Alcohol
Background
In chemistry, an alcohol is a type of organic compound that carries at least one hydroxyl (−OH) functional group bound to a saturated carbon atom. Alcohols range from the simple, like methanol and ethanol, to complex, like sucrose and cholesterol. The presence of an OH group strongly modifies the properties of hydrocarbons, conferring hydrophilic (water-loving) properties. The OH group provides a site at which many reactions can occur.
Examples
Type | Formula | IUPAC Name | Common name |
---|---|---|---|
Monohydric | CH3OH | Methanol | Wood alcohol |
C2H5OH | Ethanol | Alcohol | |
C3H7OH | Propan-2-ol | Isopropyl alcohol, Rubbing alcohol | |
C4H9OH | Butan-1-ol | Butanol, Butyl alcohol | |
C2H11OH | Pentan-1-ol | Pentanol, Amyl alcohol | |
C16H33OH | Hexadecan-1-ol | Cetyl alcohol | |
Polyhydric | C2H4(OH)2 | Ethane-1,2-diol | Ethylene glycol |
C3H6(OH)2 | Propane-1,2-diol | Propylene glycol | |
C3H5(OH)3 | Propane-1,2,3-triol | Glycerol | |
Unsaturated aliphatic | C3H5OH | Prop-2-ene-1-ol | Allyl alcohol |
C10H17OH | 3,7-Dimethylocta-2,6-dien-1-ol | Geraniol | |
C3H3OH | Prop-2-yn-1-ol | Propargyl alcohol | |
Alicyclic alcohols | C6H6(OH)6 | Cyclohexane-1,2,3,4,5,6-hexol | Inositol |
C10H19OH | 5-Methyl-2-(propan-2-yl)cyclohexan-1-ol | Menthol |
Physical properties
In general, the hydroxyl group makes alcohols polar. Those groups can form hydrogen bonds to one another and to most other compounds. Owing to the presence of the polar OH alcohols are more water-soluble than simple hydrocarbons. Methanol, ethanol, and propanol are miscible in water. Butanol, with a four-carbon chain, is moderately soluble.
Because of hydrogen bonding, alcohols tend to have higher boiling points than comparable hydrocarbons and ethers. The boiling point of the alcohol ethanol is 78.29 °C, compared to 69 °C for the hydrocarbon hexane, and 34.6 °C for diethyl ether.
Toxicity
With respect to acute toxicity, simple alcohols have low acute toxicities. Doses of several milliliters are tolerated. For pentanols, hexanols, octanols and longer alcohols, LD50 range from 2–5 g/kg (rats, oral). Ethanol is less acutely toxic. All alcohols are mild skin irritants.
The metabolism of methanol (and ethylene glycol) is affected by the presence of ethanol, which has a higher affinity for liver alcohol dehydrogenase. In this way methanol will be excreted intact in urine.
Occurrence in nature
Simple alcohols are found widely in nature. Ethanol is the most prominent because it is the product of fermentation, a major energy-producing pathway. Other simple alcohols, chiefly fusel alcohols, are formed in only trace amounts. More complex alcohols however are pervasive, as manifested in sugars, some amino acids, and fatty acids.
Uses
Alcohols have a long history of myriad uses. For simple mono-alcohols, the following are most important industrial alcohols:
- methanol, mainly for the production of formaldehyde and as a fuel additive
- ethanol, mainly for alcoholic beverages, fuel additive, solvent
- 1-propanol, 1-butanol, and isobutyl alcohol for use as a solvent and precursor to solvents
- C6–C11 alcohols used for plasticizers, e.g. in polyvinylchloride
- fatty alcohol (C12–C18), precursors to detergents
Methanol is the most common industrial alcohol, with about 12 million tons/y produced in 1980. The combined capacity of the other alcohols is about the same, distributed roughly equally.
See also
Procedures
Page | Description | Requires | Produces | Status |
---|---|---|---|---|
Producing Biodiesel from Edible Oils | chemical:alcohol:methanol, chemical:base | chemical:fuel:liquid:biodiesel | Placeholder only | |
Dummy procedure which produces Methanol | chemical:alcohol:methanol | Placeholder only | ||
Dummy procedure which produces Ethanol | chemical:alcohol:ethanol | Placeholder only |
Related Resources
Page | Designation | Distinguishing factors | Is a |
---|---|---|---|
Ethanol | chemical:alcohol:ethanol | hygiene:disinfectant, material:fuel:liquid:light, material:solvent:alcohol:drinkable | |
Methanol | chemical:alcohol:methanol | material:fuel:liquid:light, material:solvent:alcohol | |
Alcohol | chemical:alcohol | material:fuel:liquid:light, material:solvent:alcohol | |
Biodiesel | chemical:fuel:liquid:biodiesel | material:fuel:liquid:light |
Resources (net.forthefall/ontology:resources) | |
---|---|
Designation | chemical:alcohol |
Is a type of | material:fuel:liquid:light, material:solvent:alcohol |
Hazard / Health rating | 2 - Temporary Incapacitation |
Hazard / Fire rating | 3 - Flammable |
Hazard / Reactivity rating | 1 - Mostly stable |