1-OCTENE

1-OCTENE

Product Introduction

1-OCTENE Basic information
Product Name: 1-OCTENE
Synonyms: Octene-1 (99%;1-OCTENE, 1000MG, NEAT;1-OCTENE, STANDARD FOR GC;Octene, linear;1-Octene, 99+%;1-N-OCTENE;n-Octen-1;OCTEN-1
CAS: 111-66-0
MF: C8H16
MW: 112.21
EINECS: 203-893-7
Product Categories: N-OAnalytical Standards;Alpha Sort;Acyclic;Alphabetic;O;Volatiles/ Semivolatiles;Alkenes;Organic Building Blocks;Hydrocarbons;NeatsAnalytical Standards;N-OChemical Class;OGasoline, Diesel,&Petroleum;Olefins;Substance classes;1-Olefins (GC Standard);Analytical Chemistry;Standard Materials for GC;Building Blocks;Chemical Synthesis;Organic Building Blocks
Mol File: 111-66-0.mol
1-OCTENE Structure
 
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
Fp 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 Information
Provider Language
SigmaAldrich English
ACROS English
ALFA English
 
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 ppbv 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.]
 
1-OCTENE Preparation Products And Raw materials
Raw materials Diethyl ether-->Sodium-->Iodomethane-->Magnesium-->Allyl bromide-->1-Bromopentane
Preparation Products Citral-->Octanoic acid-->Nonanoic acid-->1-Nonanol-->Dicapryl Phthalate-->CIS-4-DECENAL-->2,4,4-TRIMETHYL-1-PENTENE-->1,2-Epoxyoctane-->Starch Sodiilm octenylsuccinate-->JasMonyl-->1,2-Octanediol-->Silane, dioctyl--->2,4-OCTADIENE-->UNDECANE,5-METHYL--->9-Decenoic acid, methyl ester-->n-Hendecane-->Decanoyl chloride-->CIS-2-OCTENE

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