Tert-Amyl ethyl ether

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tert-Amyl ethyl ether
Tert-amyl ethyl ether.svg
Names
Preferred IUPAC name
2-Ethoxy-2-methylbutane
Other names
Ethyl tert-amyl ether
Identifiers
3D model (JSmol)
ECHA InfoCard 100.122.084 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 618-804-0
PubChem CID
UNII
  • InChI=1S/C7H16O/c1-5-7(3,4)8-6-2/h5-6H2,1-4H3
    Key: KFRVYYGHSPLXSZ-UHFFFAOYSA-N
  • CCC(C)(C)OCC
Properties
C7H16O
Molar mass 116.204 g·mol−1
Density 0.764-0.768 g/mL [1]
Boiling point 102 °C (216 °F; 375 K) [1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

tert-Amyl ethyl ether (TAEE) is a chemical compound, classified as an ether, with the molecular formula C7H16O. It is used as an additive in gasoline fuels as an oxygenate [2] and also as a solvent in organic chemistry.

TAEE is prepared by acid-catalyzed addition of ethanol to 2-methyl-2-butene. [3]

See also

Related Research Articles

Ethanol Organic chemical compound

Ethanol (also called ethyl alcohol, grain alcohol, drinking alcohol, or simply alcohol) is an organic chemical compound. It is a simple alcohol with the chemical formula C2H6O. Its formula can be also written as CH
3
CH
2
OH or C
2
H
5
OH (an ethyl group linked to a hydroxyl group), and is often abbreviated as EtOH. Ethanol is a volatile, flammable, colorless liquid with a characteristic wine-like odor and pungent taste. It is a psychoactive drug, recreational drug, and the active ingredient in alcoholic drinks.

Tetraethyllead Chemical compound added to gasoline/petrol

Tetraethyllead (commonly styled tetraethyl lead), abbreviated TEL, is an organolead compound with the formula Pb(C2H5)4. It is a fuel additive, first being mixed with gasoline beginning in the 1920s as a patented octane rating booster that allowed engine compression to be raised substantially. This in turn increased vehicle performance and fuel economy. TEL was first synthesised by German chemist Carl Jacob Löwig in 1853. American chemical engineer Thomas Midgley, who was working for General Motors, was the first to discover its effectiveness as an antiknock agent in 1921, after spending several years attempting to find an additive that was both highly effective and inexpensive.

Biofuel Type of biological fuel produced from biomass from which energy is derived

Biofuel is a fuel that is produced over a short time span from biomass, rather than by the very slow natural processes involved in the formation of fossil fuels, such as oil. Since biomass can be used as a fuel directly, some people use the words biomass and biofuel interchangeably. However, the word biofuel is usually reserved for liquid or gaseous fuels, used for transportation. The U.S. Energy Information Administration (EIA) follows this naming practice.

Denatured alcohol Ethanol with additives to discourage recreational consumption

Denatured alcohol is ethanol that has additives to make it poisonous, bad-tasting, foul-smelling, or nauseating to discourage its recreational consumption. It is sometimes dyed so that it can be identified visually. Pyridine and methanol, each and together, make denatured alcohol poisonous; and denatonium makes it bitter.

Methyl <i>tert</i>-butyl ether Chemical compound

Methyl tertiary-butyl ether (MTBE), also known as methyl tert-butyl ether and tert-butyl methyl ether, is an organic compound with a structural formula (CH3)3COCH3. MTBE is a volatile, flammable, and colorless liquid that is sparingly soluble in water. Primarily used as a fuel additive, MTBE is blended into gasoline to increase knock resistance and reduce unwanted emissions.

Liquid fuel Liquids that can be used to create energy

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 instead of the fluid. Most liquid fuels in widespread use are derived from fossil fuels; however, there are several types, such as hydrogen fuel, ethanol, and biodiesel, which are also categorized as a liquid fuel. Many liquid fuels play a primary role in transportation and the economy.

Ethyl <i>tert</i>-butyl ether Oxygenate gasoline additive in the production of gasoline from crude oil

Ethyl tertiary-butyl ether (ETBE), also known as ethyl tert-butyl ether, is commonly used as an oxygenate gasoline additive in the production of gasoline from crude oil. ETBE offers equal or greater air quality benefits than ethanol, while being technically and logistically less challenging. Unlike ethanol, ETBE does not induce evaporation of gasoline, which is one of the causes of smog, and does not absorb moisture from the atmosphere.

Diisopropyl ether Chemical compound

Diisopropyl ether is 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 industrially as a byproduct in the production of isopropanol by hydration of propylene. Diisopropyl ether is sometimes represented by the abbreviation DIPE.

Isobutylene Chemical compound

Isobutylene (or 2-methylpropene) is a hydrocarbon with the formula (CH3)2C=CH2. It is a four-carbon branched alkene (olefin), one of the four isomers of butylene. It is a colorless flammable gas, and is of considerable industrial value.

Methylcyclopentadienyl manganese tricarbonyl Chemical compound

Methylcyclopentadienyl manganese tricarbonyl (MMT or MCMT) is an organomanganese compound with the formula (C5H4CH3)Mn(CO)3. Initially marketed as a supplement for use in leaded gasoline, MMT was later used in unleaded gasoline to increase the octane rating. Following the implementation of the Clean Air Act (United States) (CAA) in 1970, MMT continued to be used alongside tetraethyl lead (TEL) in the US as leaded gasoline was phased out (prior to TEL finally being banned from US gasoline in 1995), and was also used in unleaded gasoline until 1977. Ethyl Corporation obtained a waiver from the U.S. EPA (Environmental Protection Agency) in 1995, which allows the use of MMT in US unleaded gasoline (not including reformulated gasoline) at a treat rate equivalent to 8.3 mg Mn/L (manganese per liter).

<i>tert</i>-Butyl alcohol Chemical compound

tert-Butyl alcohol is the simplest tertiary alcohol, with a formula of (CH3)3COH (sometimes represented as t-BuOH). Its isomers are 1-butanol, isobutanol, and butan-2-ol. tert-Butyl alcohol is a colorless solid, which melts near room temperature and has a camphor-like odor. It is miscible with water, ethanol and diethyl ether.

Oxygenated chemical compounds contain oxygen as a part of their chemical structure. The term usually refers to oxygenated chemical compounds added to fuels. Oxygenates are usually employed as gasoline additives to reduce carbon monoxide and soot that is created during the burning of the fuel. Compounds related to soot, such as polyaromatic hydrocarbons (PAHs) and nitrated PAHs, are also reduced.

Pentene Chemical compound

Pentenes are alkenes with the chemical formula C
5
H
10
. Each contains one double bond within its molecular structure. Six different compounds are in this class, differing from each other by whether the carbon atoms are attached linearly or in a branched structure, and whether the double bond has a cis or trans form.

Ethyl may refer to:

An antiknock agent is a gasoline additive used to reduce engine knocking and increase the fuel's octane rating by raising the temperature and pressure at which auto-ignition occurs. The mixture known as gasoline or petrol, when used in high compression internal combustion engines, has a tendency to knock and/or to ignite early before the correctly timed spark occurs.

The molecular formula C6H14O may refer to:

<i>tert</i>-Amyl alcohol Chemical compound

tert-Amyl alcohol (TAA) or 2-methylbutan-2-ol (2M2B), is a branched pentanol.

The molecular formula C7H14O2 may refer to:

tert-Amyl methyl ether (TAME) is an ether used as a fuel oxygenate. TAME derives from C5 distillation fractions of naphtha. It has an ethereous odor. Unlike most ethers, it does not require a stabilizer as it does not form peroxides on storage.

References

  1. 1 2 "tert-Amyl Ethyl Ether". TCI America.
  2. "Fuel ethers for gasoline". Technology Collaboration Programme on Advanced Motor Fuels.
  3. Dilek Varisli and Timur Dogu (2005). "Simultaneous Production of tert-Amyl Ethyl Ether and tert-Amyl Alcohol from Isoamylene−Ethanol−Water Mixtures in a Batch−Reactive Distillation Column". Ind. Eng. Chem. Res. 44 (14): 5227–5232. doi:10.1021/ie049241w.