. 5.10 - a. Which step in the reaction coordinate diagram...Ch. 5.10 - Draw a reaction coordinate diagram for the...Ch. 5.11 - Prob. 35PCh. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Draw the condensed structure for each of the...Ch. 5 - Prob. 39PCh. 5 - Prob. 40PCh. 5 - Name the following:Ch. 5 - Prob. 42PCh. 5 - 43. Draw the skeletal structure of...Ch. 5 - In a reaction in which reactant A is in...Ch. 5 - Which bond is stronger? Briefly explain why.Ch. 5 - Prob. 46PCh. 5 - Prob. 47PCh. 5 - Assign relative priorities to each set of...Ch. 5 - Prob. 49PCh. 5 - By following the curved red arrows, draw the...Ch. 5 - Prob. 51PCh. 5 - Draw structures for the following: a....Ch. 5 - Prob. 53PCh. 5 - a. Which of the following reactions has the larger...Ch. 5 - a. What is the equilibrium constant for a reaction...Ch. 5 - Prob. 56PCh. 5 - Prob. 57PCh. 5 - Given that the free energy of the twist-boat...Ch. 5 - Prob. 59PCh. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Draw curved arrows to show the movement of the...Ch. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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