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Preview-9781466593541 A37880315
ADVANCED
PRACTICAL
ORGANIC
CHEMISTRY
JOHN LEONARD
BARRY LYGO
GARRY PROCTER
T h i r d E d i T i o n
AdvAnced
PrActicAl
OrgAnic
chemistry
T h i r d E d i T i o n
AdvAnced
PrActicAl
OrgAnic
chemistry
John Leonard
Barry Lygo
garry Procter
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Contents
List of Figures.................................................................................................. xiii
List of Tables.....................................................................................................xxi
Preface............................................................................................................. xxiii
Authors.............................................................................................................xxv
Chapter 2 Safety.............................................................................................. 3
2.1 Safety is your primary responsibility.................................................... 3
2.2 Safe working practice............................................................................... 4
2.3 Safety risk assessments............................................................................ 4
2.4 Common hazards..................................................................................... 5
2.4.1 Injuries caused by use of laboratory
equipment and apparatus......................................................... 5
2.4.2 Toxicological and other hazards caused
by chemical exposure................................................................. 5
2.4.3 Chemical explosion and fire hazards...................................... 6
2.5 Accident and emergency procedures.................................................. 10
Bibliography....................................................................................................... 10
General introduction
The preparation of organic compounds is central to many areas of sci-
entific research, from the most applied to the most “academic,” and is
not limited to chemists. Any research that uses new organic chemicals,
or those that are not available commercially, will at some time require
the synthesis of such compounds. Accordingly, the biologist, biochemist,
genetic engineer, materials scientist, and polymer researcher in a univer-
sity or industry all might find themselves faced with the task of carrying
out an organic preparation, along with those involved in pharmaceutical,
agrochemical, and other fine chemicals research.
These scientists share with the new organic chemistry graduate
student a need to be able to carry out modern organic synthesis with con-
fidence and in such a way as to maximize the chance of success. The tech-
niques, methods, and reagents used in organic synthesis are numerous
and increasing every year. Many of these demand particular conditions
and care at several stages of the process, and it is unrealistic to expect an
undergraduate course to prepare the chemist for all the situations that
might be met in research laboratories. The nonspecialist is even more
likely not to be conversant with most modern techniques and reagents.
Nevertheless, it is perfectly possible for both the nonspecialist and the
graduate student beginning research in organic chemistry to carry out
such reactions with success, provided that the appropriate precautions are
taken and the proper experimental protocol is observed.
Much of this is common sense, given knowledge of the properties of
the reagents being used, as most general techniques are relatively straight-
forward. However, it is often very difficult for the beginner or nonspecial-
ist to find the appropriate information.
All three of us were fortunate enough to gain our initial training in
top synthetic organic research laboratories around the world and we have
subsequently acquired over 80 years combined experience in the training
and development of organic research chemists in industry and academia.
The knowledge that we have gained over this time is gathered together
in this book, in the hope that it will be an aid to the specialist and the
nonspecialist alike. Of course, most research groups will have their own
modifications and requirements, but on the whole, the basic principles
will remain the same.
Safety
2.1 Safety is your primary responsibility
Chemical laboratories are potentially dangerous workplaces and accidents
in the laboratory can have serious and tragic consequences. However, if
you are aware of potential hazards and work with due care and attention
to safety, the risk of accidents is small. Some general guidelines for safety
in the laboratory are presented in this section. In addition to these prin-
ciples, you must be familiar with the safety regulations in force in your
area and the rules and guidelines applied by the administrators of your
laboratory.
Your supervisor has a responsibility to warn you of the dangers
associated with your work, and you should always consult him/her, or a
safety officer, if you are unsure about potential hazards. However, your
own safety, and that of your colleagues in the laboratory, is largely deter-
mined by your work practices. Always work carefully, use your common
sense, and abide by the safety regulations.
Some important general principles of safe practice are summarized in
the following rules:
associated with the reaction and thermal instability issues associated with
your chemicals. This is particularly important when you work on a larger
scale. Remember that procedures other than chemical reactions can also
be hazardous! Unstable compounds (see discussion in Section 2.4.3) can
explode spontaneously when heated, for example, for the purpose of dis-
tillation or drying. Some of the worst personal accidents have been caused
by applying mechanical energy to unstable compounds, for example, by
grinding. Pay particular attention to finding out about the dangers of han-
dling unfamiliar chemicals or apparatuses and make sure that any neces-
sary precautions are in place before starting the experiment. Hazardous
material and reactions can often be handled with complete safety when
appropriate procedures are followed, but careful experimental design
may be required.