EP INTRO.TO GENERAL,ORGANIC...-OWL ACCE
12th Edition
ISBN: 9781337915984
Author: Bettelheim
Publisher: Cengage Learning
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Chapter 12, Problem 93P
Interpretation Introduction
Interpretation: The line structure of the products in the given boxes should be drawn.
Concept Introduction:The
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Consider the following nucleophilic substitution reaction. The compound listed above the arrow is the solvent for the reaction. If nothing is listed over the arrow,
then the nucleophile is also the solvent for the reaction.
Part 1 of 2
Br
CH,CN
+ I¯
What is the correct mechanism for the reaction? Select the single best answer.
@SN2
○ SN 1
Part: 1/2
Part 2 of 2
Draw the products for the reaction. Include both the major organic product and the inorganic product. If more than one stereoisomer is possible, draw
only one stereoisomer. Include stereochemistry where relevant.
Click and drag to start drawing a
structure.
X
હૈ
20.33 Think-Pair-Share
(a) Rank the following dienes and dienophiles in order of increasing reactivity in the
Diels-Alder reaction.
(i)
CO₂Et
(ii)
COEt
||
CO₂Et
MeO
MeO
(b) Draw the product that results from the most reactive diene and most reactive
dienophile shown in part (a).
(c) Draw a depiction of the orbital overlap involved in the pericyclic reaction that oc-
curs between the diene and dienophile in part (b).
(d) Is the major product formed in part (b) the endo or exo configuration? Explain
your reasoning.
20.40 The following compound undergoes an intramolecular Diels-Alder reaction to give a
tricyclic product. Propose a structural formula for the product.
CN
heat
An intramolecular
Diels-Alder adduct
Chapter 12 Solutions
EP INTRO.TO GENERAL,ORGANIC...-OWL ACCE
Ch. 12.3 - Prob. 12.1QCCh. 12.3 - Prob. 12.2QCCh. 12.3 - Problem 12-3 Write the IUPAC name for each...Ch. 12.3 - Problem 12-4 Draw structural formulas for the...Ch. 12.3 - Problem 12-5 How many stereoisomers are possible...Ch. 12.5 - Prob. 12.6QCCh. 12.5 - Problem 12-7 Propose a two-step mechanism for the...Ch. 12.5 - Prob. 12.8QCCh. 12.5 - Problem 12-9 Propose a three-step reaction...Ch. 12.5 - Prob. 12.10QC
Ch. 12.8 - Prob. 12.11QCCh. 12 - Prob. 1PCh. 12 - Answer true or false. Both ethylene and acetylene...Ch. 12 - 12-13 What is the difference in structure between...Ch. 12 - There are three compounds with the molecular...Ch. 12 - 12-15 Name and draw structural formulas for all...Ch. 12 - Prob. 6PCh. 12 - Draw a structural formula for at least one...Ch. 12 - Each carbon atom in ethane and in ethylene is...Ch. 12 - Prob. 9PCh. 12 - Prob. 10PCh. 12 - Prob. 11PCh. 12 - 12*22 Draw a structural formula for each compound....Ch. 12 - 12-23 Draw a structural formula for each compound....Ch. 12 - Prob. 14PCh. 12 - 12-25 Write the IUPAC name for each unsaturated...Ch. 12 - Explain why each name is incorrect and then write...Ch. 12 - 12-27 Explain why each name is incorrect and then...Ch. 12 - Prob. 18PCh. 12 - 12-29 Which of these alkenes show cis-trans...Ch. 12 - 12-30 Which of these alkenes shows cis-trans...Ch. 12 - 12-31 Cyclodecene exists as both cis and trans...Ch. 12 - Arachidonic acid is a naturally occurring C„o...Ch. 12 - Prob. 23PCh. 12 - If you examine the structural formulas for the...Ch. 12 - 12*35 For each molecule that shows eis-trans...Ch. 12 - Name and draw structural formulas for all...Ch. 12 - /3-Ocimene, a triene found in the fragrance of...Ch. 12 - Answer true or false. Alkenes and alkynes are...Ch. 12 - Prob. 29PCh. 12 - 12-40 Define alkene addition reaction. Write an...Ch. 12 - Prob. 31PCh. 12 - 12-42 Complete these equations.Ch. 12 - Draw structural formulas for all possible...Ch. 12 - Prob. 34PCh. 12 - 12-45 Draw a structural formula for the product of...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - 12-47 Draw a structural formula for an alkene with...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - Prob. 39PCh. 12 - 12-50 Draw the structural formula of an alkene...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Following is the structural formula of...Ch. 12 - Propose an explanation for the following...Ch. 12 - There are nine alkenes with the molecular formula...Ch. 12 - Prob. 46PCh. 12 - 12-57 Hydrocarbon A, Cf,Hs, reacts with 2 moles of...Ch. 12 - 12-58 Show how to convert ethylene to these...Ch. 12 - 12-59 Show how to convert 1-butene to these...Ch. 12 - Prob. 50PCh. 12 - 12-61 (Chemical Connections 12A) What is one...Ch. 12 - Prob. 52PCh. 12 - Prob. 53PCh. 12 - 12-64 (Chemical Connections 120 What is the...Ch. 12 - (Chemical Connections 120 Assume that 1 X IO-12 g...Ch. 12 - Prob. 56PCh. 12 - Prob. 57PCh. 12 - Prob. 58PCh. 12 - Prob. 59PCh. 12 - Prob. 60PCh. 12 - Prob. 61PCh. 12 - Suppose you have unlabeled bottles of benzene and...Ch. 12 - Prob. 63PCh. 12 - Prob. 64PCh. 12 - Answer true or false. (a) Phenols and alcohols...Ch. 12 - Prob. 66PCh. 12 - Prob. 67PCh. 12 - Prob. 68PCh. 12 - Prob. 69PCh. 12 - 12-67 (Chemical Connections 12D ) In which isomer...Ch. 12 - Prob. 71PCh. 12 - Prob. 72PCh. 12 - Prob. 73PCh. 12 - Prob. 74PCh. 12 - Prob. 75PCh. 12 - Prob. 76PCh. 12 - Prob. 77PCh. 12 - Prob. 78PCh. 12 - Prob. 79PCh. 12 - Prob. 80PCh. 12 - Prob. 81PCh. 12 - Prob. 82PCh. 12 - Prob. 83PCh. 12 - Prob. 84PCh. 12 - Prob. 85PCh. 12 - Prob. 86PCh. 12 - Propose a structural formula for the product!s)...Ch. 12 - Prob. 88PCh. 12 - Draw the structural formula of an alkene that...Ch. 12 - 12-77 Show how to convert cyclopentene into these...Ch. 12 - Prob. 91PCh. 12 - Prob. 92PCh. 12 - Prob. 93PCh. 12 - Prob. 94PCh. 12 - Prob. 95PCh. 12 - In omega-3 fatty adds, the last carbon of the last...Ch. 12 - Prob. 97PCh. 12 - Prob. 98P
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Similar questions
- What is the reaction mechanism for this?arrow_forwardWhat is the reaction mechanism for this?arrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. + Drawing Arrows CH3ONA, CH3OH heat : Br:O Na → H H Br Na + H H H H H :0: .H + Undo Reset Done Q CH3 Drag To Pan +arrow_forward
- What is the reaction mechanism for this?arrow_forward20.19 Predict the structure of the major 1,2-addition product formed by reaction of one mole of Cl₂ with 3-methylenecyclohexene. Also predict the structure of the 1,4-addition product formed under these conditions. 20.20 Which of the two molecules shown do you expect to be the major product formed by 1,2-addition of HCI to cyclopentadiene? Explain. Cyclopentadiene + HC 3-Chlorocyclopentene (racemic) or 4-Chlorocyclopentene (racemic)arrow_forward20.35 Propose structural formulas for compounds A and B and specify the configuration of compound B. EtO₂C 250°C C14H2004 CO₂Et 1. Oso, then NaHSO3 2. HIO4 C14H2006 A Barrow_forward
- 20.21 Predict the major product formed by 1,4-addition of HCI to cyclopentadiene. 20.22 Draw structural formulas for the two constitutional isomers with the molecular for- mula C₂H,Br, formed by adding one mole of Br, to cyclopentadiene.arrow_forwardAdd substituents to draw the conformer below (sighting down the indicated bond), then rotate the back carbon to provide the conformation that will be capable of an E2 elimination. R/S stereochemistry is graded. + I I H CH3 Ph Досн Br OCH 3 Drawing Q H Atoms, Bonds and Rings Charges Tap a node to see suggestions. H H H H H Undo Reset Remove Done Rotatearrow_forward20.17 Predict the structure of the major product formed by 1,2-addition of HBr to 3-methylenecyclohexene. 3-Methylenecyclohexene 20.18 Predict the major product formed by 1,4-addition of HBr to 3-methylenecyclohexene.arrow_forward
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