Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Videos
Textbook Question
Chapter 4.12, Problem 4.17P
- a. Using me BDEs in Table4-2 (page 167 ), compute The value of ∆H° for each step in the iodination of methane.
- b. Compute the overall value of ∆H° for lodination.
- c. Suggest two reasons why iodine does not react well with methane.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Find Delta H° for the overall reaction.
Which reaction would proceed well as
written?
A
a
B b
C
D d
A)
C)
NABH, MEOH
OH
H,O, H,O
НО Он
B)
D)
H,O, H,0
но он
1. СН, MgBr
но он
H.
2. H,0°
Where did the last phase of H3O+ come
from?
Because quenching work is needed to
make it OH at the last stage
Is it possible to do quenching work from
Et20?
Please explain TT.T
OCH3
LIAIHA CI.2 eain)
Et 20 (o.5M)
1. o'c Smin
2. R7 lomin
methyl benzcate
Benzyl alcohol
Lit
-O Lit
O CH3
AIH3
O CH3
H- Al -H
Lit
AIH gH
Lit
Benzl alcohol
Chapter 4 Solutions
Organic Chemistry (9th Edition)
Ch. 4.3A - Draw Lewis structures for the following free...Ch. 4.3B - a. Write the propagation steps leading to the...Ch. 4.3C - Prob. 4.3PCh. 4.3C - Prob. 4.4PCh. 4.4 - The following reaction has a value of G =...Ch. 4.4 - Under base-catalyzed conditions two molecules of...Ch. 4.5B - When ethene is mixed with hydrogen in the presence...Ch. 4.5B - For each reaction, estimate whether S for the...Ch. 4.7 - a. Propose a mechanism for the free radical...Ch. 4.7 - a. Using bond-dissociation enthalpies from...
Ch. 4.8 - The reaction of tert-butyl chloride with methanol...Ch. 4.8 - Under certain conditions, the bromination of...Ch. 4.8 - When a small piece of plat num is added to a...Ch. 4.10 - Prob. 4.14PCh. 4.10 - Prob. 4.15PCh. 4.12 - The bromination of methane proceeds through the...Ch. 4.12 - a. Using me BDEs in Table4-2 (page 167 ), compute...Ch. 4.13A - What would be the product ratio in the...Ch. 4.13A - Classify each hydrogen atom in the following...Ch. 4.13B - Use the bond-dissociation enthalpies in Tabte4-2...Ch. 4.13B - Prob. 4.21PCh. 4.13B - Prob. 4.22PCh. 4.14 - a. Compute the heats of reaction for abstraction...Ch. 4.14 - 2,3-Dimethylbutane reacts with bromine in the...Ch. 4.14 - Prob. 4.25PCh. 4.15 - Prob. 4.26PCh. 4.15 - Prob. 4.27PCh. 4.16A - Prob. 4.28PCh. 4.16A - Prob. 4.29PCh. 4.16B - Prob. 4.30PCh. 4.16C - Prob. 4.31PCh. 4.16C - Acetonitrile (CH3C N) is deprotonated by very...Ch. 4.16D - Prob. 4.33PCh. 4 - The following reaction is a common synthesis used...Ch. 4 - Consider the following reaction-energy diagram. a....Ch. 4 - Draw a reaction-energy diagram for a one-step...Ch. 4 - Draw a reaction-energy diagram for a two-step...Ch. 4 - Prob. 4.38SPCh. 4 - Treatment of tert-butyl alcohol with concentrated...Ch. 4 - Label each hydrogen atom in the following...Ch. 4 - Prob. 4.41SPCh. 4 - Prob. 4.42SPCh. 4 - Prob. 4.43SPCh. 4 - Prob. 4.44SPCh. 4 - Prob. 4.45SPCh. 4 - Prob. 4.46SPCh. 4 - For each compound, predict the major product of...Ch. 4 - When exactly 1 mole of methane is mixed with...Ch. 4 - Prob. 4.49SPCh. 4 - Prob. 4.50SPCh. 4 - Prob. 4.51SPCh. 4 - When dichloromethane is treated with strong NaOH,...Ch. 4 - Prob. 4.53SPCh. 4 - When a small amount of iodine is added to a...Ch. 4 - Prob. 4.55SPCh. 4 - When healthy, Earths stratosphere contains a low...Ch. 4 - Prob. 4.57SPCh. 4 - lodination of alkanes using iodine (I2) is usually...
Knowledge Booster
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- P9.5: The reaction below is an early step in the synthesis of tyvelose, a sugar found on the surface of some pathogenic bacteria. Notice that CTP plays the role of the phosphate group donor in this case, rather than ATP. ОН OH СТР ? Но НО HỌ НО Но Но OP ОCDP Draw a mechanism for the reaction, and indicate the second product that is released by the enzyme. (J. Biol. Chem. 2005, 280, 10774)arrow_forward6. Please write next to each reaction whether the overall change in entropy (DS) would increase (+AS) or decrease (-AS). • N2 Lewis acid UV light Acid catalyst но OHarrow_forwardWhat is the meaning of Δ over the reaction arrow?arrow_forward
- Identify the compound with the standard free energy of formation equal to zero. A. CO B. It is hard to determine C. NaI D. O3 E. O2arrow_forwardDraw the orgamic molecule(s) which is(are) formed in the following reaction. Do not include molecules like H20 or HCl. (You have 2 chances until the answer will be given; you have already tried 0 times) он H, CH K2Cr,O,/ H* H,C CH C H, H,arrow_forward2. For the following one-step reaction: a. Indicate the bonds formed and broken b. Calculate AG' of the reaction, assuming that AS' = 0 (i.e. AG' = AH"). c. Indicate with arrows where the equilibrium lies. d. Is the process spontaneous or non-spontaneous? e. What is the type of reaction (addition, substitution, elimination, or rearrangement)? CI, Bonds broken Bonds formed est. AG spontaneous or non-spontaneous?arrow_forward
- 2) The equilibrium constant Ke for the reaction A B is 1 x 105 at room temperature (25°C). a) You make a solution containing compound A at a concentration of 1 M and compound B at a concentration of 1 mM of B, and let the reaction proceed to equilibrium. What are the equilibrium concentrations of A and B? b) Calculate the standard free-energy change (AG) for this reaction. c) What is the standard free-energy change (AG) for the inverse reaction (BA)?arrow_forward1. Predict the sign of ∆S for the following reaction. a. negativeb. positivec. no change 2. What is an intermediate? a.A local maximum on the energy diagram. b. A point on the reaction pathway that has a discrete minima. c.A point half-way between the starting materials and products. d. The highest energy compound on an energy diagram.arrow_forward5. Predict all possible products for the following reactions: (a) 1. NAOH, 350 °C 2. H,0* (b) NO 1. NaOH, 80 °C 2. H30* (c) Brz (2 equivalents) FeBr, (d) O,N. CN NH, NO2 (e) NO2 1. NaNH,, NH, (liq.) Br. 2. H,0*arrow_forward
- Identify the TRUE statement about the transition state(s) of an SN2 mechanism. Select one: a. The transition state will always have a net charge of -1. а. O b. The single transition state represents the point of maximum free energy of the reaction. Ос. The transition states precede and follow an unstable reaction intermediate. d. Existence of this transition state implies an exothermic reaction.arrow_forward8. Compound (A) rearranges to compound (B) spontaneously. a) Draw the mechanism using curved arrows, that describes how this rearrangement can occur. (Hint: two shifts are required to obtain the product). 3 I. H Br H3C Br mago b) What makes the formation of the previous product spontaneous (ie. why is the product more stable than the reactant)?arrow_forwardDraw the structure(s) of the major organic product(s) of the following reaction. CI N₂ KI Draw one structure per sketcher. Add additional sketchers using the drop-down menu in the bottom right corner. • You do not have to consider stereochemistry. • • Separate multiple products using the + sign from the drop-down menu. ? √n [ ChemDoodlearrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
ChemistryChemistryISBN:9781305957404Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCostePublisher:Cengage Learning
ChemistryChemistryISBN:9781259911156Author:Raymond Chang Dr., Jason Overby ProfessorPublisher:McGraw-Hill Education
Principles of Instrumental AnalysisChemistryISBN:9781305577213Author:Douglas A. Skoog, F. James Holler, Stanley R. CrouchPublisher:Cengage Learning
Organic ChemistryChemistryISBN:9780078021558Author:Janice Gorzynski Smith Dr.Publisher:McGraw-Hill Education
Chemistry: Principles and ReactionsChemistryISBN:9781305079373Author:William L. Masterton, Cecile N. HurleyPublisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...ChemistryISBN:9781118431221Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. BullardPublisher:WILEY
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY
SAR of Anticancer(Antineoplastic) Drug/ Alkylating agents/ Nitrogen Mustard; Author: Pharmacy Lectures;https://www.youtube.com/watch?v=zrzyK3LhUXs;License: Standard YouTube License, CC-BY