
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
expand_more
expand_more
format_list_bulleted
Question
Chapter 9, Problem 9.31SP
Interpretation Introduction
Interpretation: The synthesis of ethchlorvynol from acetylene and a carbonyl compound is to be stated.
Concept introduction: The synthesis of compound relies upon the type of reactants and reagents that are used during the reactions, if the acetylene is starting material, then the mechanism proceeds through the abstraction of hydrogen from acetylene due to acidic nature of terminal hydrogen.
The reagents perform numerous functions in reactions like proton abstraction, oxidation, reduction, catalysis, and dehydrogenation.
Ethchlorvynol is a drug prepared from acetylene and carbonyl compound to treat insomnia.
To determine: The synthesis of ethchlorvynol from acetylene and a carbonyl compound.
Expert Solution & Answer

Want to see the full answer?
Check out a sample textbook solution
Students have asked these similar questions
+
C8H16O2 (Fatty acid) +
11 02 → 8 CO2
a. Which of the above are the reactants?
b. Which of the above are the products?
H2o CO₂
c. Which reactant is the electron donor? Futty acid
d. Which reactant is the electron acceptor?
e. Which of the product is now reduced?
f. Which of the products is now oxidized?
02
#20
102
8 H₂O
g. Where was the carbon initially in this chemical reaction and where is it now that it is
finished?
2
h. Where were the electrons initially in this chemical reaction and where is it now that it is
finished?
→
Acetyl-CoA + 3NAD+ + 1FAD + 1ADP 2CO2 + CoA + 3NADH + 1FADH2 + 1ATP
a. Which of the above are the reactants?
b. Which of the above are the products?
c. Which reactant is the electron donor?
d. Which reactants are the electron acceptors?
e. Which of the products are now reduced?
f. Which product is now oxidized?
g. Which process was used to produce the ATP?
h. Where was the energy initially in this chemical reaction and where is it now that it is
finished?
i. Where was the carbon initially in this chemical reaction and where is it now that it is
finished?
j. Where were the electrons initially in this chemical reaction and where is it now that it is
finished?
Rank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic
aromatic substitution.
OCH 3
(Choose one)
OH
(Choose one)
Br
(Choose one)
Explanation
Check
NO2
(Choose one)
© 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | A
Chapter 9 Solutions
ORGANIC CHEMISTRY
Ch. 9.1 - a. Count the elements of unsaturation in...Ch. 9.2 - Prob. 9.2PCh. 9.4B - What reaction would acetylene likely undergo if it...Ch. 9.6 - Prob. 9.4PCh. 9.6 - Predict the products of the following acid-base...Ch. 9.7A - Solved Problem9-1 showed the synthesis of...Ch. 9.7A - Show how you might synthesize the following...Ch. 9.7B - Prob. 9.8PCh. 9.7B - Show how you would synthesize...Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...
Ch. 9.8 - When 2,2-dibromo-1-phenylpropane is heated...Ch. 9.9C - Show how you would convert a. oct-3-yne to...Ch. 9.9C - The fragrance of (Z)-1-phenylhex-2-en-1-ol...Ch. 9.9D - In the addition of just 1 mole of bromine to 1...Ch. 9.9E - Propose a mechanism for the entire reaction of...Ch. 9.9E - Predict the major product(s) of the following...Ch. 9.9E - Propose a mechanism for the reaction of pent-1-yne...Ch. 9.9E - Show how hex-1-yne might be converted to a....Ch. 9.9F - When pent-2-yne reacts with mercuric sulfate in...Ch. 9.9F - Prob. 9.20PCh. 9.9F - Prob. 9.21PCh. 9.9F - Prob. 9.22PCh. 9.10A - Predict the product(s) you would expect from...Ch. 9.10B - Prob. 9.24PCh. 9.10B - Prob. 9.25PCh. 9 - Prob. 9.26SPCh. 9 - Give common names for the following compounds. a....Ch. 9 - Prob. 9.28SPCh. 9 - Prob. 9.29SPCh. 9 - Using cyclooctyne as your starting material, show...Ch. 9 - Prob. 9.31SPCh. 9 - Prob. 9.32SPCh. 9 - Predict the products of reaction of pent-1-yne...Ch. 9 - Show how you would accomplish the following...Ch. 9 - Show how you would synthesize the following...Ch. 9 - Predict the products formed when CH3CH2C C : Na+...Ch. 9 - Prob. 9.37SPCh. 9 - Prob. 9.38SPCh. 9 - When compound Z is treated with ozone, followed by...Ch. 9 - Show how you would convert the following starting...Ch. 9 - The following functional-group interchange is a...Ch. 9 - Using any necessary inorganic reagents, show how...Ch. 9 - Prob. 9.43SP
Knowledge Booster
Similar questions
- For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects O donating O withdrawing O no inductive effects Resonance Effects Overall Electron-Density ○ donating ○ withdrawing O no resonance effects O electron-rich O electron-deficient O similar to benzene Cl O donating O withdrawing ○ donating ○ withdrawing O no inductive effects O no resonance effects O Explanation Check O electron-rich O electron-deficient similar to benzene X © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessarrow_forwardIdentifying electron-donating and For each of the substituted benzene molecules below, determine the inductive and resonance effects the substituent will have on the benzene ring, as well as the overall electron-density of the ring compared to unsubstituted benzene. Molecule Inductive Effects NH2 ○ donating NO2 Explanation Check withdrawing no inductive effects Resonance Effects Overall Electron-Density ○ donating O withdrawing O no resonance effects O donating O withdrawing O donating withdrawing O no inductive effects Ono resonance effects O electron-rich electron-deficient O similar to benzene O electron-rich O electron-deficient O similar to benzene olo 18 Ar 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Center | Accessibilityarrow_forwardRank each of the following substituted benzene molecules in order of which will react fastest (1) to slowest (4) by electrophilic aromatic substitution. Explanation Check Х (Choose one) OH (Choose one) OCH3 (Choose one) OH (Choose one) © 2025 McGraw Hill LLC. All Rights Reserved. Terms of Use | Privacy Centerarrow_forward
- Assign R or S to all the chiral centers in each compound drawn below porat bg 9 Br Brarrow_forwarddescrive the energy levels of an atom and howan electron moces between themarrow_forwardRank each set of substituents using the Cahn-Ingold-Perlog sequence rules (priority) by numbering the highest priority substituent 1.arrow_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 LearningOrganic 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