Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
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Chapter 5.2, Problem 5P

(a)

Interpretation Introduction

Interpretation:

The number vinylic hydrogen in cyclopentene should be determined.

Concept introduction:

  • Alkenes are the unsaturated organic compound having carbon-carbon double bond.
  • The double bonded (sp2) carbon atoms in alkene are called vinylic carbons. and the single bonded (sp3) carbon that adjacent to a vinylic carbon is called an allylic carbon.
  • Hydrogen bonded to a vinylic carbon is called vinylic hydrogen, and hydrogen bonded to an allylic carbon is called allylic hydrogen.

(b)

Interpretation Introduction

Interpretation:

The number of allylic hydrogen in cyclopentene should be determined.

Concept introduction:

  • Alkenes are the unsaturated organic compound having carbon-carbon double bond.
  • The double bonded (sp2) carbon atoms in alkene are called vinylic carbons. And the single bonded (sp3) carbon that adjacent to a vinylic carbon is called an allylic carbon.
  • Hydrogen bonded to a vinylic carbon is called vinylic hydrogen, and hydrogen bonded to an allylic carbon is called allylic hydrogen.

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41. Draw the structure of a hydrocarbon that has six carbon atoms and a. three vinylic hydrogens and two allylic hydrogens. b. three vinylic hydrogens and one allylic hydrogen. c. three vinylic hydrogens and no allylic hydrogens.
The Diels–Alder reaction, a powerful reaction discussed in Chapter 14, occurs when a 1,3-diene such as A reacts with an alkene such as B to form the six-membered ring in C. a.Draw curved arrows to show how A and B react to form C. b.What bonds are broken and formed in this reaction? c.Would you expect this reaction to be endothermic or exothermic? d.Does entropy favor the reactants or products? e. Is the Diels–Alder reaction a substitution, elimination, or addition?
In each of the cases below, which isomer is more stable? a. 1-bromo-2-methylcyclohexane: b. c. 1-bromo-4-isopropylcyclohexane: 1,3-diethylcyclohexane:

Chapter 5 Solutions

Organic Chemistry

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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