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Typographical and Format Errors in Solomons 6/E
Collected by Craig Fryhle
Pacific Lutheran University
Updated March 8, 1997
Typographical Error: preface, p. x Opportunity is spelled with three p's
in the paragraph on 2D NMR.
Typographical Error: p.68 bottom - the alignment of the colored OH with
bonds is not perfect in the 2- propanol structure (left-hand structure).
The OH bond in menthol (right-hand structure) runs into the ring.
Typographical Error: Error: p. 72 - The structure of carvone is missing
a CH3 group extending from the top of the hexagon
Typographical Error: Error: p. 85 - problem 2.21(k) should be C3H9N, not
C3H11N.
Suggestion: p. 85 - problem 2.22(i) - Id recommend increasing the amount
of space between the two structures and word "or".
Typographical Error: p. 121, problem 3.32b, The horizontal alignment of
the structures and arrow is off as compared to the structures and "+" at
the start of the line.
Suggestion: p. 121, problem 3.32 (all), Id recommend increasing the left
to right spacing.
Typographical Error: In the Study Guide (p. 38 of the Study Guide), the
answer to 4.9(a) should be a dichloro compound, not a dimethyl compound
(to match the 4.9(a) in the text), and 4.9(b) should show a 1,3
disubstituted compound, not 1,2.
Typographical Error: p. 185, problem 5.3 This problem should refer to
Figure 5.5, not 5.3.
Typographical Error: p. 197 The right structure at the bottom
(S)-(-)-2-Methyl-1-butanol should have a minus sign for its optical
rotation value (i.e. -5.756, not +5.756).
Typographical Error: p. 198, problem 5.14 The structure of carvone is
missing a H at the end of the bold wedge bond (or delete the bold wedge
altogether).
Typographical Error: p. 208, problem 5.19 The letter designations for the
compounds and in the problem working use lower case, however they are in
reference to structures on the previous page that are designated in upper
case. The problem should use upper case.
Typographical Error: p. 239 In Problem 6.3 the reference to the
configuration of (-)-2-butanol should be to Section 5.7C, not 5.6C.
Typographical Error: p. 263 in "A Mech. for the E2 Reaction" The C2H5OH
at the lower right of the figure should be in green, not red.
Typographical Error: p. 264 The reaction at the very bottom of the page
should have Sol, not SoI. Sol is correctly used in the penultimate
reaction.
Suggestion: p. 272, problem 6.16(c) and (d) This is a matter of my
opinion - it is confusing to be considering the reactions in parts (c) and
(d) as Sn1 reactions, according to the instructions, when they would in
actuality be predominantly E2. I would consider dropping or modifying
parts (c) and (d).
Typographical Error: p. 272, problem 6.18(c) The structure of the
product should have a negatively charged CH2 group at one end, not a CH3
group. Also, the spacing between parts (b) and (c) in the problem is
cramped.
Typographical Error: p. 273, problem 6.21d The first compound should be
(CH3)3CBr (there is a C missing before the Br).
Typographical Error: p. 276, problem 6,41 Parts (d) and (e) are actually
(c) and (d) OR, the designation (c) is missing.
Typographical Error: p. 310 In reaction diagram labeled "Step 3", the
formula for 2-methylpropene has an extra H and + charge.
Substantive Suggestion: p. 338 Part (a) of this problem could cause
confusion for the students. 1) Is it truly reasonable to write a primary
carbocation as an intermediate in the hydration of ethene (unless the
reaction is conducted under some special conditions such as may be
possible in industrial settings)? When students see formation of a
primary carbocation in the answer as shown in the Study Guide it goes
against what they have learned about the likelihood for existence of
primary carbocations. 2) Since ethene is a gas, this reaction would be
difficult to conduct in an ordinary laboratory setting. It also would
probably never be conducted in a modern laboratory, since ethene and
ethanol are so readily available.
Typographical Error: p. 350 In "A Mechanism for Ozonide Formation", the
red portion of the double bond in the fourth structure in the top line and
the left two structures of the bottom line should be spaced as typical for
double bonds in the text. At present they are almost overlapping the
black part of the double bonds in these structures.
Typographical Error: p. 428 In "A Mechanism for Hydroboration" the
partial charges in the bracketed structure at the top of the first line
are reversed. The carbon should be shown with a delta positive and the
boron with a delta negative.
Suggestion: p.472 In "A Mechanism for the Reduction", I would suggest
using color for the hydrogen and the pair of electrons it brings. Color
could also be used for the water molecule and the hydrogen it has provided
in the final structure.
Typographical Error: p. 545 Figure 13.5, the paragraph with the figure
says that the absorbance of octane is 0.95. If the % transmittance is
10%, the absorbance should be 0.90.
Typographical Error: p. 568 Figure 13.28 (b) Structure is missing oxygen
of ethyl chloroacetate (should be CH2Cl-C(O)-OCH2CH3
Typographical Error: p. 659 In "A Mechanism for the Reaction" - the final
FeBr3 should not have a negative charge above it.
Substantive Error: p. 710 In "A Mechanism for the Reduction of an Acyl
Halide" the aluminum reagent is incorrect and the mechanism arrows are
drawn improperly. In all cases the aluminum reagent in this figure should
have a subscript 3 after the final square bracket, i.e. H-Al[OC(CH3)3]3,
not H- Al[OC(CH3)3]2. As to the arrows, the H on the aluminum makes
initial attack on the carbon of the carbonyl. The carbonyl oxygen does
not attack the aluminum atom. This figure needs to be redrawn.
Typographical Error: p. 745 Figure 16.3 The label over the peak at 200
ppm should be CH, not C.
Suggestion: p. 763 Some of the arrows in "A Mechanism for the
Dehydration" are confusing. The one with the text "These hydrogens are
acidic." should somehow indicate both H's in the structure, not just point
to one. The "Here the double bonds are conjugated." notation with arrow
could be confusing. Perhaps the importance of conjugation here should be
pointed out by noting that there are contiguous sp2- hybridized atoms from
the alkene through the carbonyl, or maybe the arrow should be shorter and
just point to the general area of the structure where conjugation is
present.
Typographical Error: p. 767 The last structure in the green box should
have a black H on the O, not blue. (See the arrow in the previous
structure that points from the blue O to the black H2O molecule - thus,
the H on the final structure should be black.)
Typographical Error: p. 803 The legend under the structures at the top of
the page has a misprint. It should read "...carbonyl or nitrile atom",
not nitrite.
Typographical Error: p. 924 In "A Mechanism for the Reaction" - the red
color is missing in the Ar- N=N-O- structure at the beginning of the last
line and in the H2O molecule at the end.
Typographical Error: p. 948, Problem 20.38 says an IR spectrum is shown
as part of Figure 20.7. There is no IR in Figure 20.7.
Typographical Error: p. 993-997, The second review problem set is
incorrectly titled the "First Review Problem Set" on these pages.
Typographical Error: p. 1085 In the structures at the bottom of the page,
the blue atom parts should be aligned under the "empty" bond lines in each
ring.
Typographical Error: p. 1093 Page number is missing on this page (first
page of Chapter 23) - should be at the bottom right corner.
Typographical Error: p. 1096 Page number is at the bottom not the top.
Is this correct?
Question: p. 1168 Does the resin actually start out at a O-CH2Cl resin,
since the final step converts it to O-CH2Br?
Typographical Error: p. G-11 The definition of Lewis Acids and Bases is
reversed. It should read "Lewis theory of acids and bases (Section 3.2B):
An acid is an electron pair acceptor, and a base is an electron pair
donor."
STUDY GUIDE
Typographical Error: p. 38 The answer to 4.9a should be a dichloro
compound, not a dimethyl compound (to match the 4.9a in the text), and
4.9b should show a 1,3 disubstituted compound, not 1,2.
Typographical Error: p. 73, Problem 6.21, part (f), should read "...the
mechanism is SN1." The solutions manual incorrectly says E1.
Typographical Error: p. 231, Problem 14.10 Should read SbCl6-, not SbF6-
Typographical Error: p. 236, Problem 14.25 On structure B, the label by
the NH2 group should be (c), not (a).
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Craig B. Fryhle, Ph.D. Office 206-535-8314 FAX 206-536-5055
Associate Professor Email fryhle@u.washington.edu
Department of Chemistry URL http://rainier.chem.plu.edu/fryhle.html
Pacific Lutheran University
Tacoma, Washington 98447 ^ ^ ^ ^ ^ ^
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