ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 7, Problem 7.19P
Interpretation Introduction
Interpretation: The energy diagram for the given
Concept introduction: The replacement or substitution of one
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10. Draw an energy diagram for the addition of HBr to 1-pentene. Let one curve on your diagram show the
formation of 1-bromopentane product and another curve on the same diagram show the formation of 2-
bromopentane product. Draw and label the positions for all reactants, intermediates, and products.
Which curve has the higher-energy carbocation intermediate? Which curve has the higher-energy first
transition state?
:Draw two major products
:Reaction type for the major product
:Draw one minor product
:Reaction type for the minor product
Reaction coordinate diagrams:
Two-step diagram. Label the reactant (R), product (P), intermediate (I"), and transition
states (TS; and TS2), plus the axis with appropriate units/labels.
1) Break the diagram up into 2
steps. Which one is the slow
step? The fast step?
2) Endothermic or exothermic?
Suppose a
is added to step one. Sketch the effect of this
addition on the diagram.
You can identify the intermediates and
by remembering:
Intermediates are
and then
Catalysts are added to a reaction (like a reactant), and are
at the end.
Practice: Identify the reactants, products, intermediate(s), and catalyst(s). Put a star next to
the rate-determining step.
Step 1
A+B AB
(fastest)
Step 2
C + AB → ABC
Step 3
ABC + D→ ACD + B
(fast)
diy
Chapter 7 Solutions
ORGANIC CHEMISTRY
Ch. 7 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7 - Prob. 7.3PCh. 7 - An sp3 hybridized CCl bond is more polar than an...Ch. 7 - Prob. 7.5PCh. 7 - Problem 7.6 Identify the nucleophile and leaving...Ch. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - What neutral nucleophile is needed to convert...Ch. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.13PCh. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c. e. b....Ch. 7 - Prob. 7.43PCh. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Which compound in each pair has the higher boiling...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.47PCh. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Rank the species in each group in order of...Ch. 7 - Prob. 7.51PCh. 7 - Prob. 7.52PCh. 7 - 7.53 Consider the following reaction.
Draw a...Ch. 7 - Prob. 7.54PCh. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.56PCh. 7 - Prob. 7.57PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - 7.59 Pick the reactant or solvent in each part...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.61PCh. 7 - Prob. 7.62PCh. 7 - Prob. 7.63PCh. 7 - Fluticasone, the chapter-opening molecule, can be...Ch. 7 - Prob. 7.65PCh. 7 - 7.66 Diphenhydramine, the antihistamine in...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.69PCh. 7 - Prob. 7.70PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.72PCh. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Muscalure, the sex pheromone of the common...Ch. 7 - Prob. 7.77PCh. 7 - Prob. 7.78PCh. 7 - Draw a stepwise mechanism for the following...Ch. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.81PCh. 7 - In some nucleophilic substitutions under SN1...
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