ORGANIC CHEMISTRY,SOLN.MAN.+...-ACCESS
4th Edition
ISBN: 9781119659471
Author: Klein
Publisher: WILEY
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21.38 Arrange the molecules in each set in order of increasing acidity (from least acidic to
most acidic).
OH
OH
SH
NH2
8
NH3
OH
(b)
OH
OH
OH
(c)
& & &
CH3
NO2
21.39 Explain the trends in the acidity of phenol and the monofluoro derivatives of phenol.
OH
OH
OH
OH
PK 10.0
PK 8.81
PK 9.28
PK 9.81
identify which spectrum is for acetaminophen and which is for phenacetin
The Concept of Aromaticity
21.15 State the number of 2p orbital electrons in each molecule or ion.
(a)
(b)
(e)
(f)
(c)
(d)
(h)
(i)
DA
(k)
21.16 Which of the molecules and ions given in Problem 21.15 are aromatic according to the
Hückel criteria? Which, if planar, would be antiaromatic?
21.17 Which of the following structures are considered aromatic according to the Hückel
criteria?
---0-0
(a)
(b)
(c)
(d)
(e)
(h)
H
-H
.8.0-
21.18 Which of the molecules and ions from Problem 21.17 have electrons donated by a
heteroatom?
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- 5. Write the formation reaction of the following complex compounds from the following reactants: 6. AgNO₃ + K₂CrO₂ + NH₄OH → 7. HgNO₃ + excess KI → 8. Al(NO₃)₃ + excess NaOH →arrow_forwardIndicate whether the product formed in the reaction exhibits tautomerism. If so, draw the structure of the tautomers. CO₂C2H5 + CH3-NH-NH,arrow_forwardDraw the major product of this reaction N-(cyclohex-1-en-1-yl)-1-(pyrrolidino) reacts with CH2=CHCHO, heat, H3O+arrow_forward
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