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1-Octene

1-Octene structure

1-Octene 

structure
  • CAS No:

    111-66-0

  • Formula:

    C8H16

  • Chemical Name:

    1-Octene

  • Synonyms:

    1-Octene;α-Octene;α-Octylene;n-1-Octene;Caprylene;1-n-Octene;Gulftene 8;Dialen 8;n-octene-1;NSC 8457;Linealene 8;Octa-1,8-diene

  • Categories:

    Cosmetic Ingredient  >  Dissolving Agent

Description

1-Octene is an organic compound with the chemical formula C8H16. It is a colorless liquid with a melting point of -102°C, a boiling point of 122°C, a relative density of 0.7149 (20/4°C), a refractive index of 1.4087, and a flash point of 21°C. It is almost insoluble in water and soluble in most organic solvents such as ethanol, ether, and acetone. It is mainly used as a solvent and can also be used in the preparation of plasticizers and surfactants.

1-Octene Basic Attributes

112.21

112.21

1734497

203-893-7

E5VK21B9RC

0934

8457

3295|1993

DTXSID6025804|DTXSID3027871|DTXSID4028678

Colorless liquid

29012990

Characteristics

0

3.5/4.6

Clear Liquid

0.7149 g/cm3 @ Temp: 20 °C

-101.7 °C

121.2 °C @ Press: 760 Torr

70 °F

n 20/D 1.408(lit.)

Miscible with water, ether, alcohol and acetone.Solubility in water, g/100ml at 25°C: 0.0004

Refrigerator

36 mm Hg ( 38 °C)

3.9 (vs air)

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

Flammable; spicy and irritating smoke is emitted from the fire

0.7-6.8%(V)

Highly flammable. Insoluble in water.

Hydrocarbons, Aliphatic Unsaturated

Highly Flammable

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.

1-Octene|D: Other compounds that may form peroxides|3 samples had 3-10 ppm peroxide; age >1 yrs|Kelly

493 °F (USCG, 1999)|446 °F (230 °C)|256 °C

The vapour mixes well with air, explosive mixtures are easily formed. As a result of flow, agitation, etc., electrostatic charges can be generated.

Safety Information

II

3

UN 3295 3/PG 2

1

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

16-60-62-61

RH2207000

F,Xn,N

Storeroom ventilated at low temperature and dry; prevent fire edge; store and transport separately from oxidant

Mix with air to form explosive mixture;

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

P210-P273-P301 + P310-P331-P501

H225-H304-H410

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

DISASTER HAZARD: DANGEROUS, UPON EXPOSURE TO HEAT OR FLAME; CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS.

UN 3295 3/PG 2

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames. Vapors may form explosive mixtures with air. Vapors may travel to source of ignition and flash back. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapor explosion hazard indoors, outdoors or in sewers. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Runoff to sewer may create fire or explosion hazard. Containers may explode when heated. Many liquids are lighter than water. Substance may be transported hot. For hybrid vehicles, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. If molten aluminum is involved, refer to ERG Guide 169. (ERG, 2016)|Highly flammable. Vapour/air mixtures are explosive.

|Danger|H225 (97.42%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P273, P280, P301+P310, P302+P352, P303+P361+P353, P321, P331, P332+P313, P362, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 2082 companies from 25 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225 (100%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P273, P280, P301+P310, P303+P361+P353, P331, P370+P378, P391, P403+P235, P405, and P501|Aggregated GHS information provided by 9 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H225: Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P301+P310, P302+P352, P303+P361+P353, P304+P312, P304+P340, P312, P321, P331, P332+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 300 meters (1000 feet). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)

Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). All equipment used when handling the product must be grounded. Do not touch or walk through spilled material. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. A vapor-suppressing foam may be used to reduce vapors. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. Use clean, non-sparking tools to collect absorbed material. LARGE SPILL: Dike far ahead of liquid spill for later disposal. Water spray may reduce vapor, but may not prevent ignition in closed spaces. (ERG, 2016)

Organic vapor canister; goggles or face shield. (USCG, 1999)

FIRE HAZARD: DANGEROUS, WHEN EXPOSED TO HEAT OR FLAME OR OXIDIZERS.

Explosive limits , vol% in air: 0.7-3.9

FOAM, CARBON DIOXIDE, DRY CHEMICAL.

VENTILATION CONTROL: THE BASIC ... METHODS ARE LOCAL EXHAUST VENTILATION & DILUTION OR GENERAL VENTILATION.|SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.

Octenes may be more irritant to mucous membranes, skin, and eyes than the lower homologues. /Octenes/

Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Ventilation. Remove all ignition sources. Collect leaking and spilled liquid in covered containers as far as possible. Absorb remaining liquid in dry sand or inert absorbent. Then store and dispose of according to local regulations. Do NOT wash away into sewer. Do NOT let this chemical enter the environment.

Fireproof. Separated from strong oxidants. Keep in the dark. Cool. Store in an area without drain or sewer access.

A harmful contamination of the air can be reached rather quickly on evaporation of this substance at 20 °C.

If this liquid is swallowed, aspiration into the lungs may result in chemical pneumonitis. Exposure at high levels could cause lowering of consciousness.

The substance defats the skin, which may cause dryness or cracking.

NO open flames, NO sparks and NO smoking. Closed system, ventilation, explosion-proof electrical equipment and lighting. Do NOT use compressed air for filling, discharging, or handling.

Use ventilation, local exhaust or breathing protection.

Protective gloves.

Wear safety spectacles.

| 1 - Materials that, under emergency conditions, can cause significant irritation.| 3 - Liquids and solids that can be ignited under almost all ambient temperature conditions. Materials produce hazardous atmospheres with air under almost all ambient temperatures or, though unaffected by ambient temperatures, are readily ignited under almost all conditions.| 0 - Materials that in themselves are normally stable, even under fire conditions.

1-Octene was detected in one of 10 influent samples at waste water treatment plants (POTWs) in the Great Lakes basin at a concn of <1 ppb(1). Exhaust from turbojet engines operated at simulated high-altitude flight conditions 0.06-36.1 ppmC (ppm carbon) of 1-octene(2). It was identified as a volatile emission from gasoline(3).

URBAN/SUBURBAN: 1-octene was qualitatively detected in air samples collected in Riverside, CA, 1990(1). It was qualitatively detected in roadside ambient air samples, date and location not provided(2). 1-Octene was qualitatively detected in samples taken in the Allegheny Mountain Tunnel of the Pennsylvania Turnpike, 1979(3).|INDOOR AIR: 1-Octene was listed as a volatile organic compound frequently found in new and renovated buildings(1).

Toxicity

1-Octene's production and use in the manufacture of high density polyethylene, linear low density polyethylene, plasticizers and surfactants(1) may result in its release to the environment through various waste streams(SRC). 1-Octene is emitted in auto exhaust, by turbines, and in brewing(1). It is also a volatile emission from gasoline(2). 1-Octene was identified in emissions in which the field burning of agricultural plastic was simulated in laboratory experiments(3).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 507(SRC), determined from a structure estimation method(2), indicates that 1-octene should have low to moderate mobility in soil(SRC). Volatilization of 1-octene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.627 atm-cu m/mole(SRC) from its vapor pressure, 17.4 mm Hg(3), and water solubility, 4.1 mg/l(4). The potential for volatilization of 1-octene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 17.4 mm Hg(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Based on pure culture studies, 1-octene has the potential to biodegrade under aerobic conditions in soil(5,6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 510(SRC), determined from an estimation method(2), indicates that 1-octene should adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.627 atm-cu m/mole(SRC) from its vapor pressure, 17.4 mm Hg(4), and water solubility, 4.1 mg/l(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 3.1 hours and 4.2 days, respectively(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be 37 hrs ignoring adsorption; when considering maximum adsorption, the volatilization half-life increases to 95 hrs(6). According to a classification scheme(7), a BCF of 660(SRC) estimated from its log Kow of 4.57(8) and a regression-derived equation(9), suggests the potential for bioconcentration in aquatic organisms is high. Based on pure culture studies, 1-octene has the potential to biodegrade under aerobic conditions in water(10,11).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-octene, which has a vapor pressure of 17.4 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-octene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 3.9 hrs(SRC), calculated from its rate constant of 3.X10-11 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3). Vapor-phase 1-octene is also degraded in the atmosphere by reaction with ozone molecules(SRC); the half-life for this reaction in air is estimated to be 23 hrs(SRC), calculated from its rate constant of 1.2X10-17 cu cm/molecule-sec at 25 °C(3) determined using a structure estimation method(3).

The rate constant for the vapor-phase reaction of 1-octene with photochemically-produced hydroxyl radicals has been estimated as 3.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 3.9 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 1-octene with ozone in the atmosphere has been estimated as 1.2X10-17 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 23 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(1). 1-Octene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum (>290 nm)(2).|Olefins are known to contribute to photochemical smog; their atmospheric reactions contribute to the formation of ozone and other photochemical oxidants and free radicals. Reaction of 1-octene with ozone in the dark produced heptanal, formaldehyde and OH radicals(1). The reaction in the present of sunlight, NO, and alkenes or aldehydes, produced carbonyls, alkyl nitrates and peroxyacyl nitrates. The carbonyl products of the gas-phase reaction of OH radicals with 1-octene were (product, yield): heptanal, 0.21; formaldehyde, 0.39(2). The product yield data suggest that the intermediate beta-hydroxylalkoxy radicals undergo isomerization as oppossed to reaction with O2 dominating for smaller members of the 1-alkene homologs(2,3).

An estimated BCF of 660 was calculated for 1-octene(SRC), using a log Kow of 4.57(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is high.

Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1-octene can be estimated to be 510(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-octene is expected to have a low to moderate mobility in soil.

The Henry's Law constant for 1-octene is estimated as 0.627 atm-cu m/mole(SRC) from its vapor pressure, 17.4 mm Hg(1), and water solubility, 4.1 mg/l(2). This Henry's Law constant indicates that 1-octene is expected to volatilize rapidly from water surfaces(3). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(3) is estimated as 3.1 hours(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(3) is estimated as 4.2 days(SRC). The volatilization half-life from a model pond 2 m deep is estimated to be 37 hrs ignoring adsorption; when considering maximum adsorption, the volatilization half-life increases to 95 hrs(4). 1-Octene's estimated Henry's Law constant(1,2) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of 1-octene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 17.4 mm Hg(1).

1-Octene has been identified as a volatile in heated peanut oil(1), beef(2,3), chick peas(4), and fried chicken(5). 1-Octene was detected as an emission from hot rape seed oil(6).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 485 workers (16 of these are female) are potentially exposed to 1-octene in the US(1). Occupational exposure to 1-octene may occur through inhalation and dermal contact with this compound at workplaces where 1-octene is produced or used(SRC). The general population may be exposed to 1-octene by inhalation of ambient air, ingestion of food containing 1-octene, or dermal contact due to its presence in gasoline(2) containing 1-octene(SRC). The general population may also be exposed to 1-octene by inhalation because of its presence in new and renovated buildings(3).

Drug Information

All octenes are metabolically hydroxylated, conjugated, and excreted from the mammalian system. /Octenes/

IN THE PRESENCE OF 4,5-EPOXY-N-OCTANE, 1,2-EPOXY-N-OCTANE AND N-OCTANE-1,2-DIOL WERE PRODUCED FROM N-1 OCTENE. THESE EPOXIDES WERE CAPABLE OF INHIBITING EPOXY HYDROLASE IN VITRO.|1-BUTANOL & GAMMA-BUTYROLACTONE INDUCED 1-OCTENE EPOXIDATION OF PSEUDOMONAS AERUGINOSA CELLS.|BINDING WAS INVESTIGATED OF DIFFERENT 1-ALKENES TO CYTOCHROME P450 IN MICROSOMES FROM F344 RATS.

Generally low toxicity. Mildly anesthetic at high vapor concentrations. May irritate eyes. (USCG, 1999)

INHALATION: remove from exposure; support respiration. INGESTION: do NOT induce vomiting. (USCG, 1999)


Fresh air, rest.


Remove contaminated clothes. Rinse and then wash skin with water and soap.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

In humans, they cause headache, inability to pay sustained attention, vertigo, nausea, and CNS depression. Octenes may be more irritant to mucous membranes, skin, and eyes than the lower homologues. /Octenes/|Octenes, when ingested, may rapidly be aspirated into the lungs and may act as a simple asphyxiant. /Octenes/

1-octene

The substance can be absorbed into the body by inhalation of its vapour.

Drowsiness. Dizziness.


Dry skin.

1-Octene Use and Manufacturing

Methods of Manufacturing

It is produced by the action of bromopentane first with metal magnesium and then with bromopropene. The Grignard reagent was synthesized with magnesium metal, anhydrous ether, and methyl iodide, and then a mixture of bromopentane and anhydrous ether was added under boiling, and the mixture was refluxed for 2 hours after the addition. Then gradually add the ether mixture of bromopropene, when the reaction is stable, reflux for another 1h, and then add water to decompose it. After separating the ether layer, the ether is recovered, the residue is fractionated, and the fraction with a boiling point of 115-123°C is collected as the crude product. Add sodium metal to the crude product to reflux for 2h, cool and filter, and then perform efficient fractionation. The fraction with a collection point of 121-122.5°C is the finished product.

Uses

1-Octene is prepared by first reacting pentane with magnesium metal and then with propylene bromide. It is an important straight-chain olefin and is often used as a raw material for polyethylene comonomers, plasticizers, surfactants, and synthetic lubricants. 1-Octene as a comonomer produces polyethylene with excellent performance and high added value. The linear low-density polyethylene (LLDPE) produced by 1-Octene copolymerization has high melt strength, good tensile properties, impact resistance and environmental stress cracking resistance, and can significantly improve the mechanical processing properties, heat resistance, softness and transparency of polyethylene. In terms of improving the tear strength and breaking strength of LLDPE, 1-Octene is also significantly better than other а-olefins. In addition, 1-Octene is also used to produce high- and medium-density polyethylene pipes, and the produced pipes have better toughness and more excellent creep resistance.

Production

500,000,000 - 750,000,000 lb|(1972) 1.6X10+11 G (ALL C6-C20 ALPHA-OLEFINS)|(1975) 1.7X10+11 G (EST-LINEAR ALPHA OLEFINS)

Grades: 95%, 99% research

All other basic organic chemical manufacturing|1-Octene: ACTIVE|Petroleum refineries|Octene: ACTIVE|Alkenes, C7-9, C8-rich: ACTIVE|Alkenes, C8-9 .alpha.-: INACTIVE

A SIMPLE GAS CHROMATOGRAPHY TECHNIQUE IS UTILIZED IN MEASURING FRACTIONS OF JET ENGINE EXHAUST.

Food additives -> Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT; -> JECFA Functional Classes|Flavoring Agents -> JECFA Flavorings Index

Flavoring Agents|Flavouring Agent -> FLAVOURING_AGENT;

Computed Properties

Molecular Weight:112.21
XLogP3:4.6
Rotatable Bond Count:5
Exact Mass:112.125200510
Monoisotopic Mass:112.125200510
Heavy Atom Count:8
Complexity:46
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

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