Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
expand_more
expand_more
format_list_bulleted
Concept explainers
Question
Chapter 22.SE, Problem 41AP
Interpretation Introduction
Interpretation:
The observation that 1-phenyl-2-propenone when treated with a strong base such as LDA does not yield an anion, though it contains a H atom on the carbon atom next to carbonyl group is to be explained.
Concept introduction:
Hydrogen atom on a carbon adjacent to carbonyl group is acidic as the carbanion is stabilized by electron delocalization over the carbonyl group.
To explain:
The observation that 1-phenyl-2-propenone when treated with a strong base such as LDA does not yield an anion, though it contains a H atom on the carbon atom next to carbonyl group.
Expert Solution & Answer
Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
2. Name the following hydrocarbons. (9 marks)
a)
HHHHHHHH
H-C-C-
H-O-S
b)
HCEC-CH3
H H
H H
H
d)
c)
H
C=C-
H
H
H
e)
CH3
CH3 CH2CH=CH-CH=CHCH3
HHHH
H-C-C-C-C-H
H
HH H
f)
large
CH2CH3
pola
H3C
section
lovels
tower,
able
ocart
firs g)
Tower
H3C-CH2
then in
H3C-CH-CH-CH3
enblbano bne noitsidab
Copyright © 2008. Durham Continuing Education
CH3
Name the molecules & Identify any chiral center
CH3CH2CH2CHCH₂CH₂CH₂CH₂
OH
CH₂CHCH2CH3
Br
CH3
CH3CHCH2CHCH2CH3
CH3
Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).
Chapter 22 Solutions
Organic Chemistry
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
- Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).arrow_forwardWhat is the IUPAC name of the following compound? CH₂CH₂ H CI H₂CH₂C H CH₂ Selected Answer: O (35,4R)-4 chloro-3-ethylpentane Correctarrow_forwardCurved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electrons-pushing arrows for the following reaction or mechanistic step(s).arrow_forward
- Curved arrows are used to illustrate the flow of electrons. Using the provided starting and product structures, draw the curved electron-pushing arrows for the following reaction or mechanistic step(s). Be sure to account for all bond-breaking and bond-making steps. I I I H Select to Add Arrows HCI, CH3CH2OHarrow_forwardCurved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and the follow the arrows to draw the intermediate and product in this reaction or mechanistic step(s).arrow_forwardCurved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the curved arrows to draw the intermediates and product of the following reaction or mechanistic step(s).arrow_forward
- Curved arrows are used to illustrate the flow of electrons. Use the reaction conditions provided and follow the arrows to draw the intermediate and the product in this reaction or mechanistic step(s).arrow_forwardLook at the following pairs of structures carefully to identify them as representing a) completely different compounds, b) compounds that are structural isomers of each other, c) compounds that are geometric isomers of each other, d) conformers of the same compound (part of structure rotated around a single bond) or e) the same structure.arrow_forwardGiven 10.0 g of NaOH, what volume of a 0.100 M solution of H2SO4 would be required to exactly react all the NaOH?arrow_forward
- 3.50 g of Li are combined with 3.50 g of N2. What is the maximum mass of Li3N that can be produced? 6 Li + N2 ---> 2 Li3Narrow_forward3.50 g of Li are combined with 3.50 g of N2. What is the maximum mass of Li3N that can be produced? 6 Li + N2 ---> 2 Li3Narrow_forwardConcentration Trial1 Concentration of iodide solution (mA) 255.8 Concentration of thiosulfate solution (mM) 47.0 Concentration of hydrogen peroxide solution (mM) 110.1 Temperature of iodide solution ('C) 25.0 Volume of iodide solution (1) used (mL) 10.0 Volume of thiosulfate solution (5:03) used (mL) Volume of DI water used (mL) Volume of hydrogen peroxide solution (H₂O₂) used (mL) 1.0 2.5 7.5 Time (s) 16.9 Dark blue Observations Initial concentration of iodide in reaction (mA) Initial concentration of thiosulfate in reaction (mA) Initial concentration of hydrogen peroxide in reaction (mA) Initial Rate (mA's)arrow_forward
arrow_back_ios
SEE MORE QUESTIONS
arrow_forward_ios
Recommended textbooks for you
Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage Learning
Organic 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