Creative Chemistry: Descriptive of Recent Achievements in the Chemical IndustriesSlosson, Edwin E. (Edwin Emery)
Science
Creative Chemistry: Descriptive of Recent Achievements in the Chemical Industries
Slosson, Edwin E. (Edwin Emery)
Chemistry, Technical
But, starting with phenol again, let us heat it with caustic alkali and
chloroform. This gives us two new compounds of the same composition, but
differing a little in the order of the atoms. If you refer back to the
diagram of the benzene ring which I gave in the last chapter, you will
see that there are six hydrogen atoms attached to it. Now any or all
these hydrogen atoms may be replaced by other elements or groups and
what the product is depends not only on what the new elements are, but
where they are put. It is like spelling words. The three letters _t_,
_r_ and _a_ mean very different things according to whether they are put
together as _art_, _tar_ or _rat_. Or, to take a more apposite
illustration, every hostess knows that the success of her dinner depends
upon how she seats her guests around the table. So in the case of
aromatic compounds, a little difference in the seating arrangement
around the benzene ring changes the character. The two derivatives of
phenol, which we are now considering, have two substituting groups. One
is--O-H (called the hydroxyl group). The other is--CHO (called the
aldehyde group). If these are opposite (called the para position) we
have an odorless white solid. If they are side by side (called the ortho
position) we have an oil with the odor of meadowsweet. Treating the
odorless solid with methyl alcohol we get audepine (or anisic aldehyde)
which is the perfume of hawthorn blossoms. But treating the other of the
twin products, the fragrant oil, with dry acetic acid ("Perkin's
reaction") we get cumarin, which is the perfume part of the tonka or
tonquin beans that our forefathers used to carry in their snuff boxes.
One ounce of cumarin is equal to four pounds of tonka beans. It smells
sufficiently like vanilla to be used as a substitute for it in cheap
extracts. In perfumery it is known as "new mown hay."
You may remember what I said on a former page about the career of
William Henry Perkin, the boy who loved chemistry better than eating,
and how he discovered the coal-tar dyes. Well, it is also to his
ingenious mind that we owe the starting of the coal-tar perfume business
which has had almost as important a development. Perkin made cumarin in
1868, but this, like the dye industry, escaped from English hands and
flew over the North Sea. Before the war Germany was exporting
$1,500,000 worth of synthetic perfumes a year. Part of these went to
France, where they were mixed and put up in fancy bottles with French
names and sold to Americans at fancy prices.
Public-domain text, read in full here on John Shaqi.
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