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| | N-OCTANE Basic information |
| | N-OCTANE Chemical Properties |
| Melting point | −57 °C(lit.) | | Boiling point | 125-127 °C(lit.) | | density | 0.703 g/mL at 25 °C(lit.) | | vapor density | 3.9 (vs air) | | vapor pressure | 11 mm Hg ( 20 °C) | | refractive index | n20/D 1.398(lit.) | | Fp | 60 °F | | storage temp. | Store below +30°C. | | solubility | ethanol: soluble(lit.) | | form | Liquid | | pka | >14 (Schwarzenbach et al., 1993) | | color | Clear colorless | | Odor | Like gasoline. | | Odor Threshold | 1.7ppm | | explosive limit | 0.8-6.5%(V) | | Water Solubility | 0.0007 g/L (20 ºC) | | Merck | 14,6749 | | BRN | 1696875 | | Henry's Law Constant | 4.45 at 25 °C (J?nsson et al., 1982) | | Exposure limits | TLV-TWA 300 ppm (～1450 mg/m3)
(ACGIH and NIOSH), 500 ppm
(～2420 mg/m3) (OSHA); STEL 375 ppm
(～1800 mg/m3). | | Stability: | Stable. Highly flammable. Readily forms explosive mixtures with air. Incompatible with oxidizing agents. | | InChIKey | TVMXDCGIABBOFY-UHFFFAOYSA-N | | LogP | 5.15 | | CAS DataBase Reference | 111-65-9(CAS DataBase Reference) | | NIST Chemistry Reference | Octane(111-65-9) | | EPA Substance Registry System | Octane (111-65-9) |
| | N-OCTANE Usage And Synthesis |
| Chemical Properties | Octane is a colorless liquid with a gasoline-like
odor. The odor threshold is 4 ppm and 48 ppm (New
Jersey Fact Sheet). | | Chemical Properties | colourless liquid | | Physical properties | Clear, colorless, flammable liquid with a gasoline-like odor. An odor threshold concentration of
1.7 ppmv was reported by Nagata and Takeuchi (1990). | | Uses | n-Octane occurs in petroleum crackingproducts, gasoline, petroleum ether, andpetroleum naphtha. It is used as a solventand in organic synthesis. | | Uses | As a constituent in motor and aviation
fuels; as an industrial solvent; in organic
synthesis | | Uses | n-Octane is used as a solvent and raw material for organic
synthesis reactions and is a very important chemical in the
petroleum industry. It is also widely used in the rubber and
paper processing industries. Isooctane, along with other nalkanes
and isoparaffins, is used in the blending of fuels to
achieve desired antiknock properties. | | Production Methods | Octane is produced from the fractional distillation and
refining of petroleum. | | Definition | A liquid alkane
obtained from the light fraction of crude
oil. Octane and its isomers are the principal
constituents of gasoline, which is obtained
as the refined light fraction from crude oil. | | Definition | ChEBI: A straight chain alkane composed of 8 carbon atoms. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 55, p. 6194, 1990 DOI: 10.1021/jo00312a029
Tetrahedron, 48, p. 8881, 1992 DOI: 10.1016/S0040-4020(01)81987-6
Tetrahedron Letters, 31, p. 5093, 1990 DOI: 10.1016/S0040-4039(00)97814-6 | | General Description | Colorless liquid with an odor of gasoline. Less dense than water and insoluble in water. Hence floats on water. Produces irritating vapor. | | Air & Water Reactions | Highly flammable. Insoluble in water. | | Reactivity Profile | May be incompatible with strong oxidizing agents like nitric acid. Charring may occur followed by ignition of unreacted material and other nearby combustibles. In other settings, mostly unreactive. Not affected by aqueous solutions of acids, alkalis, most oxidizing agents, and most reducing agents. When heated sufficiently or when ignited in the presence of air, oxygen or strong oxidizing agents, burns exothermically to produce mostly carbon dioxide and water. | | Health Hazard | Inhalation of concentrated vapor may cause irritation of respiratory tract, depression, and pulmonary edema. Liquid can cause irritation of eyes and (on prolonged contact) irritation and cracking of skin. Ingestion causes irritation of mouth and stomach. Aspiration causes severe lung irritation, rapidly developing pulmonary edema, and central nervous system excitement, followed by depression. | | Health Hazard | The toxic properties of n-octane are similarto those of other paraffinic hydrocarbons. Itis an irritant to mucous membranes, and athigh concentrations it shows narcotic actions.The narcotic concentrations in mice werereported to be 8000–10,000 ppm (Patty andYant 1929) and the fatal concentration was13,500 ppm (Flury and Zernick 1931). Deathoccurred from respiratory arrest. The acutetoxicity of n-octane is somewhat greater thanthat of n-heptane. | | Fire Hazard | Behavior in Fire: Vapor is heavier than air and may travel a considerable distance to a source of ignition and flash back. | | Chemical Reactivity | Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. | | Safety Profile | Poison by intravenous
route. May act as a simple asphyxiant. See
also ARGON for a description of simple
asphyxiants. A narcotic in high concentration.
Human dermal exposure to
undiluted octane for five hours resulted in
blister formation but no anesthesia;
exposure for one hour caused diffuse
burning sensation. A very dangerous fire
hazard and severe explosion hazard when
exposed to heat, flame, or oxidizers. When
heated to decomposition it emits acrid
smoke and irritating fumes. See also
ALKANES. | | Potential Exposure | Octane is used as a solvent; as a
fuel; as an intermediate in organic synthesis; and in
azeotropicdistillations. | | Carcinogenicity | The promoting activity of
octane in skin carcinogenesis, including its physical effect on
micellar models of biological membranes, was tested.
Octane proved to have significant promoting activity when
tested as a 75% solution in cyclohexane. | | Source | Schauer et al. (1999) reported octane in a diesel-powered medium-duty truck exhaust at
an emission rate of 260 μg/km.
Identified as one of 140 volatile constituents in used soybean oils collected from a processing plant that fried various beef, chicken, and veal products (Takeoka et al., 1996).
Schauer et al. (2001) measured organic compound emission rates for volatile organic
compounds, gas-phase semi-volatile organic compounds, and particle-phase organic compounds
from the residential (fireplace) combustion of pine, oak, and eucalyptus. The gas-phase emission
rate of octane was 1.7 mg/kg of pine burned. Emission rates of octane were not measured during
the combustion of oak and eucalyptus.
California Phase II reformulated gasoline contained octane at a concentration of 6.38 g/kg. Gasphase
tailpipe emission rates from gasoline-powered automobiles with and without catalytic
converters were 1.07 and 131 mg/km, respectively (Schauer et al., 2002). | | Environmental fate | Biological. n-Octane may biodegrade in two ways. This first is the formation of octyl
hydroperoxide, which decomposes to 1-octanol followed by oxidation to octanoic acid. The other
pathway involves dehydrogenation to 1-octene, which may react with water giving 1-octanol
(Dugan, 1972). 1-Octanol was reported as the biodegradation product of octane by a Pseudomonas
sp. (Riser-Roberts, 1992). Microorganisms can oxidize alkanes under aerobic conditions (Singer
and Finnerty, 1984). The most common degradative pathway involves the oxidation of the
terminal methyl group forming the corresponding alcohol (1-octanol). The alcohol may undergo a
series of dehydrogenation steps forming an aldehyde (octanal) then a fatty acid (octanoic acid).
The fatty acid may then be metabolized by β-oxidation to form the mineralization products,
carbon dioxide and water (Singer and Finnerty, 1984).
Photolytic. The following rate constants were reported for the reaction of octane and OH
radicals in the atmosphere: 5.1 x 10-12 cm3/molecule?sec at 300 K (Hendry and Kenley, 1979); 1.34
x 10-12 cm3/molecule?sec (Greiner, 1970); 8.40 x 10-12 cm3/molecule?sec (Atkinson et al., 1979),
8.42 x 10-12 cm3/molecule?sec at 295 K (Darnall et al., 1978). Photooxidation reaction rate
constants of 8.71 x 10-12 and 1.81 x 10-18 cm3/molecule?sec were reported for the reaction of octane
with OH and NO3, respectively (Sablji? and Güsten, 1990).
Surface Water. Mackay and Wolkoff (1973) estimated an evaporation half-life of 3.8 sec from a
surface water body that is 25 °C and 1 m deep.
Chemical/Physical. Complete combustion in air produces carbon dioxide and water vapor.
Octane will not hydrolyze because it does not contain a hydrolyzable functional group. | | Shipping | UN1262 Octanes, Hazard Class: 3; Labels:
3-Flammable liquid. | | Purification Methods | Extract the octane repeatedly with conc H2SO4 or chlorosulfonic acid, then wash it with water, dry and distil it. Alternatively, purify it by azeotropic distillation with EtOH, followed by washing with water to remove the EtOH, drying and distilling it. For further details, see n-heptane. It is also purified by zone melting. [Beilstein 1 H 159, 1 I 60, 1 II 122, 1 III 457, 1 IV 412.] | | Toxicity evaluation | The mechanism of toxicity is suspected to be similar to other
solvents that rapidly induce anesthesia-like effects, i.e.,
a ‘nonspecific narcosis’ due to disruption (solvation) of the
integrity of the cellular membranes of the central nervous
system (CNS).
Octane is generally considered to be relatively nontoxic
relative to the effect seen following exposure to other aliphatic
hydrocarbons. This is probably due to the fact that it is less
volatile than the shorter chain aliphatic hydrocarbons (e.g.,
pentane or heptane) and may not be as readily transferred
across either the pulmonary alveoli or the blood–brain barrier.
If it is aspirated into the lungs, however, n-octane will cause
adverse effects similar to effects seen following aspiration of
other petroleum distillates or compounds. | | Incompatibilities | Reacts with strong oxidizers, causing fire
and explosion hazard. Attacks some forms of plastics, rubber
and coatings. | | Waste Disposal | Dissolve or mix the material
with a combustible solvent and burn in a chemical incinerator
equipped with an after burner and scrubber. All federal,
state, and local environmental regulations must be observed. |
| | N-OCTANE Preparation Products And Raw materials |
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