Organic Chemistry - With Access (Custom)
9th Edition
ISBN: 9781337031745
Author: McMurry
Publisher: Cengage
expand_more
expand_more
format_list_bulleted
Concept explainers
Videos
Textbook Question
Chapter 5.11, Problem 25P
The aconitase-catalyzed addition of water to cis-aconitate in the citric acid cycle occurs with the following stereochemistry. Does the addition of the OH group occur on the Re or Si face of the substrate? What about the addition of the H? Do the H and OH groups add from the same side of the double bond or from opposite sides?
Expert Solution & Answer
Trending nowThis is a popular solution!
Students have asked these similar questions
Identifying the major species in weak acid or weak base equilibria
The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at
equilibrium. You can leave out water itself.
Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the
formulas of the species that will act as neither acids nor bases in the 'other' row.
You will find it useful to keep in mind that HF is a weak acid.
acids:
0.2 mol of KOH is added to
1.0 L of a 0.5 M HF
solution.
bases:
Х
other: ☐
acids:
0.10 mol of HI is added to
1.0 L of a solution that is
1.4M in both HF and NaF.
bases:
other: ☐
0,0,...
ด
?
18
Ar
Identifying the major species in weak acid or weak base equilibria
The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at
equilibrium. You can leave out water itself.
Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the
formulas of the species that will act as neither acids nor bases in the 'other' row.
You will find it useful to keep in mind that NH3 is a weak base.
acids: ☐
1.8 mol of HCl is added to
1.0 L of a 1.0M NH3
bases: ☐
solution.
other: ☐
0.18 mol of HNO3 is added
to 1.0 L of a solution that is
1.4M in both NH3 and
NH₁Br.
acids:
bases: ☐
other: ☐
0,0,...
?
000
18
Ar
B
1
Using reaction free energy to predict equilibrium composition
Consider the following equilibrium:
2NH3 (g) = N2 (g) +3H₂
—N2 (g) AGº = 34. kJ
Now suppose a reaction vessel is filled with 4.19 atm of ammonia (NH3) and 9.94 atm of nitrogen (N2) at 378. °C. Answer the following questions about this
system:
rise
Under these conditions, will the pressure of NH 3 tend to rise or fall?
☐ x10
fall
Х
Is it possible to reverse this tendency by adding H₂?
In other words, if you said the pressure of NH 3 will tend to rise, can that
be changed to a tendency to fall by adding H₂? Similarly, if you said the
pressure of NH3 will tend to fall, can that be changed to a tendency to
rise by adding H₂?
If you said the tendency can be reversed in the second question, calculate
the minimum pressure of H₂ needed to reverse it.
Round your answer to 2 significant digits.
yes
no
atm
00.
18
Ar
무ㅎ
?
Chapter 5 Solutions
Organic Chemistry - With Access (Custom)
Ch. 5.2 - Prob. 1PCh. 5.2 - Prob. 2PCh. 5.2 - Prob. 3PCh. 5.2 - Prob. 4PCh. 5.3 - Is cocaine (Worked Example 5-2) dextrorotatory or...Ch. 5.3 - Prob. 6PCh. 5.5 - Prob. 7PCh. 5.5 - Prob. 8PCh. 5.5 - Prob. 9PCh. 5.5 - Assign R or S configuration to the chirality...
Ch. 5.5 - Draw a tetrahedral representation of...Ch. 5.5 - Prob. 12PCh. 5.6 - One of the following molecules (a)–(d) is...Ch. 5.6 - Prob. 14PCh. 5.6 - Assign R or S configuration to each chirality...Ch. 5.7 - Prob. 16PCh. 5.7 - Which of the following have a meso form? (Recall...Ch. 5.7 - Does the following structure represent a meso...Ch. 5.8 - Prob. 19PCh. 5.8 - Prob. 20PCh. 5.9 - Prob. 21PCh. 5.11 - Prob. 22PCh. 5.11 - Prob. 23PCh. 5.11 - The lactic acid that builds up in tired muscles is...Ch. 5.11 - The aconitase-catalyzed addition of water to...Ch. 5.SE - Which of the following structures are identical?...Ch. 5.SE - Prob. 27VCCh. 5.SE - Prob. 28VCCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Prob. 30VCCh. 5.SE - Prob. 31APCh. 5.SE - Which of the following compounds are chiral? Draw...Ch. 5.SE - Prob. 33APCh. 5.SE - Eight alcohols have the formula C5H12O. Draw them....Ch. 5.SE - Draw compounds that fit the following...Ch. 5.SE - Prob. 36APCh. 5.SE - Prob. 37APCh. 5.SE - Prob. 38APCh. 5.SE - What is the stereochemical configuration of the...Ch. 5.SE - Prob. 40APCh. 5.SE - Prob. 41APCh. 5.SE - Prob. 42APCh. 5.SE - Prob. 43APCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Prob. 46APCh. 5.SE - Assign R or S configuration to each chirality...Ch. 5.SE - Assign R or S configurations to the chirality...Ch. 5.SE - Assign R or S stereochemistry to the chirality...Ch. 5.SE - Prob. 50APCh. 5.SE - Draw examples of the following: (a) A meso...Ch. 5.SE - Prob. 52APCh. 5.SE - Prob. 53APCh. 5.SE - Prob. 54APCh. 5.SE - On reaction with hydrogen gas by a platinum...Ch. 5.SE - Prob. 56APCh. 5.SE - Prob. 57APCh. 5.SE - One of the steps in fat metabolism is the...Ch. 5.SE - The dehydration of citrate to yield cis-aconitate,...Ch. 5.SE - The first step in the metabolism of glycerol,...Ch. 5.SE - One of the steps in fatty-acid biosynthesis is the...Ch. 5.SE - Prob. 62APCh. 5.SE - Draw tetrahedral representations of the two...Ch. 5.SE - The naturally occurring form of the amino acid...Ch. 5.SE - Prob. 65APCh. 5.SE - Prob. 66APCh. 5.SE - Prob. 67APCh. 5.SE - Allenes are compounds with adjacent carbon-carbon...Ch. 5.SE - Prob. 69APCh. 5.SE - Prob. 70APCh. 5.SE - How many stereoisomers of...Ch. 5.SE - Draw both cis- and trans-1,4-dimethylcyclohexane...Ch. 5.SE - Draw both cis- and trans-1,3-dimethylcyclohexane...Ch. 5.SE - cis-1,2-Dimethylcyclohexane is optically inactive...Ch. 5.SE - Prob. 75APCh. 5.SE - Prob. 76APCh. 5.SE - Prob. 77AP
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
- Identifying the major species in weak acid or weak base equilibria The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at equilibrium. You can leave out water itself. Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the formulas of the species that will act as neither acids nor bases in the 'other' row. You will find it useful to keep in mind that HF is a weak acid. 2.2 mol of NaOH is added to 1.0 L of a 1.4M HF solution. acids: П bases: Х other: ☐ ப acids: 0.51 mol of KOH is added to 1.0 L of a solution that is bases: 1.3M in both HF and NaF. other: ☐ 00. 18 Ararrow_forwardUsing reaction free energy to predict equilibrium composition Consider the following equilibrium: N2O4 (g) 2NO2 (g) AG⁰ = 5.4 kJ Now suppose a reaction vessel is filled with 1.68 atm of dinitrogen tetroxide (N204) at 148. °C. Answer the following questions about this system: rise Under these conditions, will the pressure of N2O4 tend to rise or fall? x10 fall Is it possible to reverse this tendency by adding NO2? In other words, if you said the pressure of N2O4 will tend to rise, can that be changed to a tendency to fall by adding NO2? Similarly, if you said the pressure of N2O4 will tend to fall, can that be changed to a tendency to rise by adding NO2? If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO 2 needed to reverse it. Round your answer to 2 significant digits. yes no 0.42 atm ☑ 5 0/5 ? مله Ararrow_forwardHomework 13 (Ch17) Question 4 of 4 (1 point) | Question Attempt: 2 of 2 ✓ 1 ✓ 2 = 3 4 Time Remaining: 4:25:54 Using the thermodynamic information in the ALEKS Data tab, calculate the standard reaction free energy of the following chemical reaction: 2CH3OH (g)+302 (g) → 2CO2 (g) + 4H₂O (g) Round your answer to zero decimal places. ☐ kJ x10 ☐ Subm Check 2020 Hill LLC. All Rights Reserved. Terms of Use | Privacy Cearrow_forward
- Identifying the major species in weak acid or weak base equilibria Your answer is incorrect. • Row 2: Your answer is incorrect. • Row 3: Your answer is incorrect. • Row 6: Your answer is incorrect. 0/5 The preparations of two aqueous solutions are described in the table below. For each solution, write the chemical formulas of the major species present at equilibrium. You can leave out water itself. Write the chemical formulas of the species that will act as acids in the 'acids' row, the formulas of the species that will act as bases in the 'bases' row, and the formulas of the species that will act as neither acids nor bases in the 'other' row. You will find it useful to keep in mind that HF is a weak acid. acids: HF 0.1 mol of NaOH is added to 1.0 L of a 0.7M HF solution. bases: 0.13 mol of HCl is added to 1.0 L of a solution that is 1.0M in both HF and KF. Exponent other: F acids: HF bases: F other: K 1 0,0,... ? 000 18 Ararrow_forwardUsing reaction free energy to predict equilibrium composition Consider the following equilibrium: 2NOCI (g) 2NO (g) + Cl2 (g) AGº =41. kJ Now suppose a reaction vessel is filled with 4.50 atm of nitrosyl chloride (NOCI) and 6.38 atm of chlorine (C12) at 212. °C. Answer the following questions about this system: ? rise Under these conditions, will the pressure of NOCI tend to rise or fall? x10 fall Is it possible to reverse this tendency by adding NO? In other words, if you said the pressure of NOCI will tend to rise, can that be changed to a tendency to fall by adding NO? Similarly, if you said the pressure of NOCI will tend to fall, can that be changed to a tendency to rise by adding NO? yes no If you said the tendency can be reversed in the second question, calculate the minimum pressure of NO needed to reverse it. Round your answer to 2 significant digits. 0.035 atm ✓ G 00. 18 Ararrow_forwardHighlight each glycosidic bond in the molecule below. Then answer the questions in the table under the drawing area. HO- HO- -0 OH OH HO NG HO- HO- OH OH OH OH NG OHarrow_forward
- € + Suppose the molecule in the drawing area below were reacted with H₂ over a platinum catalyst. Edit the molecule to show what would happen to it. That is, turn it into the product of the reaction. Also, write the name of the product molecule under the drawing area. Name: ☐ H C=0 X H- OH HO- H HO- -H CH₂OH ×arrow_forwardDraw the Haworth projection of the disaccharide made by joining D-glucose and D-mannose with a ẞ(1-4) glycosidic bond. If the disaccharide has more than one anomer, you can draw any of them. Click and drag to start drawing a structure. Xarrow_forwardEpoxides can be opened in aqueous acid or aqueous base to produce diols (molecules with two OH groups). In this question, you'll explore the mechanism of epoxide opening in aqueous acid. 2nd attempt Be sure to show all four bonds at stereocenters using hash and wedge lines. 0 0 Draw curved arrows to show how the epoxide reacts with hydronium ion. 100 +1: 1st attempt Feedback Be sure to show all four bonds at stereocenters using hash and wedge lines. See Periodic Table See Hint H A 5 F F Hr See Periodic Table See Hintarrow_forward
- 03 Question (1 point) For the reaction below, draw both of the major organic products. Be sure to consider stereochemistry. > 1. CH₂CH₂MgBr 2. H₂O 3rd attempt Draw all four bonds at chiral centers. Draw all stereoisomers formed. Draw the structures here. e 130 AN H See Periodic Table See Hint P C Brarrow_forwardYou may wish to address the following issues in your response if they are pertinent to the reaction(s) you propose to employ:1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Please make it in detail and draw it out too in what step what happens. Thank you for helping me!arrow_forward1) Chemoselectivity (why this functional group and not another?) 2) Regioselectivity (why here and not there?) 3) Stereoselectivity (why this stereoisomer?) 4) Changes in oxidation state. Everything in detail and draw out and write it.arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Chemistry & Chemical ReactivityChemistryISBN:9781337399074Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
Chemistry & Chemical ReactivityChemistryISBN:9781133949640Author:John C. Kotz, Paul M. Treichel, John Townsend, David TreichelPublisher:Cengage Learning
General, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781337399074
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Enzymes - Effect of cofactors on enzyme; Author: Tutorials Point (India) Ltd;https://www.youtube.com/watch?v=AkAbIwxyUs4;License: Standard YouTube License, CC-BY
Enzyme Catalysis Part-I; Author: NPTEL-NOC IITM;https://www.youtube.com/watch?v=aZE740JWZuQ;License: Standard Youtube License