1-OCTENE Chemical Properties

Melting point:

-101 °C (lit.)

Boiling point:

122-123 °C (lit.)

Density 

0.715 g/mL at 25 °C (lit.)

vapor density 

3.9 (vs air)

vapor pressure 

36 mm Hg ( 38 °C)

refractive index 

n20/D 1.408(lit.)

FEMA 

4293 | 1-OCTENE

Flash point:

70 °F

storage temp. 

Store below +30°C.

solubility 

Soluble in acetone, benzene, and chloroform (Weast, 1986). Miscible with alcohol, ether (Windholz et al., 1983), and many aliphatic hydrocarbons.

pka

>14 (Schwarzenbach et al., 1993)

form 

Liquid

color 

Clear

Specific Gravity

0.714

Odor

gasoline

Odor Threshold

0.001ppm

explosive limit

0.7-6.8%(V)

Water Solubility 

Miscible with water, ether, alcohol and acetone.

Merck 

14,1764

JECFA Number

2191

BRN 

1734497

Henry's Law Constant

0.952 at 25 °C (Hine and Mookerjee, 1975)

Dielectric constant

2.1（20℃）

Stability:

Stable. Highly flammable. Incompatible with strong oxidizing agents, acids.

LogP

4.47 at 20℃

CAS DataBase Reference

111-66-0(CAS DataBase Reference)

EPA Substance Registry System

1-Octene (111-66-0)

Safety Information

Hazard Codes 

F,Xn,N

Risk Statements 

11-51/53-65-10-66-50/53-38

Safety Statements 

16-60-62-61

RIDADR 

UN 3295 3/PG 2

WGK Germany 

1

RTECS 

RH2207000

Autoignition Temperature

446 °F

TSCA 

Yes

HazardClass 

3

PackingGroup 

II

HS Code 

29012990

Hazardous Substances Data

111-66-0(Hazardous Substances Data)

Toxicity

LD50 orally in Rabbit: > 5000 mg/kg LD50 dermal Rabbit > 2000 mg/kg

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

1-OCTENE Usage And Synthesis

Chemical Properties

colourless liquid

Chemical Properties

Colorless, clear liquid; gasoline aroma.

Physical properties

Clear, colorless, flammable liquid with a mild but unpleasant hydrocarbon odor. Based on a triangle bag odor method, an odor threshold concentration of 1.0 ppb_v was reported by Nagata and Takeuchi (1990).

Uses

Plasticizer; surfactants. Used as a comonomer in the production of high density polyethylene and linear low density polyethylene. Starting material for synthesis of a variety of compounds including nananoic acid.

Uses

1-Octene acts as a comonomer used in the preparation of polyethylene, especially high-density polyethylene (HDPE) and linear low-density polyethylene(LLDPE) resins. It is also used in organic synthesis, surfactants and plasticizers. Further, it is used in process regulators and viscosity adjustors. In addition to this, it is used in the preparation of linear aldehyde through the oxo synthesis (hydroformylation) to get the nonanal.

Uses

1-Octene is a linear α-olefin mainly used as a comonomer in the synthesis of linear low-density polyethylene (LLDPE). Extensive work has been reported on the hydroformylation of 1-octene using various catalysts. It is also an important source to synthesize important petrochemical building blocks via epoxidation reaction.

Production Methods

Production method: 1) from Allyl chloride and n-Amyl magnesium bromide. 2) from Octanol with Iodine and red phosphorus. 3) from Monosodium acetylene with Octyl iodide in liquid Ammonia at 40” C. under pressure.

Definition

ChEBI: An octene with an unsaturation C-1.

Aroma threshold values

High strength odor; recommend smelling in a 1.00% solution or less.

Synthesis Reference(s)

Journal of the American Chemical Society, 93, p. 1487, 1971 DOI: 10.1021/ja00735a030
Tetrahedron Letters, 25, p. 1283, 1984 DOI: 10.1016/S0040-4039(01)80135-0

General Description

A colorless liquid. Flash point 70°F. Insoluble in water and less dense (at about 6 lb / gal) than water. Hence floats on water. Vapors are heavier than air and may settle in depressions. Reported to biodegrade very slowly. Used in organic synthesis, surfactants, and plasticizers.

Air & Water Reactions

Highly flammable. Insoluble in water.

Reactivity Profile

1-OCTENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas. In the presence of various catalysts (such as acids) or initiators, may undergo exothermic addition polymerization reactions.

Health Hazard

Generally low toxicity. Mildly anesthetic at high vapor concentrations. May irritate eyes.

Source

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).

Environmental Fate

Biological. Biooxidation of 1-octene may occur yielding 7-octen-1-ol, which may oxidize to 7- octenoic acid (Dugan, 1972).
Photolytic. Atkinson and Carter (1984) reported a rate constant of 8.1 x 10^-18 cm³/molecule?sec for the reaction of 1-octene and OH radicals in the atmosphere.
Chemical/Physical. The reaction of ozone and OH radicals with 1-octene was studied in a flexible outdoor Teflon chamber (Paulson and Seinfeld, 1992). 1-Octene reacted with ozone producing heptanal, a thermally stabilized C7 biradical, and hexane at yields of 80, 10, and 1%, respectively. With OH radicals, only 15% of 1-octene was converted to heptanal. In both reactions, the remaining compounds were tentatively identified as alkyl nitrates (Paulson and Seinfeld, 1977). Grosjean et al. (1996) investigated the atmospheric chemistry of 1-octene with ozone and an ozone-nitrogen oxide mixture under ambient conditions. The reaction of 1-octene and ozone in the dark yielded formaldehyde, hexanal, heptanal, cyclohexanone, and a compound tentatively identified as 2-oxoheptanal. The sunlight irradiation of 1-octene with ozone-nitrogen oxide yielded the following carbonyls: formaldehyde, acetaldehyde, propanal, 2-butanone, butanal, pentanal, glyoxal, hexanal, heptanal, and pentanal.
Chemical/Physical. Complete combustion in air yields carbon dioxide and water.

Purification Methods

Distil 1-octene under nitrogen from sodium which removes water and peroxides. Peroxides can also be removed by percolation through dried, acid washed, alumina. Store it under N2, or Ar in the dark. [Strukul & Michelin J Am Chem Soc 107 7563 1985, Beilstein 1 H 221, 1 II 199, 1 IV 874.]

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