Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 11, Problem 11.25P
Answer the following questions about erlotinib and phomallenic acid C. Erlotinib, sold under the trade name Tarceva, was introduced in 2004 for the treatment of lung cancer. Phomallenic acid C is an inhibitor of bacterial fatty acid synthesis.
a. Which
b. What orbitals are used to form the shortest
c. Which H atom in phomallenic acid C is most acidic.
d. How many
e. Rank the labeled bonds in phomallenic acid C in order of increasing bond strength.
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Using reaction free energy to predict equilibrium composition
Consider the following equilibrium:
2NO2 (g) = N2O4(g)
AGº = -5.4 kJ
Now suppose a reaction vessel is filled with 4.53 atm of dinitrogen tetroxide (N2O4) at 279. °C. Answer the following questions about this system:
Under these conditions, will the pressure of N2O4 tend to rise or fall?
Is it possible to reverse this tendency by adding NO2?
In other words, if you said the pressure of N2O4 will tend to rise, can that
be changed to a tendency to fall by adding NO2? Similarly, if you said the
pressure of N2O4 will tend to fall, can that be changed to a tendency to
'2'
rise by adding NO2?
If you said the tendency can be reversed in the second question, calculate
the minimum pressure of NO 2 needed to reverse it.
Round your answer to 2 significant digits.
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rise
☐ x10
fall
yes
no
☐ atm
G
Ar
1
Why do we analyse salt?
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.
H
H
CH3OH, H+
H
Select to Add Arrows
H°
0:0
'H
+
Q
HH
■ Select to Add Arrows
CH3OH,
H*
H.
H
CH3OH, H+
HH
■ Select to Add Arrows i
Please select a drawing or reagent from the question area
Chapter 11 Solutions
Organic Chemistry
Ch. 11 - Problem 11.1 Neopheliosyne B is a novel acetylenic...Ch. 11 - Give the IUPAC name for each compound.Ch. 11 - Give the structures corresponding to each of the...Ch. 11 - Prob. 11.4PCh. 11 - Prob. 11.5PCh. 11 - Which bases can deprotonate acetylene? The pKa...Ch. 11 - Draw the organic products formed when each alkyne...Ch. 11 - Draw additional resonance structures for each...Ch. 11 - Problem 11.9 Draw the products formed when is...Ch. 11 - Explain the following result. Although alkenes...
Ch. 11 - Problem 11.11 Draw the keto tautomer of each...Ch. 11 - Prob. 11.12PCh. 11 - a Draw two different enol tautomers of...Ch. 11 - Prob. 11.14PCh. 11 - Problem 11.15 Draw the organic products formed in...Ch. 11 - Problem 11.16 What acetylide anion and alkyl...Ch. 11 - Problem. 11.17 Show how , and can be used to...Ch. 11 - Prob. 11.18PCh. 11 - Draw the products of each reaction. a. b.Ch. 11 - Prob. 11.20PCh. 11 - Problem 11.21 Use retrosynthetic analysis to show...Ch. 11 - Prob. 11.22PCh. 11 - Give the IUPAC name for each compound. a. b.Ch. 11 - Prob. 11.24PCh. 11 - 11.25 Answer the following questions about...Ch. 11 - 11.26 Give the IUPAC name for each alkyne.
a. ...Ch. 11 - Prob. 11.27PCh. 11 - Which of the following pairs of compounds...Ch. 11 - Prob. 11.29PCh. 11 - 11.30 How is each compound related to A? Choose...Ch. 11 - Prob. 11.31PCh. 11 - Prob. 11.32PCh. 11 - 11.33 Draw the products formed when is treated...Ch. 11 - What reagents are needed to convert (CH3CH2)3CCCH...Ch. 11 - Prob. 11.35PCh. 11 - 11.36 What alkynes give each of the following...Ch. 11 - 11.37 What alkyne gives each compound as the only...Ch. 11 - 11.38 Draw the organic products formed in each...Ch. 11 - 11.39 Draw the structure of compounds A-E in the...Ch. 11 - Prob. 11.40PCh. 11 - Prob. 11.41PCh. 11 - 11.42 What reactions are needed to convert alcohol...Ch. 11 - Prob. 11.43PCh. 11 - Prob. 11.44PCh. 11 - 11.45 Explain the following statement. Although ...Ch. 11 - 11.46 Tautomerization in base resembles...Ch. 11 - 11.47 Draw a stepwise mechanism for each...Ch. 11 - Prob. 11.48PCh. 11 - Prob. 11.49PCh. 11 - 11.50 What acetylide anion and alkyl halide are...Ch. 11 - 11.51 Synthesize each compound from acetylene. You...Ch. 11 - 11.52 Devise a synthesis of each compound using ...Ch. 11 - Prob. 11.53PCh. 11 - Prob. 11.54PCh. 11 - 11.55 Devise a synthesis of the ketone, , from ...Ch. 11 - 11.56 Devise a synthesis of each compound using ...Ch. 11 - Prob. 11.57PCh. 11 - Prob. 11.58PCh. 11 - 11.59 N-Chlorosuccinimide (NCS) serves as a source...Ch. 11 - 11.60 Draw a stepwise mechanism for the following...Ch. 11 - 11.61 Draw a stepwise mechanism for the following...Ch. 11 - Prob. 11.62PCh. 11 - 11.63 Write a stepwise mechanism for each of the...Ch. 11 - Prob. 11.64PCh. 11 - 11.65 Explain why an optically active solution of ...
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