In the

liquid fuel Liquid fuels are combustible or energy-generating molecules that can be harnessed to create mechanical energy, usually producing kinetic energy; they also must take the shape of their container. It is the fumes of liquid fuels that are flammable ...

industry, oxygenates are

hydrocarbon In organic chemistry, a hydrocarbon is an organic compound consisting entirely of hydrogen and carbon. Hydrocarbons are examples of group 14 hydrides. Hydrocarbons are generally colourless and Hydrophobe, hydrophobic; their odor is usually fain ...

-derived

fuel additive Gasoline additives may increase gasoline's octane rating, thus allowing the use of higher compression ratios for greater efficiency and power, or act as corrosion inhibitors or lubricants. Other additives include metal deactivators, oxygenates an ...

s containing at least one

oxygen Oxygen is a chemical element; it has chemical symbol, symbol O and atomic number 8. It is a member of the chalcogen group (periodic table), group in the periodic table, a highly reactivity (chemistry), reactive nonmetal (chemistry), non ...

atom to promote complete

combustion Combustion, or burning, is a high-temperature exothermic redox chemical reaction between a fuel (the reductant) and an oxidant, usually atmospheric oxygen, that produces oxidized, often gaseous products, in a mixture termed as smoke. Combustion ...

. Absent oxygenates, fuel combustion is usually incomplete, and the exhaust stream pollutes the air with

carbon monoxide Carbon monoxide (chemical formula CO) is a poisonous, flammable gas that is colorless, odorless, tasteless, and slightly less dense than air. Carbon monoxide consists of one carbon atom and one oxygen atom connected by a triple bond. It is the si ...

soot Soot ( ) is a mass of impure carbon particles resulting from the incomplete combustion of hydrocarbons. Soot is considered a hazardous substance with carcinogenic properties. Most broadly, the term includes all the particulate matter produced b ...

particles,

aromatic In organic chemistry, aromaticity is a chemical property describing the way in which a conjugated system, conjugated ring of unsaturated bonds, lone pairs, or empty orbitals exhibits a stabilization stronger than would be expected from conjugati ...

and polyaromatic hydrocarbons, and nitrated polyaromatic hydrocarbons. The most common oxygenates are either

alcohol Alcohol may refer to: Common uses * Alcohol (chemistry), a class of compounds * Ethanol, one of several alcohols, commonly known as alcohol in everyday life ** Alcohol (drug), intoxicant found in alcoholic beverages ** Alcoholic beverage, an alco ...

s or

ether In organic chemistry, ethers are a class of compounds that contain an ether group, a single oxygen atom bonded to two separate carbon atoms, each part of an organyl group (e.g., alkyl or aryl). They have the general formula , where R and R� ...

s, but

ketones In organic chemistry, a ketone is an organic compound with the structure , where R and R' can be a variety of carbon-containing substituents. Ketones contain a carbonyl group (a carbon-oxygen double bond C=O). The simplest ketone is acetone ( ...

and

aldehydes In organic chemistry, an aldehyde () (lat. ''al''cohol ''dehyd''rogenatum, dehydrogenated alcohol) is an organic compound containing a functional group with the structure . The functional group itself (without the "R" side chain) can be referred ...

are also included in this distinction.

Carboxylic acids In organic chemistry, a carboxylic acid is an organic acid that contains a carboxyl group () attached to an Substituent, R-group. The general formula of a carboxylic acid is often written as or , sometimes as with R referring to an organyl ...

and

esters In chemistry, an ester is a chemical compound, compound derived from an acid (either organic or inorganic) in which the hydrogen atom (H) of at least one acidic hydroxyl group () of that acid is replaced by an organyl group (R). These compounds c ...

can be grouped with oxygenates in the simple definition that they contain at least one oxygen atom. However, they are usually unwanted in oils, and therefore likely fuels, due to their environmental toxicity and tendency to cause

catalyst poisoning Catalyst poisoning is the partial or total deactivation of a catalyst by a chemical compound. Poisoning refers specifically to chemical deactivation, rather than other mechanisms of catalyst degradation such as thermal decomposition or physical da ...

and

corrosion Corrosion is a natural process that converts a refined metal into a more chemically stable oxide. It is the gradual deterioration of materials (usually a metal) by chemical or electrochemical reaction with their environment. Corrosion engine ...

during oil production and refining. * Alcohols: **

Methanol Methanol (also called methyl alcohol and wood spirit, amongst other names) is an organic chemical compound and the simplest aliphatic Alcohol (chemistry), alcohol, with the chemical formula (a methyl group linked to a hydroxyl group, often ab ...

(MeOH) **

Ethanol Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound with the chemical formula . It is an Alcohol (chemistry), alcohol, with its formula also written as , or EtOH, where Et is the ps ...

(EtOH); see also

Common ethanol fuel mixtures Several common ethanol fuel mixtures are in use around the world. The use of pure anhydrous, hydrous or anhydrous ethanol in internal combustion engines (ICEs) is only possible if the engines are designed or modified for that purpose, and used o ...

Isopropyl alcohol Isopropyl alcohol (IUPAC name propan-2-ol and also called isopropanol or 2-propanol) is a colorless, flammable, organic compound with a pungent alcoholic odor. Isopropyl alcohol, an organic polar molecule, is miscible in water, ethanol, an ...

(IPA) ** ''n''-Butanol (BuOH) ** Gasoline grade ''tert''-butanol (GTBA) * Ethers: ** Methyl ''tert''-butyl ether (MTBE) ** ''tert''-Amyl methyl ether (TAME) ** ''tert''-Hexyl methyl ether (THEME) ** Ethyl ''tert''-butyl ether (ETBE) ** ''tert''-Amyl ethyl ether (TAEE) **

Diisopropyl ether Diisopropyl ether is a secondary ether that is used as a solvent. It is a colorless liquid that is slightly soluble in water, but miscible with organic solvents. It is used as an extractant and an oxygenate gasoline additive. It is obtained i ...

(DIPE)

In the United States

In the

United States The United States of America (USA), also known as the United States (U.S.) or America, is a country primarily located in North America. It is a federal republic of 50 U.S. state, states and a federal capital district, Washington, D.C. The 48 ...

, the Environmental Protection Agency (EPA) had authority to mandate that minimum proportions of oxygenates be added to automotive gasoline on regional and seasonal basis from 1992 until 2006 in an attempt to reduce air pollution, in particular

ground-level ozone Ground-level ozone (), also known as surface-level ozone and tropospheric ozone, is a trace gas in the troposphere (the lowest level of the atmosphere of Earth, Earth's atmosphere), with an average concentration of 20–30 parts per billion by vo ...

and

smog Smog, or smoke fog, is a type of intense air pollution. The word "smog" was coined in the early 20th century, and is a portmanteau of the words ''smoke'' and ''fog'' to refer to smoky fog due to its opacity, and odour. The word was then inte ...

. As of 2023, the EP
continues to require
the use of oxygenated gasoline in certain areas during winter to regulate carbon monoxide emissions; however, the programs to fulfill its conditions are implemented by the states. In addition to this North American automakers from 2006 onwards promoted a blend of 85% ethanol and 15% gasoline, marketed as E85, and their flex-fuel vehicles, ''e.g.'' GM's Live Green, Go Yellow campaign. US Corporate Average Fuel Economy (CAFE) standards give an artificial 54%

fuel efficiency Fuel efficiency (or fuel economy) is a form of thermal efficiency, meaning the ratio of effort to result of a process that converts chemical energy, chemical potential energy contained in a carrier (fuel) into kinetic energy or Mechanical work, w ...

bonus to vehicles capable of running on 85% alcohol blends over vehicles not adapted to run on 85% alcohol blends. There is also alcohols' intrinsically cleaner combustion, however due to its lower

energy density In physics, energy density is the quotient between the amount of energy stored in a given system or contained in a given region of space and the volume of the system or region considered. Often only the ''useful'' or extractable energy is measure ...

it is not capable of producing as much energy per gallon as gasoline. Much gasoline sold in the United States is blended with up to 10% of an oxygenating agent. This is known as oxygenated fuel and often (but not entirely correctly, as there are reformulated gasolines without oxygenate) as reformulated gasoline. Methyl ''tert''-butyl ether (MTBE) was the most common fuel additive in the United States, prior to government mandated use of

ethanol Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic compound with the chemical formula . It is an Alcohol (chemistry), alcohol, with its formula also written as , or EtOH, where Et is the ps ...

. Typically, gasoline with added MTBE is called reformulated gasoline, while gasoline with ethanol is called oxygenated gasoline.

References

External links

EPA Definition of Oxygenates

{{Use dmy dates, date=November 2020 Petroleum products Fuels