ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 18, Problem 18.3P
Interpretation Introduction
Interpretation: The mechanism for the chlorination of benzene using
Concept introduction: Benzene is an
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Draw the organic product you would expect to isolate from the nucleophilic substitution reaction between the molecules shown.
Note: You do not need to draw any of the side products of the reaction, only the substitution product.
+
H₂O
Cl
+
☑
5
C
Click and drag to start
drawing a structure.
Draw the organic product you would expect to isolate from the nucleophilic substitution reaction between the molecules shown.
Note: You do not need to draw any of the side products of the reaction, only the substitution product.
□
+
HO
1
+ X
S
Click and drag to start
drawing a structure.
Draw the organic product you would expect to isolate from the nucleophilic substitution reaction between the molecules shown.
Note: You do not need to draw any of the side products of the reaction, only the substitution product.
H
× 5
Br
+
HO
+
1
Click and drag to start
drawing a structure.
Chapter 18 Solutions
ORGANIC CHEMISTRY
Ch. 18 - Prob. 18.1PCh. 18 - Prob. 18.2PCh. 18 - Prob. 18.3PCh. 18 - Prob. 18.4PCh. 18 - Prob. 18.5PCh. 18 - Prob. 18.6PCh. 18 - Prob. 18.7PCh. 18 - Prob. 18.8PCh. 18 - Problem 18.9 Draw the product of each reaction
a....Ch. 18 - Prob. 18.10P
Ch. 18 - Prob. 18.11PCh. 18 - Prob. 18.12PCh. 18 - Prob. 18.13PCh. 18 - Problem 18.14 Draw all resonance structures for...Ch. 18 - Problem 18.15 Classify each substituent as...Ch. 18 - Prob. 18.16PCh. 18 - Problem 18.17 Label each compound as more or less...Ch. 18 - Problem 18.18 Rank the following compounds in...Ch. 18 - Prob. 18.19PCh. 18 - Problem 18.20 Draw the products of each...Ch. 18 - Prob. 18.21PCh. 18 - Problem 18.22 Draw the products formed when each...Ch. 18 - Problem 18.23 Devise a synthesis of each compound...Ch. 18 - Problem 18.24 Draw the products of each...Ch. 18 - Problem 18.25 Draw a stepwise mechanism for the...Ch. 18 - Problem 18.26 Draw the products of each...Ch. 18 - Prob. 18.27PCh. 18 - Prob. 18.28PCh. 18 - Problem 18.29 How could you use ethylbenzene to...Ch. 18 - Prob. 18.30PCh. 18 - Problem 18.31 What steps are needed to convert...Ch. 18 - Problem 18.32 Synthesize each compound from...Ch. 18 - Problem 18.33 Synthesize each compound from...Ch. 18 - Prob. 18.34PCh. 18 - 18.35 What is the major product formed by an...Ch. 18 - 18.36 Draw the products formed when phenol is...Ch. 18 - Problem 18.37 Draw the products formed when each...Ch. 18 - 18.38 Draw the products of each reaction.
a. d....Ch. 18 - 18.39 What products are formed when benzene is...Ch. 18 - 18.40 Draw the products of each reaction.
c.
d....Ch. 18 - 18.41 You have learned two ways to make an alkyl...Ch. 18 - 18.42 Draw the structure of A, an intermediate in...Ch. 18 - Prob. 18.43PCh. 18 - Prob. 18.44PCh. 18 - 18.45 Explain why each of the following reactions...Ch. 18 - Prob. 18.46PCh. 18 - 18.47 For each of the following substituted...Ch. 18 - 18.48 Consider the tetracyclic aromatic compound...Ch. 18 - 18.49 For each N-substituted benzene, predict...Ch. 18 - Prob. 18.50PCh. 18 - 18.51 Using resonance structures, explain why a...Ch. 18 - Prob. 18.52PCh. 18 - 18.53 Rank the aryl halides in each group in order...Ch. 18 - 18.54 Draw a stepwise mechanism for the following...Ch. 18 - Prob. 18.55PCh. 18 - 18.56 Draw a stepwise, detailed mechanism for the...Ch. 18 - Prob. 18.57PCh. 18 - 18.58 Draw a stepwise mechanism for the following...Ch. 18 - Prob. 18.59PCh. 18 - Prob. 18.60PCh. 18 - Prob. 18.61PCh. 18 - Prob. 18.62PCh. 18 - 18.63 Synthesize each compound from benzene and...Ch. 18 - Problem 18.64 Synthesize each compound from...Ch. 18 - Prob. 18.65PCh. 18 - Prob. 18.66PCh. 18 - Prob. 18.67PCh. 18 - Prob. 18.68PCh. 18 - Problem 18.69 Identify the structures of isomers A...Ch. 18 - Prob. 18.70PCh. 18 - Problem 18.71 Compound X (molecular formula ) was...Ch. 18 - 18.72 Reaction of p-cresol with two equivalents of...Ch. 18 - Prob. 18.73PCh. 18 - The NMR spectrum of phenol () shows three...Ch. 18 - Explain the reactivity and orientation effects...Ch. 18 - Prob. 18.76PCh. 18 - Prob. 18.77PCh. 18 - Prob. 18.78PCh. 18 - Prob. 18.79P
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- Draw the organic product you would expect to isolate from the nucleophilic substitution reaction between the molecules shown. Note: You do not need to draw any of the side products of the reaction, only the substitution product. HO + C+ Cl с с + T X Ć Click and drag to start drawing a structure. Karrow_forwardDraw the organic product you would expect to isolate from the nucleophilic substitution reaction between the molecules shown. Note: You do not need to draw any of the side products of the reaction, only the substitution product. D xx + H₂O + X Click and drag to start drawing a structure.arrow_forwardx ✓5 Br 6 Draw the organic product you would expect to isolate from the nucleophilic substitution reaction between the molecules shown. Note: You do not need to draw any of the side products of the reaction, only the substitution product. Ö + X S 8 C 9 Click and drag to start drawing a structure. 10arrow_forward
- Why must dehydration reactions of alcohols be carried out under acid catalysis? O 1) the hydroxide group is a poor leaving group and must be protonated to 1) generate a better leaving group. 2) the hydroxide group is a great leaving group and does not need to be protonated to generate a better leaving group. O 3) the acid isn't necessary for the reaction. O4) None of these are correct answers.arrow_forwardIllustrate the Electrophilic Addition of H2O to an Alkene—Hydration ?arrow_forwardGive a step-by-step mechanism for the following substitution reactions:arrow_forward
- 1,4-Dioxane is made commercially by the acid-catalyzed condensation of an alcohol. Propose a mechanism for this reaction.arrow_forwardWhat is the major product of the following reaction?arrow_forwardHO Molecule A + 8+ CI Molecule B Is this a nucleophilic substitution reaction? + H If this is a nucleophilic substitution reaction, answer the remaining questions in this table. What word or two-word phrase is used to describe the role Molecule A plays in this reaction? What word or two-word phrase is used to describe the role Molecule B plays in this reaction? What word or two-word phrase is used to describe the role of the carbon labeled with the 8 + symbol? What word or two-word phrase is used to describe the role of the atom or group highlighted in red? 0 O Yes O No 0 0 0arrow_forward
- Complete the following reaction sequence with the missing major organic products. CH, NaOH CH,CH,CH,CHCH,CHCH,CEN H20 NaOH H,0 CH,CH,arrow_forwardDraw out the reaction mechanism for cyclohexanol to cyclohexanone. Sodium hypochlorite oxidation of an alcohol to a ketone with the product being cyclohexanone.arrow_forwardWhen propene reacts with gaseous hydrogen bromide, HBr, two products, 1-bromopropane and 2-bromopropane are formed. The reaction is a two-step process in which the electrophilic attack occurs in the first step. Identify the electrophile in this reaction Draw a diagram showing the first step of the reaction that leads to the production of 2-bromopropane.arrow_forward
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