Everything about Alcohols totally explained
In
chemistry, an
alcohol is any
organic compound in which a
hydroxyl group (
-OH) is bound to a
carbon atom of an
alkyl or substituted alkyl group. The general formula for a simple
acyclic alcohol is C
nH
2n+1OH.
The word
alcohol was introduced into the
English language circa 1543 from the, "al-ġuḥl". In
layman's terms, it usually refers to
ethanol, also known as
grain alcohol or (older)
spirits of wine, or to any
alcoholic beverage. Ethanol is a colorless, volatile liquid with a mild odor which can be obtained by the
fermentation of sugars. (Industrially, it's more commonly obtained by
ethylene hydration—the reaction of
ethylene with
water in the presence of
phosphoric acid.) Ethanol is the most widely used
depressant in the world, and has been for thousands of years. This sense underlies the term
alcoholism (
addiction to alcohol).
Other alcohols are usually described with a clarifying adjective, as in
isopropyl alcohol (
propan-2-ol) or
wood alcohol (
methyl alcohol, or
methanol). The suffix
-ol appears in the "official"
IUPAC chemical name of all alcohols.
There are three major subsets of alcohols:
primary (1°),
secondary (2°) and
tertiary (3°), based upon the number of carbon atoms the
C-OH group's carbon (shown in red) is bonded to.
Ethanol is a simple 'primary' alcohol. The simplest secondary alcohol is
isopropyl alcohol (propan-2-ol), and a simple tertiary alcohol is
tert-butyl alcohol (2-methylpropan-2-ol).
The
phenols with parent compound
phenol have a hydroxyl group (attached to a
benzene ring) just like alcohols, but differ sufficiently in properties as to warrant a separate treatment.
Carbohydrates (sugars) and
sugar alcohols are an important class of compounds containing multiple alcohol functional groups. For example,
sucrose (common sugar) contains eight hydroxyl groups per molecule and
sorbitol has six. Most of the attributes of these
polyols, from nomenclature, to occurrence, use and toxicity, are sufficiently different from simple aliphatic alcohols as to require a separate treatment.
Simple alcohols
The simplest and most commonly used alcohols are methanol and
ethanol. Methanol was formerly obtained by the distillation of wood and called "wood alcohol." It is now a cheap commodity, the chemical product of
carbon monoxide reacting with
hydrogen under high pressure. Methanol is
intoxicating but not directly poisonous. It is
toxic by its breakdown (
toxication) by the
enzyme alcohol dehydrogenase in the
liver by forming
formic acid and
formaldehyde which cause permanent
blindness by destruction of the
optic nerve.
Apart from its familiar role in
alcoholic beverages, ethanol is also used as a highly controlled industrial solvent and raw material. To avoid the high taxes on ethanol for consumption, additives are added to make it unpalatable (such as
denatonium benzoate—"Bitrex") or poisonous (such as methanol). Ethanol in this form is known generally as
denatured alcohol; when methanol is used, it may be referred to as
methylated spirits ("Meths") or "surgical spirits".
Two other alcohols whose uses are relatively widespread (though not so much as those of methanol and ethanol) are
propanol and
butanol. Like ethanol, they can be produced by fermentation processes. (However, the fermenting agent is a bacterium,
Clostridium acetobutylicum, that feeds on
cellulose, not sugars like the Saccharomyces yeast that produces ethanol.)
Nomenclature
Systematic names
In the
IUPAC system, the name of the alkane chain loses the terminal "e" and adds "ol", for example "methanol" and "ethanol". When necessary, the position of the hydroxyl group is indicated by a number between the alkane name and the "ol":
propan-1-ol for CH
3CH
2CH
2OH,
propan-2-ol for CH
3CH(OH)CH
3. Sometimes, the position number is written before the IUPAC name: 1-propanol and 2-propanol. If a higher priority group is present (such as an
aldehyde,
ketone or
carboxylic acid), then it's necessary to use the prefix "hydroxy",
Other alcohols are substantially more poisonous than ethanol, partly because they take much longer to be metabolized, and often their metabolism produces even more toxic substances. Methanol, or
wood alcohol, for instance, is oxidized by
alcohol dehydrogenase enzymes in the liver to the poisonous
formaldehyde, which can cause blindness or death.
[
An effective treatment to prevent formaldehyde toxicity after methanol ingestion is to administer ethanol. Alcohol dehydrogenase has a higher affinity for ethanol, thus preventing methanol from binding and acting as a substrate. Any remaining methanol will then have time to be excreted through the kidneys. Remaining formaldehyde will be converted to formic acid and excreted.]
Further Information
Get more info on 'Alcohols'.
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