Chemistry: The Molecular Science
5th Edition
ISBN: 9781285199047
Author: John W. Moore, Conrad L. Stanitski
Publisher: Cengage Learning
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Chapter 4, Problem 94QRT
Interpretation Introduction
Interpretation:
The amount of heat transferred to surroundings when
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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 4 Solutions
Chemistry: The Molecular Science
Ch. 4.1 - (a) If you eat a hot dog, it will provide 160...Ch. 4.2 - Prob. 4.1CECh. 4.2 - Prob. 4.2CECh. 4.3 - Prob. 4.3CECh. 4.3 - Prob. 4.2PSPCh. 4.4 - A piece of aluminum with a mass of 250. g is at an...Ch. 4.4 - Prob. 4.4CECh. 4.4 - Prob. 4.5CECh. 4.4 - Prob. 4.4PSPCh. 4.4 - Prob. 4.5PSP
Ch. 4.5 - Prob. 4.6PSPCh. 4.5 - Prob. 4.6ECh. 4.5 - Assume you have 1 cup of ice (237 g) at 0.0 C....Ch. 4.6 - Prob. 4.9CECh. 4.6 - Prob. 4.10CECh. 4.6 - Prob. 4.11ECh. 4.6 - The reaction enthalpy for sublimation of 1 mol...Ch. 4.6 - Prob. 4.12ECh. 4.6 - Prob. 4.8PSPCh. 4.7 - Prob. 4.13CECh. 4.7 - Prob. 4.14CECh. 4.8 - Prob. 4.9PSPCh. 4.8 - Prob. 4.15CECh. 4.8 - Prob. 4.10PSPCh. 4.8 - Prob. 4.16CECh. 4.8 - Prob. 4.17ECh. 4.9 - When iron is obtained from iron ore, an important...Ch. 4.10 - Write an appropriate thermochemical expression in...Ch. 4.10 - Prob. 4.18CECh. 4.10 - Prob. 4.13PSPCh. 4.10 - Use data from Table 4.2 to calculate the standard...Ch. 4.11 - Prob. 4.15PSPCh. 4.11 - Correlate the fuel values and caloric values...Ch. 4.11 - Prob. 4.20ECh. 4.11 - Prob. 4.21ECh. 4 - Prob. 1QRTCh. 4 - For each situation, define a system and its...Ch. 4 - What is the value of the standard formation...Ch. 4 - Prob. 4QRTCh. 4 - Prob. 5QRTCh. 4 - Name two exothermic processes and two endothermic...Ch. 4 - Prob. 7QRTCh. 4 - Prob. 8QRTCh. 4 - (a) A 2-inch piece of two-layer chocolate cake...Ch. 4 - Prob. 10QRTCh. 4 - Melting lead requires 5.50 cal/g. Calculate how...Ch. 4 - Prob. 12QRTCh. 4 - Prob. 13QRTCh. 4 - Prob. 14QRTCh. 4 - Prob. 15QRTCh. 4 - Analyze transfer of energy from one form to...Ch. 4 - Prob. 17QRTCh. 4 - Suppose that you are studying kinetic energy of...Ch. 4 - Solid ammonium chloride is added to water in a...Ch. 4 - Prob. 20QRTCh. 4 - Prob. 21QRTCh. 4 - Prob. 22QRTCh. 4 - Prob. 23QRTCh. 4 - Prob. 24QRTCh. 4 - Prob. 25QRTCh. 4 - Prob. 26QRTCh. 4 - The specific heat capacity of benzene, C6H6, is...Ch. 4 - The specific heat capacity of carbon...Ch. 4 - Prob. 29QRTCh. 4 - Prob. 30QRTCh. 4 - A piece of iron (400. g) is heated in a flame and...Ch. 4 - Prob. 32QRTCh. 4 - Prob. 33QRTCh. 4 - Prob. 34QRTCh. 4 - Prob. 35QRTCh. 4 - Prob. 36QRTCh. 4 - Prob. 37QRTCh. 4 - Prob. 38QRTCh. 4 - Prob. 39QRTCh. 4 - Calculate the quantity of heating required to...Ch. 4 - Prob. 41QRTCh. 4 - Prob. 42QRTCh. 4 - Prob. 43QRTCh. 4 - Prob. 44QRTCh. 4 - Prob. 45QRTCh. 4 - Calcium carbide, CaC2, is manufactured by reducing...Ch. 4 - Prob. 47QRTCh. 4 - Prob. 48QRTCh. 4 - Prob. 49QRTCh. 4 - Given the thermochemical expression CaO(s) + 3C(s)...Ch. 4 - Prob. 51QRTCh. 4 - Prob. 52QRTCh. 4 - Isooctane (2,2,4-trimethylpentane), one of the...Ch. 4 - Prob. 54QRTCh. 4 - Gasohol, a mixture of gasoline and ethanol,...Ch. 4 - White phosphorus, P4, ignites in air to produce...Ch. 4 - Prob. 57QRTCh. 4 - Prob. 58QRTCh. 4 - Which molecule, HF, HCl, HBr, or HI, has the...Ch. 4 - Which molecule, F2, Cl2, Br2, or I2, has the...Ch. 4 - For the reactions of molecular hydrogen with...Ch. 4 - Prob. 62QRTCh. 4 - A diamond can be considered a giant all-carbon...Ch. 4 - Prob. 64QRTCh. 4 - Prob. 65QRTCh. 4 - Prob. 66QRTCh. 4 - Prob. 67QRTCh. 4 - A 0.692-g sample of glucose, C6H12O6, is burned in...Ch. 4 - Benzoic acid, C7H6O2, occurs naturally in many...Ch. 4 - Prob. 70QRTCh. 4 - Prob. 71QRTCh. 4 - Prob. 72QRTCh. 4 - Three reactions very important to the...Ch. 4 - Prob. 74QRTCh. 4 - Prob. 75QRTCh. 4 - Prob. 76QRTCh. 4 - Prob. 77QRTCh. 4 - Prob. 78QRTCh. 4 - We burn 3.47 g lithium in excess oxygen at...Ch. 4 - Prob. 80QRTCh. 4 - Prob. 81QRTCh. 4 - Prob. 82QRTCh. 4 - The reaction enthalpy for oxidation of styrene,...Ch. 4 - Oxygen is not normally found in positive oxidation...Ch. 4 - Iron can react with oxygen to give iron(III)...Ch. 4 - The formation of aluminum oxide from its elements...Ch. 4 - Prob. 87QRTCh. 4 - If you want to convert 56.0 g ice (at 0 °C) to...Ch. 4 - Prob. 89QRTCh. 4 - Prob. 90QRTCh. 4 - Prob. 91QRTCh. 4 - Prob. 92QRTCh. 4 - Prob. 93QRTCh. 4 - Prob. 94QRTCh. 4 - Prob. 95QRTCh. 4 - Prob. 96QRTCh. 4 - Prob. 97QRTCh. 4 - Prob. 98QRTCh. 4 - Prob. 99QRTCh. 4 - Prob. 100QRTCh. 4 - Prob. 101QRTCh. 4 - Prob. 102QRTCh. 4 - Prob. 103QRTCh. 4 - Prob. 104QRTCh. 4 - Prob. 105QRTCh. 4 - Prob. 106QRTCh. 4 - The specific heat capacity of copper is 0.385 J g1...Ch. 4 - Consider this graph, which presents data for a...Ch. 4 - Prob. 109QRTCh. 4 - The sketch shows two identical beakers with...Ch. 4 - Prob. 111QRTCh. 4 - Prob. 112QRTCh. 4 - Prob. 113QRTCh. 4 - Prob. 114QRTCh. 4 - Prob. 115QRTCh. 4 - Prob. 116QRTCh. 4 - Prob. 117QRTCh. 4 - Prob. 118QRTCh. 4 - Prob. 119QRTCh. 4 - Prob. 120QRTCh. 4 - Prob. 121QRTCh. 4 - Prob. 122QRTCh. 4 - Prob. 123QRTCh. 4 - Prob. 124QRTCh. 4 - Prob. 4.ACPCh. 4 - Prob. 4.BCPCh. 4 - Prob. 4.CCPCh. 4 - Prob. 4.DCPCh. 4 - Prob. 4.ECPCh. 4 - Prob. 4.FCP
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- 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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