| | 1-Hexene Basic information |
| | 1-Hexene Chemical Properties |
| Melting point | -140 °C | | Boiling point | 60-66 °C (lit.) | | density | 0.678 g/mL at 25 °C (lit.) | | vapor density | 3 (vs air) | | vapor pressure | 155 mm Hg ( 21.1 °C) | | refractive index | n20/D 1.388(lit.) | | Fp | −19 °F | | storage temp. | Refrigerator | | solubility | Soluble in alcohol, benzene, chloroform, ether, petroleum (Weast, 1986), and many other
hydrocarbons including alkenes amd alkanes. | | form | Liquid | | pka | >14 (Schwarzenbach et al., 1993) | | color | Clear colorless | | Specific Gravity | 0.673 | | Odor | Mild, pleasant. | | Odor Threshold | 0.14ppm | | Water Solubility | 0.005 g/100 mL | | BRN | 1209240 | | Henry's Law Constant | (atm?m3/mol):
0.435 at 25 °C (Hine and Mookerjee, 1975) | | Exposure limits | ACGIH TLV: TWA 30 ppm (adopted). | | Stability: | Stable. Highly flammable - note low flash point. Incompatible with strong oxidizing agents, strong acids, combustible material. | | InChIKey | LIKMAJRDDDTEIG-UHFFFAOYSA-N | | LogP | 3.87 at 20℃ | | CAS DataBase Reference | 592-41-6(CAS DataBase Reference) | | NIST Chemistry Reference | 1-Hexene(592-41-6) | | EPA Substance Registry System | 1-Hexene (592-41-6) |
| | 1-Hexene Usage And Synthesis |
| Chemical Properties | colourless liquid | | Chemical Properties | 1-Hexene, C6H12, is a colorless liquid, which is highly
volatile and flammable. Hexene is a component of refinery
gas and coffee aroma. | | Physical properties | Clear, colorless, flammable liquid with a characteristic, sweetish odor similar to hexane or 1-pentene.
An odor threshold concentration of 140 ppbv was reported by Nagata and Takeuchi (1990). | | Uses | 1-Hexene is used as a solvent, paint thinner and a medium for conducting chemical reactions. It is a commoner and used in the preparation of both low density and high density polyethylenes. It acts as an adhesives, lubricants, lubricant additives and sealant chemicals. Further, it is used in the preparation of hex-1-en-3-one, heptanal and heptanoic acid. It is also employed in the synthesis of linear plasticizers, oxo-alcohols, motor fuels, automotive additives and biodegradable surfactants. In addition to this, it is used in the preparation of mercaptans, flavors and fragrances, alkyl metals, halides and alkyl silanes. | | Uses | 1-Hexene is primarily used in the synthesis of poly(1-hexene) and a variety of polyethylene copolymers. | | Uses |
| | Definition | ChEBI: An alkene that is hexane carrying a double bond at position 1. | | General Description | A clear colorless liquid with a petroleum like odor. Flash point -9°F. Less dense than water and insoluble in water. Vapors heavier than air. Used as a solvent, paint thinner, and chemical reaction medium. | | Air & Water Reactions | Highly flammable. Insoluble in water. | | Reactivity Profile | 1--HEXENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. | | Hazard | Irritant. Highly flammable, dangerous fire
risk. | | Health Hazard | Inhalation may cause giddiness or incoordination similar to that from gasoline vapor. Prolonged exposure to high concentrations may induce loss of consciousness or death. | | Chemical Reactivity | Reactivity with Water No reaction; Reactivity with Common Materials: No reactions; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent. | | Source | California Phase II reformulated gasoline contained 1-hexene at a concentration of 770
mg/kg. Gas-phase tailpipe emission rates from gasoline-powered automobiles with and without catalytic converters were 430 and 18,400 μg/km, respectively (Schauer et al., 2002).
According to Chevron Phillips Company’s (2005) product literature, the maximum
concentration present in 99.7% tert-butyl mercaptan is 0.05 wt %. | | Environmental fate | Biological. Biooxidation of 1-hexene may occur yielding 5-hexen-1-ol, which may oxidize to
give 5-hexenoic acid (Dugan, 1972). Washed cell suspensions of bacteria belonging to the genera
Mycobacterium, Nocardia, Xanthobacter, and Pseudomonas and growing on selected alkenes
metabolized 1-hexene to 1,2-epoxyhexane (Van Ginkel et al., 1987).
Photolytic. The following rate constants were reported for the reaction of 1-hexene and OH
radicals in the atmosphere: 1.9 x 10-12 cm3/molecule?sec at 300 K (Hendry and Kenley, 1979); 3.75
x 10-11 cm3/molecule?sec at 295 K (Atkinson and Carter, 1984); 3.18 x 10-11 cm3/molecule?sec
(Atkinson, 1990). The following rate constants were reported for the reaction of 1-hexene and
ozone in the atmosphere: 1.10 x 10-17 cm3/molecule?sec (Bufalini and Altshuller, 1985); 9.0 x 10-17
cm3/molecule?sec (Cadle and Schadt, 1952); 1.40 x 10-17 cm3/molecule?sec (Cox and Penkett,
1972); 1.08 x 10-17 cm3/molecule?sec at 294 K (Adeniji et al., 1981).
Chemical/Physical. Complete combustion in air yields carbon dioxide and water.
1-Hexene is not expected to hydroxyze in water. | | Purification Methods | Purify it by stirring over Na/K alloy for at least 6hours, then fractionally distil it from sodium under nitrogen. [Beilstein 1 IV 828.] |
| | 1-Hexene Preparation Products And Raw materials |
| Raw materials | Barium sulfate-->Barium hydroxide-->1,5-HEXADIENE-->5-Hexen-1-ol | | Preparation Products | Permethrin-->METHYL 3-(2,2-DICHLOROVINYL)-2,2-DIMETHYL-(1-CYCLOPROPANE)CARBOXYLATE-->Sorbic acid-->Cyfluthrin-->ethyl 3-(2,2-dichlorovinyl)-2,2-dimethyl-1-cyclopropanecarboxylate-->Heptanoic acid-->β-Carotene-->2,2-DIMETHYL-3-(2-METHYLPROP-1-ENYL)CYCLOPROPANECARBOXYLIC ACID-->1,2-EPOXYHEXANE-->3-[2-chloro-2-(4-chlorophenyl)ethenyl]-2，2-dimethyl cyclopropane carboxylic acid-->CINITAPRIDE HYDROGEN TARTRATE-->ethyl 4,6,6-trichloro-3,3-dimethyl-hex-5-enoate-->4-HEXEN-3-ONE-->TRANS,CIS-2,6-NONADIEN-1-OL-->2-hexanethiol-->CIS-2-HEXENE |
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