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The third edition of Williamson's
Macroscale and Microscale Organic
Experiments is welcome. Williamson's lab texts trace their lineage back not only through
earlier editions, but, via a multi-edition conventional-scale
text (Fieser and Williamson), to Louis Fieser's 1935 lab text. All
these books are characterized by well-honed, reliable
experiments and innovations such as the use of high-boiling solvents
to accelerate reactions and an interesting sequence of
transformations based on derivatives of 1,2-diphenylethane.
Another connective thread, familiar to many, is the construction
and use of simple homemade devices for a variety of
laboratory purposes.
Williamson himself is a pioneer in the change
from macroscale chemistry in the student lab to the
microscale approach. His text is written to use a set of glassware
designed by him. At San Francisco State University we have used
this glassware since the appearance of his first microscale
book. Other instructors prefer microscale glassware with
ground glass joints, but we find Williamson's kit to be
entirely adequate for the undergraduate lab. Moreover, it is the
least expensive type available, does not break easily, and is
unattractive to graduate research students, hence does
not "disappear". Other innovations appearing in earlier
editions include sharp attention (all of Chapter 2) to safety, and
the integration of waste disposal methods into the lab
experiments themselves. By having students convert waste products
into less harmful and less bulky materials in the lab, the
enormous costs of disposal can be reduced without postlab
treatment, a step not permitted except by a licensed
waste-treatment facility.
Williamson is also the first or one of the first to
place computational chemistry into an introductory organic
lab text. In this new edition, (optional) molecular
mechanics calculations remain the workhorse method. These are
now used in conjunction with 20 experiments, and are
supplemented in some cases by suggested semiempirical
computations. Other new texts, for example that by Pavia et al.
(3rd ed., 1999), take computation even further.
New features in the third edition include reduction of
the macroscale experimental quantities to amounts
compatible with 14/20 standard-taper glassware. Additionally, there are
some useful and characteristically clever equipment
adaptations for microfiltration and gas phase IR spectra, a few new
or updated experiments, replacement of all IR spectra by
Fourier transform spectra, and routine use of 250-MHz
1H NMR spectra. Two-dimensional NMR spectroscopy is briefly
discussed but not further encountered. One new feature which
looks promising is called "Surfing the Web". Pertinent Web
site addresses dot the book, but it would be useful if these
were indexed as a group. The brief but up-to-date chapter
on searching the literature includes addresses and some
advice on accessing commercial databases. Regarding the lab
course itself, two useful addresses are
http://ull.chemistry.uakron.edu/organic_lab/
and Williamson's own site (under construction as I write),
http://www.mtholyoke.edu/courses/kwilliam/microscale.shtml,
where pictures of techniques and other support information will interest teachers and students
alike. Williamson has always been responsive to users of his
texts, and will probably be quick to incorporate new
information and improved techniques at this site.
There are a few areas where improvement can still
be made. The chapter on IR spectroscopy, although revised,
does not contain an extensive, conventional table of
characteristic group frequencies. All our instructors supplement the
text with standard tables. We also find the section on
organic qualitative analysis to be limited and mildly difficult to
use. Students must do a lot of page turning, back and forth,
to find some of the tests and recipes needed. At SFSU
more than half of our second-semester lab is given over to
organic qual, and no single lab text except that of Pasto,
Johnson, and Miller seems adequate for this purpose.
These cautions aside, the third edition is
confidently recommended. The principal question to be asked by
a potential microscale user is, "What type of glassware do
I want?" If Williamson's inexpensive yet effective glassware
is to be used, then his text is the best bet.
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