Organic Chemistry-Package(Custom)
4th Edition
ISBN: 9781259141089
Author: SMITH
Publisher: MCG
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Chapter 22, Problem 22.58P
When acetic acid (
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Predict the major product of the following reaction and then draw a curved arrow mechanism for its formation.
Part: 0/2
Part 1 of 2
H₂SO
heat
: OH
90
Draw the structure of the major product.
Click and drag to start drawing a
structure.
3
Draw a curved arrow mechanism for the reaction, adding steps as necessary. Be sure to include all electrons that are necessary to the mechanism and all
nonzero formal charges.
C
Ö-H
H
+
-S-OH
.0.
Add/Remove step
X
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Click and drag to start
drawing a structure.
Draw a curved arrow mechanism for its formation. You may need to re-draw structures to show certain bonds. Ensure that HSO is used as the base to
deprotonate the ẞ carbon when necessary.
C
HO
: OH
HO: OH
=s
=
+
1
Add/Remove step
X
Click and drag to start
drawing a structure.
Chapter 22 Solutions
Organic Chemistry-Package(Custom)
Ch. 22 - Prob. 22.1PCh. 22 - Draw the three possible resonance structures for...Ch. 22 - Prob. 22.3PCh. 22 - Give an IUPAC or common name for each compound.Ch. 22 - Problem 22.5 Draw the structure corresponding to...Ch. 22 - Prob. 22.6PCh. 22 - How would the compounds in each pair differ in...Ch. 22 - Problem 22.8 Deduce the structures of compounds ...Ch. 22 - Prob. 22.9PCh. 22 - Rank the compounds in each group in order of...
Ch. 22 - Prob. 22.11PCh. 22 - Prob. 22.12PCh. 22 - Prob. 22.13PCh. 22 - Prob. 22.14PCh. 22 - Problem 22.15 Draw the products of each...Ch. 22 - Problem 22.16 Draw the products of each reaction.
...Ch. 22 - Prob. 22.17PCh. 22 - Problem 22.18 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.19PCh. 22 - Problem 22.20 Fenofibrate is a...Ch. 22 - Problem 22.21 What product is formed when the...Ch. 22 - How would you synthesize olestra from sucrose?
Ch. 22 - What is the composition of the soap prepared by...Ch. 22 - Problem 22.24 Draw a stepwise mechanism for the...Ch. 22 - Prob. 22.25PCh. 22 - Problem 22.26 Some penicillins cannot be...Ch. 22 - Prob. 22.27PCh. 22 - Prob. 22.28PCh. 22 - Prob. 22.29PCh. 22 - Problem 22.30 Glucosamine is a dietry supplement...Ch. 22 - Draw the products of each reaction. a. c. b.Ch. 22 - Draw a tautomer of each compound.Ch. 22 - Draw the product of each reaction. a.b.Ch. 22 - Draw the product of each reaction. a. b.Ch. 22 - Prob. 22.35PCh. 22 - Problem 22.36 Outline two different ways that can...Ch. 22 - 22.37 Rank the following compounds in order of...Ch. 22 - Prob. 22.38PCh. 22 - Prob. 22.39PCh. 22 - Prob. 22.40PCh. 22 - Give thestructure corresponding to each name. a....Ch. 22 - Prob. 22.42PCh. 22 - Prob. 22.43PCh. 22 - 22.43 Explain why is a stronger acid and a weaker...Ch. 22 - Draw the product formed when pentanoyl chloride...Ch. 22 - Draw the product formed when pentanoic anhydride...Ch. 22 - Draw the product formed when phenylacetic acid is...Ch. 22 - Prob. 22.48PCh. 22 - Prob. 22.49PCh. 22 - Draw the product formed when phenylacetonitrile ...Ch. 22 - Prob. 22.51PCh. 22 - Prob. 22.52PCh. 22 - Prob. 22.53PCh. 22 - Prob. 22.54PCh. 22 - Prob. 22.55PCh. 22 - Prob. 22.56PCh. 22 - Draw a stepwise mechanism for each reaction. a. b.Ch. 22 - When acetic acid CH3COOH is treated with a trace...Ch. 22 - Prob. 22.59PCh. 22 - Prob. 22.60PCh. 22 - Prob. 22.61PCh. 22 - Prob. 22.62PCh. 22 - Prob. 22.63PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - 22.63 Acid-catalyzed hydrolysis of forms compound...Ch. 22 - Prob. 22.66PCh. 22 - Devise a synthesis of each compound using...Ch. 22 - Convert 1-bromohexane (CH3CH2CH2CH2CH2CH2Br) into...Ch. 22 - Prob. 22.69PCh. 22 - Prob. 22.70PCh. 22 - Prob. 22.71PCh. 22 - Prob. 22.72PCh. 22 - Prob. 22.73PCh. 22 - Prob. 22.74PCh. 22 - Devise a synthesis of each labeled compound using...Ch. 22 - 22.70 What polyester or poly amide can be prepared...Ch. 22 - 22.71 What two monomers are needed to prepare each...Ch. 22 - Prob. 22.78PCh. 22 - How can IR spectroscopy be used to distinguish...Ch. 22 - Rank the compounds in each group in order of...Ch. 22 - 22.75 Identify the structures of each compound...Ch. 22 - 22.76 Identify the structures of A and B, isomers...Ch. 22 - Prob. 22.83PCh. 22 - 22.78 Identify the structure of compound C...Ch. 22 - 22.79 Identify the structures of D and E, isomers...Ch. 22 - 22.80 With reference to amides A and B, the...Ch. 22 - Prob. 22.87PCh. 22 - Prob. 22.88PCh. 22 - Prob. 22.89PCh. 22 - Draw a stepwise mechanism for the following...Ch. 22 - Draw a stepwise mechanism for the following...
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- pleasearrow_forwardplease help me please pleasearrow_forwardUsing reaction free energy to predict equilibrium composition Consider the following equilibrium: N2 (g) + 3H2 (g) = 2NH3 (g) AG⁰ = -34. KJ Now suppose a reaction vessel is filled with 8.06 atm of nitrogen (N2) and 2.58 atm of ammonia (NH3) at 106. °C. Answer the following questions about this system: ? rise Under these conditions, will the pressure of N2 tend to rise or fall? ☐ x10 fall Is it possible to reverse this tendency by adding H₂? In other words, if you said the pressure of N2 will tend to rise, can that be changed to a tendency to fall by adding H₂? Similarly, if you said the pressure of N2 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 ☑ 5 00. 18 Ararrow_forward
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