Professional Documents
Culture Documents
Guo-Fang Pang
Academician, Chinese Academy of Engineering, Beijing, China
Chairman of the Academic Committee and a Chief Scientist of Beijing
Advanced Innovation Center for Food Nutrition and Human Health,
Beijing, China
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ISBN 978-0-12-814167-0
1. Introduction 1
1.1 Insecticides 1
1.1.1 Organophosphate Insecticides 1
1.1.2 Carbamate Insecticides 2
1.1.3 Organochlorine Insecticides 2
1.1.4 Pyrethroid Insecticides 2
1.1.5 Neonicotinoid Insecticides 2
1.2 Herbicides 3
1.2.1 Phenolic Herbicides 3
1.2.2 Phenoxy Acid Herbicides 3
1.2.3 Benzoic Acid Herbicides 4
1.2.4 Diphenyl Ether Herbicides 4
1.2.5 Dinitroaniline Herbicides 4
1.2.6 Amide Herbicides 4
1.2.7 Carbamate Herbicides 5
1.2.8 Thiocarbamate Herbicides 5
1.2.9 Urea Herbicides 5
1.2.10 Sulfonylurea Herbicides 5
1.2.11 S-Triazine Herbicides 5
1.2.12 Quaternary Ammoniums Herbicides 6
1.2.13 Organophosphate Herbicides 6
1.2.14 Other Herbicides 6
1.3 Bactericides 6
1.3.1 Triazole Bactericides 7
1.3.2 Amide Bactericides 7
1.3.3 Pyridinamine Bactericides 7
1.3.4 Strobin Bactericides 7
1.3.5 Oxazo Bactericides 8
1.3.6 Pyrrole Bactericides 8
1.3.7 Amino Acid Bactericides 8
1.3.8 Derivants of Cinnamic Acid 8
1.3.9 Others 8
v
vi Contents
Index 857
Main Researchers/Editors
Guo-Fang Pang
Qiao-Ying Chang
Chun-Lin Fan
Yan-Zhong Cao
Yong-Ming Liu
xiii
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Preface
Today more and more requirements and restrictions are being placed on the res-
idues of pesticides and veterinary drugs in edible animal and plant-derived agri-
cultural products all over the world, and more and more kinds of pesticides must
be controlled. Meanwhile, the index of maximum residue limit (MRL) for pes-
ticides is getting lower, so the barriers to international trade of edible agricul-
tural products are becoming higher.
The research team of Guo-Fang Pang took the lead in research focusing on
the strategic development of food safety. They met the challenge, and a series of
low-cost and highly efficient detection methods have been established.
In the field of pesticide residues determination, the authors conducted a sys-
tematic study of the detection of multiclasses and multitypes of pesticide res-
idues in different edible agricultural products, and 20 high-throughput
sample preparation and analytical methods were developed for simultaneous
extraction, separation, enrichment and determination of 400–500 pesticide
residues with a once-for-all sample preparation. These methods are applicable
to the simultaneous determination of multipesticide residues in animal and
plant-derived agricultural products, such as fruit juices, vegetable juices, fruit
wines, fruits, vegetables, cereals, tea, Chinese medicinal herbs (such as ramulus
mori, honeysuckle, Chinese wolfberry, and lotus leaf), edible fungi (such as
mushrooms), honey, milk, milk powder, aquatic products (such as globefish,
eel, and prawn), animal muscle tissues, and drinking water. A high-selectivity,
high-sensitivity, high-resolution, and high-throughput analysis methodology
for the detection of more than 1000 pesticide residues has been established.
These methods are considered to be the international leaders in the type and
quantity of pesticides that can be detected simultaneously.
In veterinary drug residue detection, the authors have established 65 high-
selectivity, high-sensitivity veterinary drug residue detection methods for the
determination of 20 types of nearly 200 commonly used veterinary drugs that
may be residual in edible animal-derived agricultural products, and the methods
are applicable to samples with complicated bases, such as edible animal tissue
(such as muscle, liver, kidney, and fat), milk, milk powder, bee products (such
as honey, royal jelly, and its lyophilized powder), aquatic products (such as
globefish, eel, and prawn), and animal urine.
This book is a systemic summary of the research of Guo-Fang Pang’s
team on the theory and applied practice of detection technology of pesticide
residues over the past 20 years. The innovative research achievements at an
xv
xvi Preface
internationally advanced level in this field are fully demonstrated in this work.
In addition, the progress of food safety detection technology has been promoted.
This is mainly reflected in the following aspects:
1. High-throughput sample pretreatment technology: A series of technical
problems such as the extraction of pesticide and veterinary drug residues
at the level of micrograms per kilogram in various complex matrix samples
and the effective purification of the CO-extracted disrupting chemicals have
been overcome, and high-throughput sample preparation and purification
technology at an international leading level has been developed. Implemen-
tation of the detection of 400–500 pesticide residues simultaneously using
one sample preparation has been achieved.
2. The most comprehensive database available of pesticide mass spectrometry
has been constructed: gas chromatography-(tandem) mass spectrometry and
liquid chromatography-(tandem) mass spectrometry characteristics of 1000
commonly used pesticides worldwide were systematically studied and a data-
base with tens of thousands of mass spectra has been constructed. The database
can provide a qualitative and quantitative basis and has laid the foundation for
research and development of high-throughput detection technology.
3. A new technique of group detection by time intervals using chromatography
and mass spectrometry is proposed: pesticides with similar chemical proper-
ties and retention times are divided into several groups in turn; thus, the selec-
tivity of the method can be enhanced. Each group of pesticides is detected
according to the peak order and the time intervals, so the selectivity of the sen-
sitivity of the methods can be improved and the monitoring range expanded.
Furthermore, academician Pang’s team also cooperated fully with units from the
quality inspection system of China, institutions of higher learning, and scientific
research institutes for collaborative verification of the reliability and applicability
of the methods, thus leading to the formation of Chinese national standards (GB/T
series standards). These methods have been widely used in the detection of pesti-
cide and veterinary drug residues in edible animal and plant-derived agricultural
products and they have made a great contribution to the guarantee of food safety
in China. We believe these methods will provide a useful reference value for edible
animal and plant-derived agricultural product safety detection all over the world.
The book is suitable for scientific researchers in the residues testing areas
and technicians working in agricultural products testing and inspection, as well
as teachers and scholars of higher learning institutions as their reading material
or reference literature.
xvii
xviii Brief Introduction
powder, aquatic products (globefish, eel, and prawn), and animal muscle tissues
are presented in Part 2; while the methods for the analysis of 450 pesticides and
related chemical residues in drinking water are introduced in Part 3. Further-
more, the three major parameter databases adopted in the analysis of more
than 1000 pesticides and related chemicals are also included in this volume:
①chromatography-mass spectrometry characteristic parameters include reten-
tion time, quantitative and qualitative ions, fragment voltage and collision
energy, etc.; ②performance parameters of the methods include linear equation,
linear range and correlation coefficient, etc.; and ③gel permeation chromatog-
raphy (GPC) purification analysis parameters.
In Volume 2, the methods for the analysis of 20 species (nearly 200 kinds) of
veterinary drug residues in edible animal tissues (muscle, liver, kidney, and fat),
dairies (milk and milk powder), bee products (honey, royal jelly, and its lyoph-
ilized powder), aquatic products (globefish, eel, and roasted eel) and animal
urine are selected as main subjects of study. The 65 analytical methods for
the analysis of multiveterinary drug residues are described in different chapters
by category (sulfonamides, β-adrenergic agonists, aminoglycosides, chloram-
phenicols, β-lactams, macrolides, nitrofurans, anabolic steroids, nonsteroidal
anabolic steroids, glucocorticoids, fluoroquinolones, tetracyclines, sedatives,
pyrazolones, quinoxalines, nitromidazoles, benzimidazoles, levamisole, thio-
urea pyrimidines, and polyethers), and 90% of the methods are LC-MS-MS.
Meanwhile the physical and chemical properties, efficacy, side effects, and
maximum allowable residual limit of all the compounds are also provided.
In short, this book is the summary of the work of the author team who, for
more than 20 years, engaged in the research and practice of detection technol-
ogy of pesticides and veterinary drug residues. These methods for the analysis
of pesticides and veterinary drugs are innovative research results based on the
international frontier of pesticides and veterinary drug residue analysis, and the
analytical techniques adopted are new technologies widely concerned in the
field of residue analysis in the world today. The performance indexes of the
methods can meet the requirements of the Codex Alimentarius Commission
and the world’s major developed countries; meanwhile the methods are in
conformity with the developing trend of international residue analysis and they
are advanced in the world. In addition, the methods established in this book have
become the current effective national standard methods in China and they can
be used as the detection basis of relevant testing institutions and the law basis of
the relevant government departments. Nevertheless, due to the limitations of the
level, there may be unavoidable errors. We would kindly ask the users of this
publication to provide feedback to the authors so that subsequent editions may
be improved upon.
Guo-Fang Pang
Chapter 1
Introduction
Pesticides are chemical and biological products used to control, destroy, repel, or
attack organisms such as pests, mites, eelworms, pathogens, weeds, and mice.
According to their functions, pesticides can be categorized as insecticides,
fungicides, nematocides, molluscicides, bacteriocides, attractants, fumigants,
rodenticides, defoliants, desiccants, insect growth and plant growth regulators,
etc. Alternatively, based on the functional groups of their molecular structures, pes-
ticides can be categorized as inorganic pesticides, organochlorine insecticides,
organophosphate pesticides, carbamate pesticides, triazine herbicides, etc.
Pesticides are important materials in modern agriculture production because
they play a key role in preventing and controlling infectious diseases and
enhancing production yields at harvest. However, the long-term use of pesti-
cides has also resulted in significant contamination of the soil, the air we
breathe, and the environment.
1.1 INSECTICIDES
Insecticides are used in agriculture, medicine, industry, and our homes against
insects at all developmental stages. Many insecticides are also used against eggs
and larvae of insects, such as omethoate, monocrotophos and fenpropathrin, etc.
Insecticides fall into two types: inorganic and organic. Inorganic insecticides
are compounds containing arsenic, copper, lead, or mercury. They are highly
persistent in terrestrial environments, and are slowly dispersed through leaching
and erosion by wind and water. Inorganic insecticides are used much less now
than previously, having been widely replaced by synthetic organic insecticides.
Organic insecticides can be categorized as natural and synthetic. Natural insec-
ticides include botanical and biological insecticides. There are many types of
synthetic organic insecticides, including organophosphates, carbamates, organ-
ochlorines, and pyrethroids.
the draft of the new regulation proclaimed the ban on the use of neonicotinoid
insecticides on all the field crops except the greenhouse crops. In 2016, officials
from Department of Health in Canada conveyed the message that their Federal
Pesticides Supervisory Institutions planned to eliminate a disputative insecti-
cide-imidacloprid. In 2018, France announced a ban on the neonicotinoid insec-
ticide, which would be prohibited from use on all the crops in due time including
on the treatment of seeds. At present, there are already literatures on the
analytical methods for determination of neonicotinoid insecticides in red wine,
white wine, environmental water, honey orange leaves, fruits and vegetables,
sunflower seeds, tea soups, pollens, atmospheric particulate samples, soil sam-
ples and hematuria, and the cleanup techniques adopted are SPE, DLLME,
solid-liquid extraction, QuEchERS, etc., while LC-MS-MS are adopted mostly.
1.2 HERBICIDES
Chemical herbicides can increase output of crops markedly by selectively kill-
ing weeds and stimulating growth. With chemical herbicides, an increase of
10% in output can be obtained compared to manual work. The employment
of chemical herbicides could save the use of 75–300 laborers in the paddy field
and 30–45 in the glebe. The application of chemical herbicides promotes good
agricultural practices, including planting techniques and methods, boosting
production of soya, corn, wheat, and cotton, but their residues have been
detected on soya, corn, wheat, rice, and cotton plants in China. There are several
kinds of synthetic herbicides, including phenolic, phenoxy acid, benzoic acid,
diphenyl ether, dinitroaniline, amide, carbamate, urea, sulfonyl urea, s-triazine,
quarternary ammonium, organophosphate herbicides, and others.
1.3 BACTERICIDES
In order to increase food production, it is important to prevent diseases in addi-
tion to killing insects and clearing weeds. Bactericides are the oldest medica-
tions in human history and they include sulfur, lime sulfur, bordeaux
mixture, mercurial, anilinopyrimidines, and strobins. Compared to insecticides
and herbicides, bactericides have fewer varieties and a more stable market.
Introduction Chapter 1 7
However, great advancements have been made since the 1980s in the develop-
ment of bactericides such as triazoles, amide, anilinopyrimidines, and strobins.
1.3.9 Others
Other kinds of bactericides include SYP-Z048, activated ester, spiroxamine,
and benzoquinate.
Food Safety Standard-Maximum Residue Limits for Pesticides in Food has stip-
ulated 4140 MRLs for 433 Pesticides.
Translation.
(Solo) “Where are the white men going?
(Omnes) They are going to the place of the Rendili.
(Solo) Why do they go to the place of the Rendili?
(Omnes) Because of the camels.
The white men want camels;
The white men want fat-tailed sheep;
There in the place of the Rendili is very much meat.”
The above is a specimen, with a somewhat free translation, of the
half song, half recitative, so dear to the native heart. It is generally
impromptu, and contains at times a certain dry humour and caustic
comment on current events that is quite unexpected.
Thinking that this was a good opportunity of making another trial of
baked elephant’s foot, I caused a large hole to be dug in the centre
of the camp, and a party of men were sent into the forest to gather
sufficient fuel. When the fuel arrived, an immense fire was kindled in
the hole. All day long it burnt, and in the evening we were rewarded
by the sight of a glowing pit filled to the brim with red-hot ashes. With
much trouble (the foot weighed nearly forty pounds, and the furnace
was very hot) we placed the bulky tit-bit in the ashes, and then,
building a large bonfire over it, we considered that we had done our
part of the business, and hopefully awaited developments.
Several times during the ensuing twenty-four hours El Hakim or I
carefully poked the fire with an iron bar in the endeavour to ascertain
whether the foot was cooking properly. We were absolutely certain
that, if it were not burnt to a cinder, it would be at least sufficiently
cooked, and it was in high hopes that we should at last partake of
the reputed dainty, that we disinterred it from the miniature crater on
the following evening. Alas and alack! in spite of all our toil and
trouble it was as indiarubber-like as its predecessor. Twenty-four
hours in the fire had burnt the outside and reduced the foot
somewhat in size, but the rest was as uncooked as if it had never
been near the flame. This result, however, was entirely our own fault,
as, on looking up the subject since, I find that we were entirely wrong
in our method of cooking it. The true recipe, as given by Mr. Foa,[17]
is as follows:—
“Take an elephant’s foot, preferably young and very fresh; remove
the white flesh which covers the bone, and cut it into strips the
thickness of your finger, reminding one of sticks of pâté de
guimauve. Place the appetizing strips for two days in the sun to dry,
and collect the pure fat which exudes from them in the form of clear
oil. To make the dish known as mwendo wa nzou, take one of these
strips, cut it into small pieces, put it into a saucepan containing a little
water, place it on a gentle fire, and renew the water several times.
When a jelly has formed, add to it the oil in which you have browned
a few onions, a little thyme, etc., or an equivalent aromatic plant, one
or two very strong chillies, and let it cook gently for twenty hours, still
adding water when necessary. Serve hot, with manioc flour or grated
biscuit separately.
“N.B.—This dish keeps several days, and only requires re-
warming.”
So far, so good; but as our friend N’Dominuki did not keep a
general store where we might have been able to purchase the few
onions, thyme, and chillies, etc., required, it would not have helped
us much even had we possessed this recipe at the time.
The weather now changed considerably for the worse, the fine,
clear, sunny weather of the Waso Nyiro being succeeded by heavy
rains and cold winds. These rains were nearly two months late, and
the inhabitants of M’thara were half starving in consequence; but
they came now with a vengeance, though they were too late to do
any good to the bean crop. Day after day we endured a steady
downpour, which killed off the sheep by twos and threes every night.
Of the men whom we had sent to buy food in Munithu, half returned
two days later. They reported that Bei-Munithu had refused to sell
any food, though he had more than plenty, and he had also refused
to give up the loads still in his possession. Furthermore, he had
secretly planned to attack them during the night and put them to
death. They had, however, received timely warning from a friendly
native, and so escaped; some of them coming back to us, and the
remainder going on to Zura to see how matters stood at that place.
A strange Swahili accompanied them. He had been one of Dr.
Kolb’s porters, and had been left behind, sick, at Munithu. He asked
permission to return to Nairobi with us, which we readily granted. He
also confirmed the news of Bei-Munithu’s hostility, and his
statements threw light on several little matters which had puzzled us.
It now seemed more than probable that the whole of the G’nainu
affair had been planned by that old rascal in conjunction with the
Wa’gnainu, which would explain why those people were so
completely prepared for us on the morning when we went into their
country to demand our trade goods; and why they opened the attack
without listening to what we had to say.
This Swahili was a peculiar-looking man, as at some time or other
the end of his nose had been bitten off by a hyæna. The voracious
brute had actually dashed up to where he was sleeping with other
men round a fire, and, seizing him, had tried to drag him away. His
companions awoke at his cries, and drove his assailant off with fire-
brands. When the hyæna seized him, it had bitten his face and taken
the end of his nose clean off. When rescued, he searched for and
found the piece, and, sticking it on again, he secured it with a length
of hair or fibre, which he passed over it and tied at the back of his
head; however, the piece slipped and finally grew on to his face an
inch to the left of its proper position, so that he had one nostril
complete and in its right place, while the other grew apparently out of
his cheek. He still kept the piece of fibre tied round it, and could not
be induced to remove it, though the piece of nose was firmly united
to his cheek. El Hakim offered to perform an operation in plastic
surgery and replace it in its rightful position, but he steadfastly
refused, and El Hakim did not press the point. This man turned out to
be a very good drover, and rendered valuable service in that way on
our march down country after leaving M’thara.
On the 18th October, after six days’ continuous downpour, the rain
ceased for a couple of days. Thirty of the sheep had succumbed,
and the others were very sick, as a large number of them were
suffering from the effects of the unaccustomed exposure. As the men
who had gone on to Zura had not returned, we sent Jumbi with
several men to see what had become of them. We were very
anxious to leave M’thara, but we could not venture round West Kenia
without a supply of food in hand, as game might be scarce. The
camp already commenced to smell very badly, as the rain had
soddened the earth and converted it into a bog. The quantity of meat
drying in the smoke of the fires was already six days old, and though
it was relished by the men, we ourselves found the effluvia offensive.
During our stay large numbers of natives came into camp for
medicine to cure the ulcers caused by “chiggers.” The chigger (Pulex
penetrans) is a species of flea which is in the habit of selecting the
sole of the foot or the flesh under the toe-nails as a place of
residence. Once safely ensconced under the skin, the female
chigger proceeds to lay large numbers of eggs, which are disposed
in the form of a round bag, the size of a pea. The irritation produces
a troublesome ulcer, amidst which the young larvæ appear. Some of
the natives of M’thara had lost many of their toes through these
pests. It was especially sad to see the little children with their feet
horribly lacerated, who were brought into camp for treatment by their
despairing mothers. Under El Hakim’s direction, I made a large
quantity of ointment by mixing iodoform and powdered boric acid
with hippo fat, and this was freely dispensed among the sufferers,
their expressions of gratitude amply repaying us for any trouble we
incurred in relieving them. I myself had been crippled for three weeks
on one occasion by chiggers, and was therefore in a position to feel
for the unfortunate wretches.
An “elkonono,” or native blacksmith, came into camp one day, and
we got him to manufacture a few knives and ornaments for us from
iron which we provided. He took up his quarters, together with a
couple of his wives, in a shelter which we had built for the mules. His
tools were very simple, consisting merely of a flat stone for an anvil,
and a piece of round bar iron, 1½ inches in diameter and about 8
inches in length, slightly flattened at one end, which formed his
hammer. He also possessed a very crude pair of iron pincers.
His forge, which was fed with charcoal, was formed by a hole in
the ground, into which the air was forced from bellows through a
short pipe of baked clay. The bellows consisted of a couple of
goatskins with a clay nozzle at one end. The other end was open,
the sides being sewn to two flat pieces of wood, to which small
straps were attached. One of the blacksmith’s wives thrust her
fingers through these straps, and, opening her hand and at the same
time raising her arm, she filled the goatskin with air. The hand was
then closed and the goatskin sharply compressed by a downward
stroke of the forearm, and the air contained in it was driven out of the
nozzle through the clay pipe into which it was inserted, and so into
the glowing charcoal. She worked a bellows with each hand
alternately, thus providing an almost continuous draught.
Our “elkonono” set to work and toiled away for three days “from
rosy morn till dewy eve,” and at the end of that time had
manufactured two knives and a couple of ornaments. We asked him
if it was not rather slow work, and to our great disgust he remarked,
“Yes, it is true I have not made much for you, but” (proudly) “I have
made knives for all your children!”
On inquiry we found that whenever our backs were turned, our
porters had gone to the “elkonono” either to have a knife made or
repaired, and as a result he had done ten times more work for them
than he had for us, though we were paying him and he was using
our material. Our simple “elkonono,” however, professed ignorance,
saying that he thought that in doing these little jobs for “our children”
he was serving us; which might or might not have been the truth.
A deputation from the Wa’Chanjei came into camp on the 17th of
October. They came ostensibly on a friendly visit, but really to see
how the land lay. After they had spent an hour or two in our camp,
they evidently came to the conclusion that we were quite able to take
care of ourselves, and politely and silently withdrew.
On the 19th of October the rain ceased for a while, to our
immense satisfaction. During the morning Jumbi returned from
Munithu and Zura with the remainder of the men. He had seen Bei-
Munithu and demanded that our loads should be given to him. He
was met by an insolent refusal. In addition, Bei-Munithu sent an
insulting and threatening message to the effect that “If the Wasungu
themselves came to the door of his house with their guns, he would
not give up the loads!”
Jumbi also reported that food was extremely plentiful in both
Munithu and M’thara, but the inhabitants of those places, acting
under instructions from their chiefs, point blank refused to sell us
any.
ORNAMENTS WORN BY A’KIKUYU WOMEN.
1, 2, 3, 4.Leather belts ornamented with beads and cowrie shells.
5, 6, 7, 8.Girdles of iron chain and beadwork.
9, 10.Collars of iron chain and beadwork.
11, 12, 13, Necklaces of twisted iron, brass and copper wire, with pendant
14. chain.
15, 16.Armlets of thick brass wire.
The situation was now serious, and after dinner that evening we
held a consultation to decide what was to be done. Leaving M’thara
without a supply of food was out of the question, and to stay in
M’thara was to court disaster. I therefore proposed to El Hakim that I
should proceed to Munithu on the morrow with an armed party,
leaving him in charge of the camp, and make a demonstration in
force at Munithu, and see if that would not bring old Bei Munithu to
his senses, and George volunteered to accompany me. As both El
Hakim and I considered that such a proceeding would not entail any
serious risk, he acquiesced in my proposal. We therefore determined
that El Hakim should stay in command of the camp with one or two
men—who, with himself, would, he hoped, be sufficient to defend it
should it be attacked in our absence—and that George and I, with all
the men who could be spared, should go over and endeavour to
convince Bei-Munithu and Co. that we were better as friends than
enemies.
Accordingly at noon on the following day George and I started for
Munithu. We had sixteen men armed with Sniders, but we were
terribly short of ammunition, possessing not more than seven
cartridges per man, a fact which made the undertaking rather more
hazardous. Considered afterwards, in cold blood, it seems to me to
have been foolish in the extreme to have attempted to penetrate into
a hostile country, so thickly populated as Munithu, with so few men
and so little ammunition; but at the same time there was no help for
it. Luckily, both George and I had a fair number of cartridges. I, as
usual, carried my ·303, but George, whose rifle had once or twice
missed fire, did not see the fun of risking his life with a weapon which
might fail him at a critical moment; so he carried my 20-bore shot-
gun with a supply of ball cartridges. These ball cartridges contained
2½ drams of powder, which propelled a spherical leaden bullet about
the size of an ordinary marble, and a double-barrelled gun using
them was a very ugly weapon up to a couple of hundred yards.
We pushed on till sundown, and camped at a distance from Bei-
Munithu’s village, and turned in early, as we needed all our energy
for the morrow.
FOOTNOTES:
[17] “After Big Game in Central Africa,” by Edward Foa,
F.R.G.S. (Translation from the French by Frederic Lees), 1899,
pp. 59, 60.
CHAPTER XIX.
FIGHT AT MUNITHU AND DEPARTURE FROM
M’THARA.