EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
3rd Edition
ISBN: 9780133858501
Author: Bruice
Publisher: PEARSON CO
expand_more
expand_more
format_list_bulleted
Concept explainers
Textbook Question
Chapter 5, Problem 40P
- a. The ΔG° for conversion of “axial” fluorocyclohexane to “equatorial” fluorocyclohexane at 25 °C is −0.25 kcal/mol. Calculate the percentage of fluorocyclohexane molecules that have the fluoro substituent in an equatorial position at equilibrium.
- b. Do the same calculation for isopropylcyclohexane (its ΔG ° value at 25 °C is −2.1 kcal/mol).
- c. Why is the percentage of molecules with the substituent in an equatorial position greater for isopropylcyclohexane?
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solutionStudents have asked these similar questions
Complete these reactions:
b. CH2= CH2© + Hcl (room temperature).
C CH 2= CH 2+H2>
d.n(CHa =CH2)(high tem perature >
e. CHE CHt O2->
f. CHECH +2Na->
9. n CCtl2z CH2)->
h. HC E CH + H2->
i HC E CH 2H2.>
J. CH2CH2 + cla -s
K CH3 CH = CH CH3 +Hz=>
L. CH3 C=CCH3 t 2 H2/Ni ->
M. LCHュ= CH2 + H2->
Which of the following aldehydes has the highest solubility in water?
A) CH₃CH₂C(=O)H
B) CH₃CH₂CH₂CH₂C(=O)H
C) CH₃(CH₂)₅C(=O)H
D) CH₃(CH₂)₁₀C(=O)H
E) All of these have equal solubility.
Reagents
a. CeHsCHO
b. NaOH, ethanol
c. Pyrrolidine, cat. H* j. Brz, H*
d. H2C=CHCN
e. H3O*
f.
h. BRCH2CH=CH2
i. Na* OEt, ethanol
k. K* t-Buo
I. CH2(CO,Et)2
m. heat
CH2CH2CN
LDA
g. ELOC(=0)COEt
Select reagents from the table to synthesize this compound from cyclopentanone.
Enter the letters of the chosen reagents, in the order that you wish to use them, without spaces or punctuation (i.e. geda).
Chapter 5 Solutions
EP ESSENTIAL ORG.CHEM.-MOD.MASTERING
Ch. 5.1 - Prob. 1PCh. 5.1 - Draw the structure for each of the following: a....Ch. 5.1 - What is each compounds systematic name?Ch. 5.3 - Prob. 4PCh. 5.3 - Prob. 5PCh. 5.3 - Prob. 7PCh. 5.4 - a. For which reaction in each set below will S be...Ch. 5.6 - Prob. 9PCh. 5.6 - How many different alkenes can be hydrogenated to...Ch. 5.6 - The same alkane is obtained from the catalytic...
Ch. 5.6 - Prob. 12PCh. 5.6 - Rank the following compounds in order from most...Ch. 5.7 - The rate constant for a reaction can be increased...Ch. 5.7 - Prob. 15PCh. 5.7 - Prob. 16PCh. 5.9 - Draw a reaction coordinate diagram for a two-step...Ch. 5.9 - Prob. 18PCh. 5.9 - Draw a reaction coordinate diagram for the...Ch. 5.10 - Which of the following parameters would be...Ch. 5 - What is each compounds systematic name?Ch. 5 - Draw the structure of a hydrocarbon that has six...Ch. 5 - Which of the following compounds is the most...Ch. 5 - Prob. 24PCh. 5 - Prob. 25PCh. 5 - Prob. 26PCh. 5 - Prob. 27PCh. 5 - Name the following:Ch. 5 - Prob. 29PCh. 5 - Prob. 30PCh. 5 - Prob. 31PCh. 5 - Prob. 32PCh. 5 - Prob. 33PCh. 5 - Prob. 34PCh. 5 - Prob. 35PCh. 5 - Name each of the following:Ch. 5 - Prob. 38PCh. 5 - Given that the twist-boat conformer of cyclohexane...Ch. 5 - a. The G for conversion of axial fluorocyclohexane...Ch. 5 - Prob. 1PCh. 5 - Prob. 2PCh. 5 - Prob. 3PCh. 5 - Prob. 4PCh. 5 - Prob. 5PCh. 5 - Prob. 6PCh. 5 - Prob. 7PCh. 5 - Prob. 8PCh. 5 - Prob. 9PCh. 5 - Prob. 10P
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
- 1. The AHhyd of (E)-2,2,5,5-tetramethylhex-3-ene is -26.9 kcal/mol while the Z- isomer has a AHhyd of -36.2 kcal/mol. Identify which structure is the E-isomer and which is the Z-isomer. Which isomer is more stable? How much more stable? Why is that isomer more stable? xxarrow_forwardCan i get help with this problem pleasearrow_forwardWhat product(s) will form: 2-Pentene + H₂O → O a. 2-Pentanol O b. Isopropyl alcohol O c. 3-Pentanol O d. a 50/50 mixture of 2-Pentanol and 3-Pentanol Oe. no reaction will occurarrow_forward
- The theoretical yield of 1-methylcyclohexene in moles(from 2-methylcyclohexanol amount of 2.239 gram). The theoretical yield of 1-methylcyclohexene in moles is 0.01961. 1. What is the corrected actual yield(% Relative Area for 1-methylcyclohexene is 82.81%)? The theoretical yield of 1-methylcyclohexene in moles is 0.01961. 2. . What is the calculation of the %yield of 1-methylcyclohexene?arrow_forward3. Phenol (C6H₂O) can be degraded as shown in the reaction below. Answer the following questions if phenol is present in water at a concentration of 100 mg/L and the water flowrate is 8.2 million gallons per day (mgd). You may assume that 90% of the phenol is degraded (i.e., 10% is not reacted). C6H6O + 70₂ 6CO₂ + 3 H₂O a. What amount of carbon dioxide (CO₂) will be produced each day (in lbs/day and kg/day)? b. How much oxygen (O₂) will need to be supplied (in mg/L and lbs/day) if the oxygen transfer process is 52% efficient (i.e., for every pound of O₂ added, only 0.52 pounds react)?arrow_forwardH3C 1 H₂O₂, NaOH a. The presence of H₂O2 H3C. H3C. 2 What controls the stereochemical outcome of the reaction depicted above? 3 b. The presence of a pre-existing stereocenter c. The methyl group at the end of the chain d. The presence of an alkene in the reactantarrow_forward
- 10. Dimethyl cycloheptene is reacted in a sequence of synthetic steps. Show the compounds formed as intermediates and the final product. Reactant 1 is methyl benzoate. 1.03 Methanol 1. NaOMe 1. NH2CH3 H', H₂O 2. H₂Oz H* (cat) 2.1 2. NaBH 80 °C. 5 harrow_forwardN,N-diethyl-m-toluamide (DEET) is the active ingredient in many insect repellent preparations. Following is one of the steps in its synthesis. In the box below draw the structure of the product of this reaction. H3C MgBr 1. CO₂ 2. H₂O* product • You do not have to consider stereochemistry. • You do not have to explicitly draw H atoms. • Do not include lone pairs in your answer. They will not be considered in the grading. • Draw the Grignard reagent as a covalent magnesium bromide.arrow_forwardThe disinfection of drinking water to control microbial contaminants can form chemical disinfection byproducts. These compounds result from the reaction of chlorine with naturally occurring organic matter (the dissolved molecules that give natural water the yellow-greenish color). One class of disinfection byproducts is the malodorous and unpalatable chlorophenols. 2,4-dichlorophenol is one compound of this class. a) Calculate the vapor pressure p*L of 2,4-dichlorophenol at 60 °C using Tb and structural information only OH .CI M, = 163.0 g/mol Tm = 43.7 °C Tp = 213.0°C %3D %3D %3Darrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Chapter 4 Alkanes and Cycloalkanes Lesson 2; Author: Linda Hanson;https://www.youtube.com/watch?v=AL_CM_Btef4;License: Standard YouTube License, CC-BY
Chapter 4 Alkanes and Cycloalkanes Lesson 1; Author: Linda Hanson;https://www.youtube.com/watch?v=PPIa6EHJMJw;License: Standard Youtube License