Names | |
---|---|
Systematic IUPAC name Octane [1] | |
Other names n-Octane | |
Identifiers | |
3D model (JSmol) | |
3DMet | |
1696875 | |
ChEBI | |
ChEMBL | |
ChemSpider | |
DrugBank | |
ECHA InfoCard | 100.003.539 |
EC Number |
|
82412 | |
KEGG | |
MeSH | octane |
PubChem CID | |
RTECS number |
|
UNII | |
UN number | 1262 |
CompTox Dashboard (EPA) | |
| |
| |
Properties | |
CH3(CH2)6CH3 | |
Molar mass | 114.232 g·mol−1 |
Appearance | Colourless liquid |
Odor | Gasoline-like [2] |
Density | 0.703 g/cm3 |
Melting point | −57.1 to −56.6 °C; −70.9 to −69.8 °F; 216.0 to 216.6 K |
Boiling point | 125.1 to 126.1 °C; 257.1 to 258.9 °F; 398.2 to 399.2 K |
0.007 mg/dm3 (at 20 °C) | |
log P | 4.783 |
Vapor pressure | 1.47 kPa (at 20.0 °C) |
Henry's law constant (kH) | 29 nmol/(Pa·kg) |
Conjugate acid | Octonium |
−96.63·10−6 cm3/mol | |
Refractive index (nD) | 1.398 |
Viscosity |
|
Thermochemistry | |
Heat capacity (C) | 255.68 J/(K·mol) |
Std molar entropy (S⦵298) | 361.20 J/(K·mol) |
Std enthalpy of formation (ΔfH⦵298) | −252.1 to −248.5 kJ/mol |
Std enthalpy of combustion (ΔcH⦵298) | −5.53 to −5.33 MJ/mol |
Hazards | |
GHS labelling: | |
Danger | |
H225, H304, H315, H336, H410 | |
P210, P261, P273, P301+P310, P331 | |
NFPA 704 (fire diamond) | |
Flash point | 13.0 °C (55.4 °F; 286.1 K) |
220.0 °C (428.0 °F; 493.1 K) | |
Explosive limits | 0.96 – 6.5% |
Lethal dose or concentration (LD, LC): | |
LDLo (lowest published) | 428 mg/kg (mouse, intravenous) [4] |
NIOSH (US health exposure limits): | |
PEL (Permissible) | TWA 500 ppm (2350 mg/m3) [2] |
REL (Recommended) | TWA 75 ppm (350 mg/m3) C 385 ppm (1800 mg/m3) [15-minute] [2] |
IDLH (Immediate danger) | 1000 ppm [2] |
Related compounds | |
Related alkanes | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Octane is a hydrocarbon and an alkane with the chemical formula C8H18, and the condensed structural formula CH3(CH2)6CH3. Octane has many structural isomers that differ by the location of branching in the carbon chain. One of these isomers, 2,2,4-trimethylpentane (commonly called iso-octane), is used as one of the standard values in the octane rating scale.
Octane is a component of gasoline and petroleum. Under standard temperature and pressure, octane is an odorless, colorless liquid. Like other short-chained alkanes with a low molecular weight, it is volatile, flammable, and toxic. For examples, as a neurotoxin with narcotic effects, n-octane is almost twice times as toxic as n-heptane. [5]
N-octane has 23 constitutional isomers. 8 of these isomers have one stereocenter; 3 of them have two stereocenters.
Achiral Isomers:
Chiral Isomers:
In petrochemistry, octanes are not typically differentiated or purified as specific compounds. Octanes are components of particular boiling fractions. [6]
A common route to such fractions is the alkylation reaction between iso-butane and 1-butene, which forms iso-octane. [7]
Octane is commonly used as a solvent in paints and adhesives.
Octanes are not produced biologically.
In organic chemistry, an alkane, or paraffin, is an acyclic saturated hydrocarbon. In other words, an alkane consists of hydrogen and carbon atoms arranged in a tree structure in which all the carbon–carbon bonds are single. Alkanes have the general chemical formula CnH2n+2. The alkanes range in complexity from the simplest case of methane, where n = 1, to arbitrarily large and complex molecules, like pentacontane or 6-ethyl-2-methyl-5-(1-methylethyl) octane, an isomer of tetradecane.
Gasoline or petrol is a petrochemical product characterized as a transparent, yellowish, and flammable liquid normally used as a fuel for spark-ignited internal combustion engines. When formulated as a fuel for engines, gasoline is chemically composed of organic compounds derived from the fractional distillation of petroleum and later chemically enhanced with gasoline additives. It is a high-volume profitable product produced in crude oil refineries.
Heptane or n-heptane is the straight-chain alkane with the chemical formula H3C(CH2)5CH3 or C7H16. When used as a test fuel component in anti-knock test engines, a 100% heptane fuel is the zero point of the octane rating scale (the 100 point is 100% iso-octane). Octane number equates to the anti-knock qualities of a comparison mixture of heptane and iso-octane which is expressed as the percentage of iso-octane in heptane, and is listed on pumps for gasoline (petrol) dispensed globally.
An octane rating, or octane number, is a standard measure of a fuel's ability to withstand compression in an internal combustion engine without undergoing pre-ignition. The higher the octane number, the more compression the fuel can withstand before detonating. Octane rating does not relate directly to the power output or the energy content of the fuel per unit mass or volume, but simply indicates gasoline's resistance to detonating under pressure without a spark.
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.
E85 is an abbreviation typically referring to an ethanol fuel blend of 85% ethanol fuel and 15% gasoline or other hydrocarbon by volume.
2,2,4-Trimethylpentane, also known as isooctane or iso-octane, is an organic compound with the formula (CH3)3CCH2CH(CH3)2. It is one of several isomers of octane (C8H18). This particular isomer is the standard 100 point on the octane rating scale (the zero point is n-heptane). It is an important component of gasoline, frequently used in relatively large proportions (around 10%) to increase the knock resistance of fuel.
Various alcohols are used as fuel for internal combustion engines. The first four aliphatic alcohols are of interest as fuels because they can be synthesized chemically or biologically, and they have characteristics which allow them to be used in internal combustion engines. The general chemical formula for alcohol fuel is CnH2n+1OH.
2-Methylheptane is a colourless liquid, chemical compound which is part of the branched alkane family and is isomeric to octane Where a methyl group has been added to the second carbon in heptane. Its structural formula is (CH3)2CH(CH2)4CH3.
Octane is an alkane with the chemical formula C8H18.
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.
Natural gasoline is a liquid hydrocarbon mixture condensed from natural gas, similar to common gasoline (petrol) derived from petroleum.
Triptane, or 2,2,3-trimethylbutane, is an organic chemical compound with the molecular formula C7H16 or (H3C-)3C-C(-CH3)2H. It is therefore an alkane, specifically the most compact and heavily branched of the heptane isomers, the only one with a butane (C4) backbone.
2,3,3-Trimethylpentane is a chemical compound in the family of hydrocarbons which has a formula of C8H18. It is an isomer of octane. It has a role as a human metabolite, a bacterial metabolite and a mammalian metabolite. It is an alkane and a volatile organic compound.
The molecular formula C8H18 (molar mass: 114.23 g/mol) may refer to:
2,3-Dimethylpentane is an organic compound of carbon and hydrogen with formula C
7H
16, more precisely CH
3–CH(CH
3)–CH(CH
3)–CH
2–CH
3: a molecule of pentane with methyl groups –CH
3 replacing hydrogen atoms on carbon atoms 2 and 3. It is an alkane, a fully saturated hydrocarbon; specifically, one of the isomers of heptane.