EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
9th Edition
ISBN: 9781305084391
Author: McMurry
Publisher: CENGAGE L
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 22.SE, Problem 25MP
Interpretation Introduction
Interpretation:
Given that when a
Concept introduction:
Under basic conditions the monohalogenated ketone further reacts to give dihalogenated products since the halo substituted ketone is much more reactive than the ketone.
To explain:
The difference in reactivity based on the observation given that when a ketone is treated with an acid and a halogen, the α-monohalogenated product can be obtained in high yield. However under basic conditions it is extremely difficult to isolate the monohalogenated product.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
Rank the following compounds most to least acidic:
a)
О
OH
요애
OH
.OH
flow flow
О
F
F
F
F
OH
F
b)
Ha
EN-Ha
CI
Ha
F
F CI
Ha
a)
b)
Provide arrows to show the mechanisms and then predict the products of the following acid
base reaction. Use pKas to determine which way the reaction will favor (Hint: the lower pka
acid will want to dissociate)
Дон
OH
Ha
OH
NH2
c)
H
H-O-H
MATERIALS. Differentiate between interstitial position and reticular position.
Chapter 22 Solutions
EP ORGANIC CHEMISTRY,24 MONTH-OWLV2
Ch. 22.1 - Prob. 1PCh. 22.1 - How many acidic hydrogens does each of the...Ch. 22.1 - Prob. 3PCh. 22.3 - Write the complete mechanism for the deuteration...Ch. 22.3 - Prob. 5PCh. 22.4 - If methanol rather than water is added at the end...Ch. 22.5 - Prob. 7PCh. 22.5 - Draw a resonance structure of the acetonitrile...Ch. 22.6 - If methanol rather than water is added at the end...Ch. 22.7 - Prob. 10P
Ch. 22.7 - Draw a resonance structure of the acetonitrile...Ch. 22.7 - Why do you suppose ketone halogenations in acidic...Ch. 22.7 - Prob. 13PCh. 22.7 - Prob. 14PCh. 22.7 - Prob. 15PCh. 22.7 - Prob. 16PCh. 22.SE - Prob. 17VCCh. 22.SE - Prob. 18VCCh. 22.SE - Prob. 19VCCh. 22.SE - Prob. 20MPCh. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Predict the product(s) and provide the mechanism...Ch. 22.SE - Prob. 23MPCh. 22.SE - In the Hell–Volhard–Zelinskii reaction, only a...Ch. 22.SE - Prob. 25MPCh. 22.SE - Nonconjugated , -unsaturated ketones, such as...Ch. 22.SE - Prob. 27MPCh. 22.SE - Using curved arrows, propose a mechanism for the...Ch. 22.SE - Prob. 29MPCh. 22.SE - One of the later steps in glucose biosynthesis is...Ch. 22.SE - The Favorskii reaction involves treatment of an...Ch. 22.SE - Treatment of a cyclic ketone with diazomethane is...Ch. 22.SE - Prob. 33MPCh. 22.SE - Amino acids can be prepared by reaction of alkyl...Ch. 22.SE - Amino acids can also be prepared by a two-step...Ch. 22.SE - Heating carvone with aqueous sulfuric acid...Ch. 22.SE - Identify all the acidic hydrogens (pKa 25) in the...Ch. 22.SE - Rank the following compounds in order of...Ch. 22.SE - Prob. 39APCh. 22.SE - Base treatment of the following , -unsaturated...Ch. 22.SE - Prob. 41APCh. 22.SE - Prob. 42APCh. 22.SE - Prob. 43APCh. 22.SE - Which, if any, of the following compounds can be...Ch. 22.SE - Prob. 45APCh. 22.SE - Prob. 46APCh. 22.SE - Prob. 47APCh. 22.SE - How might you convert geraniol into either ethyl...Ch. 22.SE - Prob. 49APCh. 22.SE - One way to determine the number of acidic...Ch. 22.SE - Prob. 51APCh. 22.SE - Prob. 52APCh. 22.SE - Prob. 53APCh. 22.SE - Prob. 54APCh. 22.SE - Prob. 55APCh. 22.SE - Prob. 56APCh. 22.SE - All attempts to isolate primary and secondary...Ch. 22.SE - How would you synthesize the following compounds...Ch. 22.SE - Prob. 59APCh. 22.SE - Prob. 60APCh. 22.SE - Prob. 61APCh. 22.SE - Prob. 62APCh. 22.SE - As far back as the 16th century, South American...Ch. 22.SE - The key step in a reported laboratory synthesis of...Ch. 22.SE - Prob. 65AP
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
- For each of the following, indicate whether the arrow pushes are valid. Do we break any rules via the arrows? If not, indicate what is incorrect. Hint: Draw the product of the arrow and see if you still have a valid structure. a. b. N OH C. H N + H d. e. f. مه N COHarrow_forwardDecide which is the most acidic proton (H) in the following compounds. Which one can be removed most easily? a) Ha Нь b) Ha Нь c) CI CI Cl Ha Ньarrow_forwardProvide all of the possible resonanse structures for the following compounds. Indicate which is the major contributor when applicable. Show your arrow pushing. a) H+ O: b) c) : N :O : : 0 d) e) Оarrow_forward
- Draw e arrows between the following resonance structures: a) b) : 0: :0: c) :0: N t : 0: بار Narrow_forwardDraw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. Cl Substitution will not occur at a significant rate. Explanation Check :☐ O-CH + Х Click and drag to start drawing a structure.arrow_forwardDraw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. Cl C O Substitution will not occur at a significant rate. Explanation Check + O-CH3 Х Click and drag to start drawing a structure.arrow_forward
- ✓ aw the major substitution products you would expect for the reaction shown below. If substitution would not occur at a significant rate under these conditions, check the box underneath the drawing area instead. Be sure you use wedge and dash bonds where necessary, for example to distinguish between major products. Note for advanced students: you can assume that the reaction mixture is heated mildly, somewhat above room temperature, but strong heat or reflux is not used. C Cl HO–CH O Substitution will not occur at a significant rate. Explanation Check -3 ☐ : + D Click and drag to start drawing a structure. © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use Privacy Cearrow_forwardPlease correct answer and don't used hand raitingarrow_forwardDon't used hand raiting and don't used Ai solutionarrow_forward
- Determine whether the following reaction is an example of a nucleophilic substitution reaction: Br OH HO 2 -- Molecule A Molecule B + Br 义 ollo 18 Is this a nucleophilic substitution reaction? If this is a nucleophilic substitution reaction, answer the remaining questions in this table. Which of the reactants is referred to as the nucleophile in this reaction? Which of the reactants is referred to as the organic substrate in this reaction? Use a ŏ + symbol to label the electrophilic carbon that is attacked during the substitution. Highlight the leaving group on the appropriate reactant. ◇ Yes O No O Molecule A Molecule B Molecule A Molecule B टेarrow_forwardPlease correct answer and don't used hand raitingarrow_forwardPlease correct answer and don't used hand raitingarrow_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
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning