Organic Chemistry Study Guide and Solutions
6th Edition
ISBN: 9781936221868
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 24, Problem 24.51AP
Interpretation Introduction
Interpretation:
The structure of missing compounds present in Wohl degradation reaction is to be stated. The curved-arrow mechanism for conversion of B to C and C to arabinose in the Wohl degradation reaction is to be shown.
Concept Introduction:
Wohl degradation is the reaction to convert aldose into other aldose with one carbon less. It is a chain contraction reaction of aldoses. The oxime of aldose is formed by reacting it with hydroxylamine and sodium methoxide. Then oxime will react with acetic anhydride in acetic acid and sodium acetate toform nitrile derivative. In the last step, the reaction with sodium methoxide in methanol results in removal of all acetate group and nitrile group toform aldose with one carbon lesser and sodium cyanide as by product.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
6. Consider the following exothermic reaction below.
2Cu2+(aq) +41 (aq)2Cul(s) + 12(aq)
a. If Cul is added, there will be a shift left/shift right/no shift (circle one).
b. If Cu2+ is added, there will be a shift left/shift right/no shift (circle one).
c. If a solution of AgNO3 is added, there will be a shift left/shift right/no shift (circle one).
d. If the solvent hexane (C6H14) is added, there will be a shift left/shift right/no shift (circle
one). Hint: one of the reaction species is more soluble in hexane than in water.
e. If the reaction is cooled, there will be a shift left/shift right/no shift (circle one).
f. Which of the changes above will change the equilibrium constant, K?
Show work. don't give Ai
Show work with explanation needed. don't give Ai generated solution
Chapter 24 Solutions
Organic Chemistry Study Guide and Solutions
Ch. 24 - Prob. 24.1PCh. 24 - Prob. 24.2PCh. 24 - Prob. 24.3PCh. 24 - Prob. 24.4PCh. 24 - Prob. 24.5PCh. 24 - Prob. 24.6PCh. 24 - Prob. 24.7PCh. 24 - Prob. 24.8PCh. 24 - Prob. 24.9PCh. 24 - Prob. 24.10P
Ch. 24 - Prob. 24.11PCh. 24 - Prob. 24.12PCh. 24 - Prob. 24.13PCh. 24 - Prob. 24.14PCh. 24 - Prob. 24.15PCh. 24 - Prob. 24.16PCh. 24 - Prob. 24.17PCh. 24 - Prob. 24.18PCh. 24 - Prob. 24.19PCh. 24 - Prob. 24.20PCh. 24 - Prob. 24.21PCh. 24 - Prob. 24.22PCh. 24 - Prob. 24.23PCh. 24 - Prob. 24.24PCh. 24 - Prob. 24.25PCh. 24 - Prob. 24.26PCh. 24 - Prob. 24.27PCh. 24 - Prob. 24.28PCh. 24 - Prob. 24.29PCh. 24 - Prob. 24.30PCh. 24 - Prob. 24.31PCh. 24 - Prob. 24.32PCh. 24 - Prob. 24.33PCh. 24 - Prob. 24.34APCh. 24 - Prob. 24.35APCh. 24 - Prob. 24.36APCh. 24 - Prob. 24.37APCh. 24 - Prob. 24.38APCh. 24 - Prob. 24.39APCh. 24 - Prob. 24.40APCh. 24 - Prob. 24.41APCh. 24 - Prob. 24.42APCh. 24 - Prob. 24.43APCh. 24 - Prob. 24.44APCh. 24 - Prob. 24.45APCh. 24 - Prob. 24.46APCh. 24 - Prob. 24.47APCh. 24 - Prob. 24.49APCh. 24 - Prob. 24.50APCh. 24 - Prob. 24.51APCh. 24 - Prob. 24.52APCh. 24 - Prob. 24.53APCh. 24 - Prob. 24.54APCh. 24 - Prob. 24.55APCh. 24 - Prob. 24.56APCh. 24 - Prob. 24.57APCh. 24 - Prob. 24.58APCh. 24 - Prob. 24.59APCh. 24 - Prob. 24.60APCh. 24 - Prob. 24.61APCh. 24 - Prob. 24.62AP
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
- Show work with explanation needed. Don't give Ai generated solutionarrow_forward7. Calculate the following for a 1.50 M Ca(OH)2 solution. a. The concentration of hydroxide, [OH-] b. The concentration of hydronium, [H3O+] c. The pOH d. The pHarrow_forwardA first order reaction is 46.0% complete at the end of 59.0 minutes. What is the value of k? What is the half-life for this reaction? HOW DO WE GET THERE? The integrated rate law will be used to determine the value of k. In [A] [A]。 = = -kt What is the value of [A] [A]。 when the reaction is 46.0% complete?arrow_forward
- 3. Provide the missing compounds or reagents. 1. H,NNH КОН 4 EN MN. 1. HBUCK = 8 хно Panely prowseful kanti-chuprccant fad, winddively, can lead to the crading of deduc din-willed, tica, The that chemooices in redimi Грин. " like (for alongan Ridovi MN نيا . 2. Cl -BuO 1. NUH 2.A A -BuOK THE CF,00,H Ex 5)arrow_forward2. Write a complete mechanism for the reaction shown below. NaOCH LOCH₁ O₂N NO2 CH₂OH, 20 °C O₂N NO2arrow_forward4. Propose a synthesis of the target molecules from the respective starting materials. a) b) LUCH C Br OHarrow_forward
- The following mechanism for the gas phase reaction of H2 and ICI that is consistent with the observed rate law is: step 1 step 2 slow: H2(g) +ICI(g) → HCl(g) + HI(g) fast: ICI(g) + HI(g) → HCl(g) + |2(g) (1) What is the equation for the overall reaction? Use the smallest integer coefficients possible. If a box is not needed, leave it blank. + → + (2) Which species acts as a catalyst? Enter formula. If none, leave box blank: (3) Which species acts as a reaction intermediate? Enter formula. If none, leave box blank: (4) Complete the rate law for the overall reaction that is consistent with this mechanism. (Use the form k[A][B]"..., where '1' is understood (so don't write it) for m, n etc.) Rate =arrow_forwardPlease correct answer and don't use hand rating and don't use Ai solutionarrow_forward1. For each of the following statements, indicate whether they are true of false. ⚫ the terms primary, secondary and tertiary have different meanings when applied to amines than they do when applied to alcohols. • a tertiary amine is one that is bonded to a tertiary carbon atom (one with three C atoms bonded to it). • simple five-membered heteroaromatic compounds (e.g. pyrrole) are typically more electron rich than benzene. ⚫ simple six-membered heteroaromatic compounds (e.g. pyridine) are typically more electron rich than benzene. • pyrrole is very weakly basic because protonation anywhere on the ring disrupts the aromaticity. • thiophene is more reactive than benzene toward electrophilic aromatic substitution. • pyridine is more reactive than nitrobenzene toward electrophilic aromatic substitution. • the lone pair on the nitrogen atom of pyridine is part of the pi system.arrow_forward
- The following reactions are NOT ordered in the way in which they occur. Reaction 1 PhO-OPh Reaction 2 Ph-O -CH₂ heat 2 *OPh Pho -CH2 Reaction 3 Ph-O ⚫OPh + -CH₂ Reaction 4 Pho Pho + H₂C OPh + CHOPh H₂C -CH₂ Reactions 1 and 3 Reaction 2 O Reaction 3 ○ Reactions 3 and 4 ○ Reactions 1 and 2 Reaction 4 ○ Reaction 1arrow_forwardSelect all possible products from the following reaction: NaOH H₂O a) b) ОН HO O HO HO e) ОН f) O HO g) h) + OHarrow_forward3. Draw diagrams to represent the conjugation in these molecules. Draw two types of diagram: a. Show curly arrows linking at least two different ways of representing the molecule b. Indicate with dotted lines and partial charges (where necessary) the partial double bond (and charge) distribution H₂N* H₂N -NH2arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Organic Chemistry: A Guided Inquiry
Chemistry
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Cengage Learning