Ah, molecules

Ah, molecules

4-(p-Hydroxyphenyl)-2-butanone, the smell of raspberries

Originally published 2 November 1987

Some­one asked me the oth­er day why I nev­er write about chem­istry in this column.

I’ll tell you why. Chem­istry is bor­ing. Chem­istry is the plain step-sis­ter of sci­ence, the Cin­derel­la who is nev­er asked out, the child of dust and ash­es. Physics and biol­o­gy are the glam­orous sis­ters, all dolled up in their fan­cy gowns and flashy jewels.

Physi­cists pur­sue “fun­da­men­tal” laws of nature. Biol­o­gists study the won­ders of life. And what does chem­istry have to offer? Mol­e­cules. Just molecules.

Physi­cists are about to spend sev­er­al bil­lion dol­lars on a super­con­duct­ing super­col­lid­er, a stu­pen­dous­ly expen­sive machine designed to explore the sub­atom­ic world of quarks, squarks, glu­ons, gluinos, and oth­er exot­ic par­ti­cles that, if they exist at all, live for an unimag­in­ably tiny frac­tion of a sec­ond, flit­ting in and out of exis­tence like faint inti­ma­tions of some ulti­mate mystery.

Biol­o­gists are embark­ing on a mul­ti-bil­lion dol­lar project to com­plete­ly map the human genome, the vast­ly com­plex genet­ic blue­print for what makes me me and you you. Mean­while, the chemists go on build­ing fun­ny lit­tle mod­els of mol­e­cules with ten-dol­lar sets of knobs and sticks, like Tin­ker Toys, and ini­ti­at­ing one more gen­er­a­tion of reluc­tant stu­dents into the fine art of ho-hum.

A little magic

But wait! Along comes a book by British chemist P. W. Atkins, called sim­ply Mol­e­cules, one of the Sci­en­tif­ic Amer­i­can Library of fine books. Atkins’ sub­ject is as old as fresh­man chem­istry. There is noth­ing in the book beyond what used to put us to sleep in Chem 101. Noth­ing, that is, except a lit­tle mag­ic. With flair and imag­i­na­tion, Atkins suc­ceeds in remind­ing us that the chemist’s Tin­ker Toy set is a remark­able toy indeed.

The mol­e­cules of Atkins’ book con­sist of only eight kinds of atoms. Glad-hand­ing hydro­gen. Gre­gar­i­ous car­bon. Nar­cis­sis­tic nitro­gen. Promis­cu­ous oxy­gen. And few exot­ic hang­er-ons: flu­o­rine, phos­pho­rus, sul­fur, and chlo­rine. Eight kinds of lit­tle knobs that stick togeth­er in char­ac­ter­is­tic ways, each so small that a mil­lion mil­lion might com­fort­ably sit on the peri­od at the end of this sen­tence. No child’s con­struc­tion set could be sim­pler. No child’s con­struc­tion set is so rich with possibility.

Atkins offers for our con­sid­er­a­tion 160 mol­e­cules, each por­trayed by a col­or­ful schemat­ic draw­ing and described by a provoca­tive lit­tle essay. The mol­e­cules he picks are a per­son­al choice, but all play a famil­iar role in our lives. Most are com­posed of car­bon, hydro­gen, and oxygen.

There is water, of course, an oxy­gen atom hold­ing hands with two hydro­gens. It’s an odd lit­tle mol­e­cule. One might expect so slight a thing to be a gas at ordi­nary tem­per­a­tures, but no, it’s a liq­uid, and lucky for us that it is; life would be impos­si­ble with­out it. Replace the oxy­gen atom in water with an atom of sul­fur and the liq­uid of life becomes hydro­gen sul­fide, a nox­ious, foul-smelling gas.

And ethanol: a pup­py-shaped mol­e­cule, with two car­bons for a body, an oxy­gen head, and five hydro­gens for nose, feet and tail. Our pre­his­toric ances­tors dis­cov­ered the intox­i­cat­ing effect of this arrange­ment, and it has been a com­mon ingre­di­ent of social drink­ing ever since, some­times with a dash of water. Detach the nose and one leg from the “pup­py” and you have acetalde­hyde, a chem­i­cal respon­si­ble for hangovers.

Some sim­ple mol­e­cules have unfa­mil­iar names, but famil­iar roles. Butane­dione has four car­bons, six hydro­gens, and two oxy­gens: It is instru­men­tal in the odors of fresh but­ter and stale sweat.

Mixing and matching atoms

There’s no end to the ways these three kinds of atoms can work togeth­er. Start with nine­teen car­bon atoms, twen­ty-eight hydro­gens, and two oxy­gens, and let them fall into a sort of fat-cater­pil­lar clump and you have testos­terone, the male sex hor­mone. Snip one car­bon atom and four hydro­gens from the cater­pil­lar’s tail, and with a slight rearrange­ment the result is estra­di­ol, a prin­ci­pal female sex hormone.

Sub­tract three more car­bons and a bak­er’s dozen of hydro­gens, toss in a few oxy­gens, let the whole thing set­tle down into a new arrange­ment, and you have pelargoni­din, a chem­i­cal that gives col­or to autumn leaves. Whit­tle that assem­bly down still fur­ther, to ten car­bons, twelve hydro­gens, and two oxy­gens, and you have 4-(p-Hydroxyphenyl)-2-butanone, bet­ter known as the smell of ripe rasp­ber­ries. Chop off two more car­bons and four hydro­gens, add an oxy­gen, jig­gle into place, and you have deli­cious vanillin.

What a set of Tin­ker Toys! What an amaz­ing vari­ety of things from such sim­ple arrange­ments. Mol­e­cules that burn, and mol­e­cules that extin­guish fire. Mol­e­cules that cause pain, and mol­e­cules that are pain killers. The yel­low of car­rots and the pink of flamin­gos. Cel­lu­lose and TNT. Cannabis and mus­tard gas. Touch, sight, taste, smell. The mys­ter­ies of sex. Plea­sures and poi­sons. As Atk­in’s says: “The world and every­thing in it is built from the almost negligible.”

We need to be remind­ed that mat­ter, ordi­nary mat­ter, is mys­te­ri­ous and mag­i­cal. The smell of fresh rasp­ber­ries, the flam­ing hill­sides of New Eng­land in Octo­ber, the plea­sur­able rush of sex­u­al desire. Mol­e­cules. Just mol­e­cules. Physi­cists and biol­o­gists take note: In Atk­in’s delight­ful book the Cin­derel­la of chem­istry begins to look a lot like a beau­ti­ful princess.

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