Preface
The Author
Acknowledgements
Chapter 1 Food
[Abstract, Keywords]
Introduction
Carbohydrates
Polysaccharides
Amino acids and Proteins
Aminoacids
Polypeptides and proteins
Lipids
Taste Sensations
Meat
Cheese
Blue cheeses
Lactose and Camembert
Cheddar
Bread
Baking
Potato
Raw potatoes
Boiled potatoes
Baked potatoes
Potato chips
Mushrooms
Puffball mushrooms
Onions
Fresh onions
Cooked onions
Tomatoes
Strawberries
Wild strawberries
Oranges and lemons
Orange juice and limonene isomer smells
Chapter 2 Vitamins
[Abstract, Keywords]
Introduction
Vitamin A
Vitamin B1, Thiamin
Vitamin B2, Riboflavin
Vitamin B3, Niacin
Vitamin B5, Pantothenic acid
Vitamin B6, Pyridoxine
Vitamin B7, Biotin
Vitamin B9, Folic acid
Vitamin B12, Cobalamin
Vitamin C, L-Ascorbic acid
Vitamin D, Calciferol
Vitamin E
Vitamin K
Chapter 3 Hot and Cold
[Abstract, Keywords]
Introduction
Spices and ‘hot’
Capsaicin
The TRPV1 receptor
Black pepper
Ginger
Clove
Nutmeg
Cinnamon
Szechuan peppers
Cool and menthol
How menthol works
Carvone
A new minty molecule
Mustard
Chapter 4 Abused Painkillers and Other Drugs of Abuse
[Abstract, Keywords]
Opium
Morphine
Heroin
Fentanyl
Carfentanil and other powerful fentanyls
Oxycodone and Oxycontin
Krokodil
Spice
Nitazenes
Chapter 5 Nasty Smells
[Abstract, Keywords]
Introduction
Hydrogen sulphide
Dimethylsulfide
Dimethyldisulfide and the titan arum
Thiols
Skunks
Personal hygiene – and wines
Trimethylamine
The Smell of the Living and the Dead
The scent of death
Molecules and Mosquitoes
Euglossine bees
Chapter 6 War and Peace
[Abstract, Keywords]
Introduction
Cut grass and green aroma
Plant defence
Weaponised insects
Out of detective novels
Blister beetles
Plants attracting insects
Insect repellents
Chapter 7 Organochlorine Compounds
[Abstract, Keywords]
Introduction
Organic chlorine compounds
Chloromethane
Pesticides and DDT
Dieldrin and Aldrin
Chlorinated medicines
Chlorinated phenols
Natural germ-killers from the earth
Teicoplanin
Chloramphenicol
Halogenated Compounds from Marine Fungi
Another killer
Chapter 8 Organofluorine Compounds
[Abstract, Keywords]
Introduction
CFCs, serendipity and a serious problem
Other organofluorine compounds
Other problematic organofluorine compounds
A natural problem
Fluorinated pharmaceuticals
Anaesthetics
Blood substitutes
Perfluorocubane
Chapter 9 Smoking and Vaping
[Abstract, Keywords]
Smoking
Nicotine
Health effects of smoking
Toxic chemicals in tobacco
Vaping
Metal heating elements and metal pieces
Solvents
Flavourings
Diacetyl
Benzaldehyde, cinnamaldehyde and vanillin
Vitamin E acetate
Nicotine analogues
Student vaping
Conclusions and summary
Chapter 10 Isotopes
[Abstract, Keywords]
Isotopes
What’s the difference between H2O and D2O?
Lead isotopes
Coinage and Isotopes
Uranium isotopes and their separation
Carbon isotopes
Detecting food fraud
Radiocarbon
Fraudulent white truffles
Isoscapes
Carbon in foods
Strontium isotopes
Isotopes and drugs
King Richard III
Isotopes in solving crimes
The Welsh case
The ‘Scissor Sisters’ case
An unsolved crime .... five thousand years ago.
Chapter 11 Methane
[Abstract, Keywords]
Introduction and historical background
Wood, coal and coal gas
Coal, the environment and smogs
Natural gas and methane.
Methane, a greenhouse gas
Bibliography
Biography
Simon Cotton earned his BSc and PhD in chemistry from Imperial College London, followed by research and teaching appointments at Queen Mary College, London, and the University of East Anglia. He subsequently taught chemistry in both state and independent schools for over 30 years. In 2011, he became an honorary senior lecturer in chemistry at the University of Birmingham, where he taught inorganic and organic chemistry for 5 years. He has published research on the chemistry of iron, cobalt, scandium, yttrium and the lanthanide elements.
His ‘Soundbite Molecules’ feature ran as a regular column in the magazine Education in Chemistry from 1996 to 2012, reaching every secondary school in the UK. He has written over 100 ‘Molecules of the Month’ articles, which are featured online at http://www.chm.bris.ac.uk/motm/motm.htm and recognised globally. Additionally, he has delivered over 40 ‘Chemistry in Its Element’ podcasts for the Royal Society of Chemistry’s Chemistry World website at http://www.rsc.org/chemistryworld/.
In 2005, he shared the Royal Society of Chemistry Schools Education Award, and in 2014, he was awarded the British Empire Medal for his work in chemistry and education.
He was the editor of ‘Lanthanide and Actinide Compounds’ for the Dictionary of Organometallic Compounds and the Dictionary of Inorganic Compounds between 1984 and 1997. He wrote the section on lanthanide coordination chemistry for the second edition of Comprehensive Coordination Chemistry and the sections on lanthanide inorganic and coordination chemistry for the first and second editions of the Encyclopedia of Inorganic Chemistry.
This is his ninth book. His previous books are given as follows:
D. J. Cardin, S. A. Cotton, M. Green, and J. A. Labinger, Organometallic Compounds of the Lanthanides, Actinides and Early Transition Metals, Chapman and Hall, 1985
S. A. Cotton, Building the Late Mediaeval Suffolk Parish Church, SIAH, 2019
S. A. Cotton, Chemistry of Precious Metals, London, Blackie, 1997
S. A. Cotton, Every Molecule Tells a Story, CRC Press, Boca Raton, FL, 2012
S. A. Cotton, Lanthanide and Actinide Chemistry, John Wiley, 2006
S. A. Cotton, Lanthanides and Actinides, Macmillan, 1991
S. A. Cotton and F. A. Hart, The Heavy Transition Elements, Macmillan, 1975
P. May and S. A. Cotton, Molecules That Amaze Us, CRC Press, Boca Raton, FL, 2015
In 2012, Simon Cotton, well-known for his work in chemistry and education, published a book entitled "Every Molecule Tells a Story." The author’s expressed audience was students and their teachers on both sides of “the pond.” His aim was to tell stories about the place of a wide range of chemicals in the context of society. Every Molecule Matters is a continuation of this story and contains, in many chapters, a rich historical background that would be of interest to readers of the Bulletin.
Every Molecule Matters is a user-friendly book right from the start. Its first two pages, placed even before the title and copyright pages, contain a précis of each of the book’s eleven chapters and alert the reader to the extensive bibliography (a treasure in its own right—containing books, primary source material, and some popular references) at the end. The chapters themselves cover virtually every type of human interaction with the chemical substances that surround us and are within us. Following a detailed table of contents, the first three chapters, on food, vitamins and spices, deal with molecules that we consume for nourishment, health maintenance, and tasteful pleasure. The next two chapters cover molecules of abuse and those that offend our sense of smell. The chapters that follow encompass nature’s chemical defense weapons, organochlorine and organofluorine compounds, smoking and vaping, isotopes and lastly, a discussion of a single important molecule, methane. Appropriately, every chapter is overflowing with the structural formulas necessary for understanding the many chemical reactions under discussion. However, every chapter also contains numerous historical references that are fine fodder for both teachers and other interested readers.
Examples of history abound in the first chapter on food in the form of allusions to times past: onions cultivated since the Bronze Age; the thousand-year history of tomato domestication by Central American farmers; the gene-editing of cultivated tomatoes to eliminate their original cucumber smell; the Roman poet, Ovid’s fascination with strawberries and the research by scientists such as Peter Schieberle on the more than 350 volatiles that give strawberries their flavor.
Cotton introduces his chapter on vitamins by noting ancient references to dietary deficiencies and the mid-19th century clinical trial that led to citrus fruits’ role in preventing scurvy. We also learn that it was Casimir Funk, a Polish biochemist who coined the word “vitamin” in 1912; that an American biochemist, Elmer McCollum, in 1916, differentiated them by using the capital letter system in use today; that the English biochemist Frederick Gowland Hopkins demonstrated that for growth animals needed unknown substances in addition to proteins, carbohydrates and lipids (Nobel Prize for Physiology or Medicine in 1929), and that Vitamin A was the first to be identified in 1920. The rich history of the B vitamins (thiamine, riboflavin, niacin, pantothenic acid, pyridoxine, folic acid and cobalamin), accompanied by five pages of references, follows. Then come historical thumbnails on Vitamin C (L-ascorbic acid), Vitamin D (calciferol), Vitamin E (the tocopherols) and Vitamin K, with an additional four pages of references. This chapter alone covers a good chunk of the history of biochemistry with much of the legwork done by the author.
If you want a concise history of spices with five pages of references, including material sorted according to important individual spice groups such as mustard, capsaicin, menthol, Szechuan peppers, chilies and curries, Chapter 3, “Hot and Cold,” provides it. The chapter opens with a brief description of the global human use of spices through the ages, beginning with the ancient Asians and moves westward to Egypt, the Greeks, the Romans and the 15th century explorers, with about 25 general references provided.
Both naturally occurring and synthetic drugs are introduced in their historical context in chapter 4, “Abused Painkillers and Other Drugs of Abuse.” Opium takes pride of place since its known use dates back to the second millennium BCE. Cotton takes the story of its use and abuse from there up until the present day and goes on to discuss its two close relatives, morphine and heroin. Then comes the 20th century purpose-synthesized, and now notorious, painkiller, fentanyl and its more toxic family members, carfentanil and remifentanil. The chapter closes with a treatise on semi-synthetic drugs, such as oxycodone and Krokodil, and the “Novel Psychoactive Substances” (NPS) such as “Spice,” that debuted in the first decade of the 21st century. A whopping six pages of references accompany the narrative.
The chapter called “Nasty-Smelling Molecules,” as might be expected, highlights the role of sulfur-containing molecules such as thiols (mercaptans) and dimethyl sulfide in our foods, in our homes, in our interactions with plants and animals, in our personal hygiene and in our
deaths. Bits of chemical history are scattered throughout the chapter, and six pages of references support it including one subheading that might give us pause: “Molecules and Human Remains.”Chapter 6, “War and Peace in Nature,” is aptly named since it deals with chemical defense mechanisms in plants and animals, highlighting Mother Nature as a brilliant synthetic chemist. Plants manufacture toxins that protect them against insects; small insects are adept at synthesizing chemical defenses against larger predators. The chapter closes with a brief description of the history of compounds that serve as insect repellants. The bibliography is broken down into sections on “Green Aroma,” “Plant Defence,” and “Weaponized Insects,” of which there are not a few.
The history of organochlorine compounds, the subject of Chapter 7, is bound up with the development of pesticides such as DDT, Dieldrin, Aldrin, and chlorinated phenols, although the author makes it clear that the first successful synthetic organochlorine compounds were anesthetics. And we also learn that although organochlorine compounds have taken the rap for being notorious environmental pollutants introduced into the atmosphere through human activity, the amounts produced by natural sources far exceed those produced by industry. Surprise, surprise!
On the other hand, Chapter 8 compresses the relatively short synthetic history of organofluorine
compounds into 16 pages but accompanies them with a whopping 83 references under 13 subheadings, but documents only one naturally occurring organofluorine compound. This anomaly, sodium fluoroacetate, found in native Australian plants of the genus Gastrolobium, is toxic to introduced species but native species are immune. This differentiating feature makes it invaluable in the control of some forms of invasive species.The chemistry of these compounds is driven by the properties of fluorine, the most active element known, and consequently, the most stable types of compounds known, giving rise to the soubriquet “forever compounds.” Initially thought to be a boon as stable, nontoxic refrigerants, their manufacture has been mostly banned in developed countries due to their environmental impact on the ozone layer and the food chain. Two famous chemists, Jean-Baptiste Dumas and Alexander Borodin, succeeded in preparing the first two organofluorine compounds: an aliphatic in 1835 and an aromatic in 1862. Their work preceded the actual isolation of the element itself in 1886 by Henri Moissan, for which he won the Nobel Prize in chemistry in 1906, beating out Dmitri Mendeleev by one vote. While Mendeleev is now a household name in the halls of chemistry, one can almost hear a student ask, “Henri who?” As if to place an exclamation point on the fact of Moissan’s disappearance in chemical history, this reviewer once visited his burial place in Père Lachaise Cemetery in Paris only to find the grave unmarked and totally grown over with weeds.
Chapter 9, “Smoking and Vaping,” deals with the myriad ways that humans have devised to deliver a single toxic, addictive chemical species, nicotine, into their bodies. The chapter begins with several pages of historical context and anecdotes highlighting nicotine’s toxicity. Then the chemistry of smoking and vaping are dealt with in turn. Smoking, the combustion and inhalation of a tobacco product, oxidizes about 90% of the nicotine into thousands of toxic chemicals, many of which are known carcinogens. The remaining 10%, once vaporized, can reach the brain via lungs and blood within a matter of seconds, where it has a half-life of about two hours. The exposure of the smoker to the combustion by-products leads to the smoking-related diseases that kill approximately 8 million people per annum. Since vaping releases nicotine into the body without its toxic combustion products, this method has been touted as a safer alternative to smoking. However, given the fact that heating the e-cigarette solvent can produce dangerous concentrations of aldehydes and other toxic compounds, vaping cannot be considered as harmless as licking a lollipop. At the very least, vaping, like smoking, predisposes young people to disease. Just some of the topic headings in the bibliography should give one pause: nicotine pharmacology and addiction, nicotine poisoning, green tobacco sickness, smoking and disease, toxic chemicals in tobacco smoke, nitrosamines, metal heating elements and metal pieces, solvents and acetals, aldehydes, diacetyl, nicotine analogues. Caveat fumator!
“Isotopes at Work,” the subject of Chapter 10, is not, strictly speaking, about molecules, but since isotopes are the building blocks of molecules and have a fascinating history, they are properly included. Physicists at Cambridge first recognized their existence in the early 20th century; this early work and the discovery of heavy water (deuterium oxide) garnered several Nobel prizes. Isotopes quickly became useful markers in such diverse areas as archaeology, determining reaction mechanisms, environmental pollution, coinage studies, food fraud, nuclear power, tracking synthetic drugs and solving crimes. Cotton includes some fascinating stories in each of these areas.
A single molecule, methane, is the subject of the final chapter. Naturally occurring in every sector of the universe, the major component of the fuel mainstay, natural gas, and yet one of the most potent of the greenhouse gases methane is a simple molecule of many faces. It figures in every phase of the human search for energy; it now lurks as a threat in melting permafrost. This single compound embodies all the progress and setbacks described in the prior ten chapters.
From start to finish, this book charts the fascinating intersection of the scientific mind and the human spirit with the materials that Mother Nature has put at their disposal. Some molecules newly discovered or uncovered were celebrated as a boon but soon had to be phased out or banned altogether because of their deleterious effects on health, the environment, or whatever. Others lived on as indispensable problem solvers or lifesaving pharmaceuticals. Along the way, we meet interesting and sometimes unfortunate characters like Rachel Carson, Paracelsus and King Richard III. Molecules inhabiting cheddar cheese, Chinese peppers and shiitake mushrooms spice up the scene. Wherever you place your finger or your bookmark, you will find an intriguing story to whet your appetite for more. For the dyed-in-the-wool chemist, structural formulas abound to clarify the text. And history thrums along in the background like the basso continuo of a Baroque concerto. Lectori omnia fruatur!
The book opens with a table of Contents, a Preface, an Overview of each chapter and a brief author biography. It concludes with a Bibliography and an Index.
Mary Virginia Orna
Professor Emerita of Chemistry,The College of New Rochelle
Review Published in The Bulletin for the History of
Chemistry, Volume 51, Number 1 (Pages 167-169).I really did enjoy reading this book. The chapter on the abuse of painkillers is a highlight, and covers the history behind the use of opium and how it was used for everything from toothache to diarrhea before it became regulated, refined and then commercialized. This chapter sums up how a lot of medicines are introduced into society. It is fascinating to see how these substances can then be synthesized with huge benefits to society as in the case of anesthetics and analgesics, and this book does a great job of discussing both the benefits of drugs such as fentanyl, in palliative care but also its illicit use as the street drug, China white.
Dr. Cotton makes the chemistry come to life when discussing the history and synthesis of these drugs and others such as 'spice' and 'oxycodone' and how they have benefitted society as well as caused so much pain. Another standout is the chapter on 'Smoking and Vaping,' which will certainly be one that will be developed in the coming years. We are all aware of the harmful effects of smoking but it was the vaping section that was of particular interest. The addictive and harmful effects of nicotine have been known and so its use within e-cigarettes innately felt harmful, but the impact of heating the e-liquid, as explained in this book, is very worrying. In my professional capacity, I believe that warning about vaping will become a routine that we will be doing as more evidence comes to light.
"Every Molecule Matters" is an engrossing book, with lots of well researched history, and has made chemistry interesting and practical for the layperson. Every student would benefit from the practical use of chemistry in this book.
Kenny Mashru
BDS, Sheffield University, Sheffield, England
Overview
This compilation is an essential reference work for every chemist – particularly organic chemists. It is a handbook of up-to-date knowledge on many of the chemical compounds in our chemical world, and their contexts. Not only is each chapter full of fascinating facts, but each chapter examines the molecules from a different perspective. Here, this reviewer provides commentaries on each of the chapters.
Chapter 1: Food
What differentiates this book from others that cover the topic of food is that, upfront Dr. Cotton discusses the taste of foods: “So the core of this chapter is to consider molecules responsible for flavour sensations in a range of foods, both cooked and uncooked “. This topic is especially relevant to those who, through chemotherapy, or though viral infections, lose their ability to experience the food sensations.
According to Dr. Cotton, roast beef has been the most studied, the delightful smell (to most carnivores) coming primarily from: methional, 2-acetylthiazole, and 2- acetylthiazolidine, 2-ethyl-3,5-dimethylpyrazine, and 2,3-diethyl-5- methylpyrazine. While fried chicken exudes a completely different array of complex molecules. Eye-opener for this reviewer!
The diversity of odiferous molecules from different cheeses was also fascinating, as were those from the baking process. Vegetarians and vegans need not despair as there are many, many, pages on odours from raw and cooked vegetables and fruit.
Chapter 2: Vitamins
As Dr. Cotton notes in the introduction, vitamins are “are an untidy collection of complex organic nutrients.” This chapter is built around the discovery of vitamins, particularly through the diseases they prevented. In the descriptions, exceptional care has been taken to accord the correct attributions of discovery and the discovery process. Then follows a detailed discussion of every vitamin and its chemistry.
Chapter 3: Spices, ‘Hot’ and ‘Cold’
After the usual outstanding historical background to the discovery and spread of spices around the world, Dr. Cotton focusses upon their mode of action. This includes very useful facts, including: “Much of a capsaicinoid molecule is hydrophobic and so not water-soluble, which is why reaching for the water jug or a beer is not the answer to a curry that is too hot for you; it is thought that milk is the best option, as it contains the lipophilic casein, which is better at removing the lipid-like capsaicins”.
Chapter 4: Abused Painkillers and other Drugs of Abuse
This chapter commences with a lengthy – and fascinating – discourse on the history of opium [“a mixture that involves over 20 different alkaloid molecules”] and its wide acceptance: “As an over-the-counter cure-all, it was the equivalent of aspirin a century later for many people - but better. It was a painkiller, a sedative and a specific treatment for diarrhoea”.
Dr. Cotton has a superlative coverage of fentanyl and its many derivatives. He describes the incredible toxicity of the fentanyl family requiring the wearing of hazmat suits when handling even the smallest dose. He also describes its probable use to break the 2002 siege by Chichen terrorists of 900 people in the Dubrovka Theatre in Moscow, by pumping an aerial suspension into the ventilation system of the Theatre and then treating as many as possible of the hostages with fentanyl antagonists. It is such unusual fact and applications which makes this compilation so interesting.
There is also a lengthy coverage of oxycodone and its relatives, including “Krokodil”, and many other addictive drugs.
Chapter 5: Nasty Smelling Molecules
What an unusual – but very appropriate – chapter title for an academic book! It is, of course, a focus upon molecules with high vapour pressure containing nitrogen and/or sulfur atoms. Again, Dr. Cotton surprises the reader by a lengthy – and absorbing – discourse on truffles: “The black truffle produces some 80 volatile molecules, including a lot of aldehydes, ketones and esters”. Then, a digression on :”the smelliest plant in the world, the titan arum Amorphophallus titanum. It flowers irregularly, every few years, and then just for two or three days. … The [rotten-flesh] smell helps it to attract the kind of insects, which like to feed on decaying flesh - flies and carrion beetles – whilst its deep red inflorescence looks like meat. The titan arum and several others that produce the rotting flesh smell owe their odour to mixtures of dimethyl disulphide and dimethyl trisulphide.”
Chapter 6: War and Peace in Nature
And what curiosities does the reader find in this chapter? Surely the section on plant defences is the most fascinating. As Dr. Cotton remarks: “Plants are at the bottom of the food chain. Though it sounds like confused biology to use the expression, they seem like sitting ducks. Vulnerable, yes, but they have a range of tricks up their sleeves to defend themselves against predators” – many of which Dr. Cotton describes..
Of course, insects with their mobility, have an amazing array of defensive and offensive options. One of the many amazing examples is: “Soldier termites of the Australian species Nasutitermes exitiosus do something even more complicated; they have been described by the authors of the book ‘Secret Weapons’ as ‘mobile artillery units’. They fire their weapon from a gland on their heads, not their abdomens, but again it can be directed, ahead; to the sides; and even behind them.”
Chapter 7: Organochlorine Compounds
Dr. Cotton ends this chapter with what might be more appropriate as an opening statement: “The world contains an amazing variety of organochlorine compounds – some are ‘natural’, some wholly synthetic. Some of these compounds are toxic or harmful in other ways, but others are not just useful substances but quite safe into the bargain. Molecules are ‘morally neutral’; they do not display their good or bad sides until they come into contact with people”. This chapter opens with a lengthy and detailed coverage of the history of DDT’s ‘rise and fall.’ Then amongst other compounds, he describes the large number of the fungal-derived chloro-antibiotics, where they were found and their amazing complex structures.
Chapter 8: Organofluorine Compounds
To begin this chapter, Dr. Cotton discusses in depth how, though fluorine and chlorine are in the same Periodic Table Group, difference in bond energies and electronegativities lead to some very different behaviour and properties in analogous compounds. About half the chapter is consumed by an in-context discussion of chlorofluorocarbons. Then PFOS and its family are covered, followed by fluoro-anesthetics, and fluoro-pharmaceuticals.
Chapter 9: Smoking and Vaping
Opening this chapter is a fascinating detailed of the history of smoking tobacco around the world. As usual, the account is sprinkled with asides that make this book such a fascinating read: “But the practice of cigarette smoking did not catch on at once [in Britain], until the American invention (Virginia, again) of the cigarette making machine in 1880, which chopped cigarettes from a tube of paper-wrapped tobacco, and which could make up to 212 cigarettes per minute”. Dr. Cotton then enters the incredibly complex world of vaping, which he tells us at the beginning: “A Chinese pharmacist named Hon Lik is often given the credit for inventing the precursor of the modern devices in 2003, as an aid to stopping smoking, after his father died of lung cancer (Spoiler: Hon Lik still smokes)”.
Chapter 10: Isotopes at Work
Commencing with a review of the history of isotope coverage, Dr. Cotton then reviews some of the isotope relevance of hydrogen, lead, uranium, and others. Of course, we can rely on Dr. Cotton to find some fascinating information which few would know. In this case, the selling of synthetic vanilla as expensive “natural vanilla.” He explains: Plants make vanillin via a biochemical pathway that results in a higher 13C/12C ratio than that found in synthetic vanillin, … . But the counterfeiters got round this by putting vanillin molecules with extra 13C into their fraudulent ‘vanilla extract’, so that their vanillin samples matched the “natural” ratio.” Nevertheless, the fake vanilla extract can still be identified, as Dr. Cotton explains: “Carbons outside the aromatic ring are easier to introduce; because of this chemical inequivalence between the carbon atoms in the aromatic ring and those carbon atoms that are substituent groups, the distribution of the 13C atoms in ‘faked’ vanillin is non-uniform, with greater numbers in the aldehyde and methoxy substituent positions.”
In summary
This book represents a life-time of accumulated knowledge by Dr. Cotton of chemistry in the real world. This includes many more anecdotes and asides than are selected here. Sprinkled through the chapters are the chemicals structures and many reaction mechanisms. For an organic chemist, these provide a greater depth of comprehension. Should the reader not be so inclined, the text alone is worth the cost of this book. The reader cannot claim to be truly knowledgeable about the chemistry of the world we live in, unless they have read this book and retained it as an ever-ready reference source.
Geoff Rayner-Canham, F.R.S.C., F.C.I.C.
Grenfell Campus, Memorial University Corner Brook, Newfoundland, Canada
In a continuation of Simon Cotton’s 2012 “Every Molecule Tells a Story,” his new book, “Every Molecule Matters”, covers in great detail the story of Food, Vitamins, Hot and Cold, Abused Pain Killers and Other Drugs of Abuse, Nasty Smells, War and Peace, Organochlorine Compounds, Organofluorine Compounds, Smoking and Vaping, Isotopes, and Methane. Each chapter is replete with extensive historical facts, chemical structures and origins, and present day situations. Each chapter has a detailed bibliography at the end of the volume.
The chapter, Spices, ‘Hot’ and ‘Cold,’ explains in fascinating detail the chemistry and biology of Capsaicin (“Hot”) and Menthol (“Cold”), and the evolution of these chemicals from antiquity to modern times. Also covered are the lesser known “Spice Chemicals” Nutmeg, Black Pepper, Cinnamon, Szechuan Peppers, and more.
Nasty Smelling Molecules is a fascinating exploration of the chemicals with which every human and animal species is familiar! In addition to the ubiquitous Indole and Hydrogen Sulfide, Cotton presents a myriad of other sulfur compounds from a variety of sources and discusses in detail the origin of the ‘Scent of Death’ heterocyclic amines.
Abused Painkillers and Other Drugs of Abuse reveals the evolution of the widely abused Heroin, Fentanyl, and Oxycontin, and presents the lesser known Spice and Nitazenes. The extraordinary toxicity of Fentanyl analogues, such as Sufentanil and Carfentanil, is outlined in alarming detail. The Nitazenes came to prominence in 2019 as new analgesics, more potent then morphine, but now recognized to have fatal toxicities comparable to fentanyl.
Vitamins is a marvelous presentation of the myriad vitamins that humans ingest daily. From the connection of scurvy to the lack of Vitamin C, to rickets to the lack of Vitamin D, and pellagra to the absence of Vitamin B3 (niacin), this chapter is a marvelous presentation of the history, sources, and function of all 18 vitamins.
Food is a wonderful summary of food types, from their constituents (protein, lipids, carbohydrates) to both fresh and cooked foods, fruits and vegetables, cheeses, and their myriad aromas. All of this is combined with enough organic chemistry to satisfy the professional (e.g., aroma structures, thermal reactions, oxidation and enzymatic chemistry).
War and Peace in Nature concisely summarizes the extraordinary chemistry utilized by plants and insects in chemical defense against potential predators (man, birds, animals, other insects). These repellent “allomones,” “alarm pheromones,” and natural insecticides comprise an array of volatile organic compounds, some of which are well known (benzoquinone, hydrogen peroxide, acetic acid, hydrogen cyanide, volatile aldehydes, phenols) and others such as piperidines, pyrethrins, and the “blister beetle” cantharidin are new to science. Interestingly, one of these piperidines is a close analogue to the poison hemlock alkaloid that killed Socrates. The well-known plant alkaloids caffeine, cocaine, morphine, and nicotine are toxic to insects. Organic chemistry is limited to the structures of these compounds and some of the fascinating routes to their formation.
Organochlorine Compounds is a chapter dear to me! I’ve been following and documenting organochlorine compounds found in nature for the past 45 years. Dr. Cotton concisely presents an account of both man-made and natural organochlorine compounds. From the Civil War anesthetic chloroform and the life-saving vancomycin to the pesticides DDT and Dieldrin, this short chapter succinctly covers this enormous field. A highlight is the sex pheromone 2,6-dichlorophenol produced by species of female ticks. Interestingly, this isomer is essentially impossible to prepare in the laboratory because chlorination of phenol gives the 2,4-isomer! Other relevant examples are the chemical defensive secretion epibatidine, which is a rare chloropyridine, and the soil antibiotic chlorotetracycline. The presentation of organic structures is minimal and appropriate.
Organofluorine Compounds is arguably the most important chapter in the book. It deals with the two current “hot” topics of CFCs (chlorofluorocarbons) and PFAS (polyfluorinated alkyl substances) — the former in great detail with respect to the ozone layer and the latter fleetingly. Coverage of CFCs (historical, evolution, chemistry, consequences) is the most detailed and comprehensive that I have ever seen! The rare natural organofluorine and highly toxic compound, fluoroacetic acid, and some fluorinated pharmaceuticals are covered briefly.
Smoking and Vaping. Following an Introduction to the use of tobacco dating back to perhaps 18,000 years ago and certainly used by people in the Andes during 3000-5000 BC, the chapter focusses on the adverse health effects of smoking tobacco. These include formation of the ubiquitous polycyclic aromatic hydrocarbons and N-nitrosoamines. The section on the relatively new addiction of Vaping (via e-cigarettes) includes the fascinating chemical formation of various toxic compounds (acrolein, other aldehydes) and other compounds from the flavoring additives such as diacetyl (“popcorn aroma”). Presented also is the surprising generation of higher reactive (and presumed toxic) ketene from Vitamin E acetate. The virtually unknown effects of metals and alcohols, which are present in e-cigarettes, are disclosed. The chapter closes with an illuminating “Conclusions and Summary.”
Isotopes At Work. In what is an enormous area comprising hundreds of isotopes, Dr. Cotton concentrates this chapter on a few of the most relevant isotopes. Beginning with definitions and familiar examples (“heavy water,” radioactive vs. non-radioactive, uranium and carbon isotopes), a major attraction of this chapter is the use of isotopes in food fraud, carbon dating, criminology, and forensic science, one case of which analyzed the skeleton of King Richard III. Also presented are “Isoscapes,” the new study of lighter isotopes.
Methane. The simplest organic molecule is methane (one carbon atom bonded to three hydrogen atoms). In this concise chapter Dr. Cotton presents the astonishing natural occurrences of methane in our universe, and its role in the “Greenhouse Effect” leading to global warming. No chemistry is explicitly depicted.
Bibliography Dr. Cotton has assembled a Bibliography of nearly 60 pages that covers each book chapter. From book references to primary literature citations, this is a wealth of information for the reader. References include both classic reviews and modern journal citations. Several references to the 2024 literature are listed. For example, the Food chapter lists nearly 170 references. This document alone is worth the price of the book!
Gordon W. Gribble, Professor of Chemistry Emeritus, Department of Chemistry, Dartmouth College, Hanover, New Hampshire, USA.
"...a large part of the book consists of explanation, description and historical details in a clear and approachable language which fascinates, surprises, educates, and amuses. Time for some examples. The chapter on food concentrates on taste and flavour, areas not covered by the myriad of articles in newspapers and online, which give often conflicting advice on what to eat. Here, we get facts, such as the part played by gluten in bread-making and the effects of changes made to foodstuffs such as strawberries to make them more profitable, but at the same time making them less tasty. The section on vitamins gives the story of how they were discovered and made available and why they are needed, again a useful counterpart to the often contradictory advice which proliferates on this topic. The comprehensive chapter on the abuse of pain-killers and other drugs highlights an important aspect of chemicals: if used properly, they bring great benefit, but in the wrong hands can be disastrous; often the same substance is capable of both outcomes. Seemingly huge advances in the ability of drugs, often made of natural substances, to reduce pain have been all too often accompanied by side effects and problems of addiction, encouraged by commercial pressures. A more encouraging aspect of the fight against disease is seen in the chapter on Organochlorine Compounds, where the remarkable efforts to discover new antibiotics from the most improbable natural resources are explained in detail. Lastly, in the chapter on Smoking and Vaping, the horrific story of exactly what smoking does to humans is told; this is well-known to anybody willing to face the truth on this issue, but the amassing of the grim details here remains shocking. The potential serious problems of the relatively new practice of vaping have been little discussed or considered, and the author's detailed exposition of the chemicals involved in this habit, especially with flavoured vaping, is possibly his most important contribution in the book. Many other examples of interesting areas such as nasty smells, ‘hot’ and ‘cold’ tastes, isotopes and methane could be cited.
In conclusion, this book can be read with interest by both scientists and laypersons, as it covers a subject of great importance in a way accessible to all. Moreover, it offers an antidote to the current anti-science sentiment which is so damaging to society."
David King
Senior Research Fellow, University of East Anglia, The Norfolm Medieval Stained Glass Project, UK
