Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Textbook Question
Chapter 16, Problem 16.61P
Draw the products of each reaction. Indicate the stereochemistry of Diels–Alder products.
a.
b. e.
c. f.
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Chapter 16 Solutions
Organic Chemistry-Package(Custom)
Ch. 16 - Prob. 16.1PCh. 16 - Prob. 16.2PCh. 16 - Draw a second resonance structure for each...Ch. 16 - Prob. 16.4PCh. 16 - Prob. 16.5PCh. 16 - Prob. 16.6PCh. 16 - Prob. 16.7PCh. 16 - Determine the hybridization of the labeled atom in...Ch. 16 - Problem 16.10 Draw the structure consistent with...Ch. 16 - Problem 16.11 Neuroprotectin D1 (NPD1) is...
Ch. 16 - Problem 16.12 Using hybridization, predict how the...Ch. 16 - Problem 16.13 Use resonance theory to explain why...Ch. 16 - Prob. 16.13PCh. 16 - Prob. 16.14PCh. 16 - Prob. 16.15PCh. 16 - Problem 16.17 Draw a stepwise mechanism for the...Ch. 16 - Prob. 16.17PCh. 16 - Problem 16.19 Draw the product formed when each...Ch. 16 - Prob. 16.19PCh. 16 - Prob. 16.20PCh. 16 - Rank the following dienophiles in order of...Ch. 16 - Prob. 16.22PCh. 16 - Prob. 16.23PCh. 16 - Prob. 16.24PCh. 16 - Prob. 16.25PCh. 16 - Problem 16.27 Which compound in each pair absorbs...Ch. 16 - Prob. 16.27PCh. 16 - 16.29 Name each diene and state whether the...Ch. 16 - Prob. 16.29PCh. 16 - Prob. 16.30PCh. 16 - Prob. 16.31PCh. 16 - Prob. 16.32PCh. 16 - Prob. 16.33PCh. 16 - Prob. 16.34PCh. 16 - 16.35 Explain why the cyclopentadienide anion A...Ch. 16 - Explain each statement using resonance theory. a....Ch. 16 - 16.37 Draw the structure of each compound.
a. in...Ch. 16 - Draw and name all dienes of molecular formula...Ch. 16 - Prob. 16.39PCh. 16 - 16.39 Label each pair of compounds as...Ch. 16 - Prob. 16.41PCh. 16 - 16.41 Draw the products formed when each compound...Ch. 16 - Prob. 16.43PCh. 16 - 16.43 Treatment of alkenes A and B with gives the...Ch. 16 - 16.44 Draw a stepwise mechanism for the following...Ch. 16 - Prob. 16.46PCh. 16 - 16.46 Explain, with reference to the mechanism,...Ch. 16 - Prob. 16.48PCh. 16 - Prob. 16.49PCh. 16 - Prob. 16.50PCh. 16 - Prob. 16.51PCh. 16 - Prob. 16.52PCh. 16 - Prob. 16.53PCh. 16 - 16.53 Diels–Alder reaction of a monosubstituted...Ch. 16 - Prob. 16.55PCh. 16 - Prob. 16.56PCh. 16 - 16.55 Devise a stepwise synthesis of each compound...Ch. 16 - Prob. 16.58PCh. 16 - 16.57 A transannular Diels–Alder reaction is an...Ch. 16 - Draw a stepwise mechanism for the following...Ch. 16 - Draw the products of each reaction. Indicate the...Ch. 16 - Prob. 16.62PCh. 16 - Prob. 16.63PCh. 16 - Prob. 16.64PCh. 16 - 16.65 The treatment of isoprene with one...Ch. 16 - 16.66 The treatment of with forms B (molecular...Ch. 16 - Rank the following compounds in the order of...Ch. 16 - Prob. 16.68PCh. 16 - Prob. 16.69PCh. 16 - Prob. 16.70PCh. 16 - Prob. 16.71PCh. 16 - Prob. 16.72PCh. 16 - Prob. 16.73PCh. 16 - Prob. 16.74P
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- Which diene is more reactive in a Diels–Alder reaction?arrow_forwardWhat is the major product of the following Diels-Alder cycloaddition? a. ₂CH3 X b. + CO₂CH3 CO₂CH3 CO₂CH3 d. CO₂CH3arrow_forwardWhich dienophile in each pair is more reactive in a Diels–Alder reaction? 1. CH2=CH=OCH or CH2=CHCH2=OCH 2. CH2=CH=OCH or CH2=CHCH3arrow_forward
- Rank the following dienes in order of increasing reactivity in a Diels-Alder reaction.arrow_forward3. Predict the major product(s) for the following reaction. HCI o°c 4. Predict the product for the following Diels-Alder reaction. 5. Predict the product for the following Diels-Alder reaction. ÇOCH, Aarrow_forwardDraw the products of each SN2 reaction and indicate the stereochemistry where appropriate. CH3 CCI a. b. H + -OCH3 + TOH C. d. CI + -OCH₂CH3 Br + CNarrow_forward
- 2) Rank the following dienes in order of increasing rate of Diels-Alder reaction with maleic anhydride. You do not need to explain your ranking. H3C. H3CO Diene A Diene B Diene Carrow_forwarda. E b. Z What is the stereochemistry of the next alkene: O C. Cis d. Trans H H₂C -O H₂C CH3 CH3arrow_forward3. Predict the products of the following Diels-Alder reactions. a. b. NC CNarrow_forward
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