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Home > Encyclopedia > 1-Hexene

1-Hexene

1-Hexene structure

1-Hexene 

structure

Description

1-Hexene belongs to the category of α-olefins, which are a subset of unsaturated hydrocarbons characterized by the presence of a double bond situated at the alpha position, specifically on the first carbon atom within their molecular structure. This particular compound is a colorless liquid possessing a relatively mild and subtle fragrance. The production of 1-Hexene typically involves the process of oligomerization, wherein smaller molecules of ethylene are chemically combined to form larger, more complex molecules.

1-Hexene Basic Attributes

84.16

84.16

1209240

209-753-1

B38ZZ8C206

0490

74121

2370

DTXSID4025402

Colorless liquid

2901299090

Characteristics

0

3.39

Clear colorless Liquid

0.6731 g/cm3 @ Temp: 20 °C

-139.7 °C

63.4 °C @ Press: 760 Torr

−19 °F

1.408

H2O: 0.005 g/100 mL

Refrigerator

155 mm Hg ( 21.1 °C)

3 (vs air)

vol% in air: 1.2.9

3.75e-11 cm3/molecule*sec

Hydroxyl radical rate constant= 3.75X10-11 cu cm/molecule-sec at 25 °C

Highly flammable. Insoluble in water.

Hydrocarbons, Aliphatic Unsaturated

Highly Flammable

1--HEXENE may react vigorously with strong oxidizing agents. May react exothermically with reducing agents to release hydrogen gas.

521 °F (USCG, 1999)|487 °F (253 °C)|253 °C

The vapour is heavier than air and may travel along the ground; distant ignition possible. The vapour is heavier than air and may accumulate in lowered spaces causing a deficiency of oxygen.

Safety Information

II

3

UN 2370 3/PG 2

1

11-65-67-51/53

9-16-23-29-62-57-33-22

MP6670000

F,Xn,N

Fireproof. Separated from oxidants. Cool. Store in an area without drain or sewer access.

Stable. Highly flammable - note low flash point. Incompatible with strong oxidizing agents, strong acids, combustible material.

P210-P301 + P310-P331

H225-H304

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.

... CAN REACT VIGOROUSLY WITH OXIDIZING MATERIALS.

UN 2370

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)|Extremely flammable. Vapour/air mixtures are explosive.|Flammable - 3rd degree

|Danger|H225 (97.9%): Highly Flammable liquid and vapor [Danger Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P280, P301+P310, P303+P361+P353, P305+P351+P338, P331, P337+P313, P370+P378, P403+P235, P405, and P501|Aggregated GHS information provided by 334 companies from 16 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, P271, P280, P301+P310, P303+P361+P353, P304+P340, P312, P331, 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)

Approved organic vapor respirator or air-line mask; protective goggles or face shield. (USCG, 1999)

A very dangerous fire and explosion hazard when exposed to heat, flame, or oxidizers.

A very dangerous ... explosion hazard when exposed to heat, flame, or oxidizers.|Explosive limits , vol% in air: 1.2-6.9

To fight fire, use dry chemical, carbon dioxide, foam.

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.

/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Fire or Explosion: 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. Substances may be transported hot.|/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Health: Inhalation or contact with material may irritate or burn skin and eyes. Fire may produce irritating, corrosive and/or toxic gases. Vapors may cause dizziness or suffocation. Runoff from fire control or dilution water may cause pollution.|/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Public Safety: CALL Emergency Response Telephone Number ... . As an immediate precautionary measure, isolate spill or leak area for at least 50 meters (150 feet) in all directions. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate closed spaces before entering.|/GUIDE 128: FLAMMABLE LIQUIDS (NON-POLAR/WATER-IMMISCIBLE)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection.|For more DOT Emergency Guidelines (Complete) data for 1-HEXENE (8 total), please visit the HSDB record page.

No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.

A low moderate irritant to the skin and eyes.

Evacuate danger area! Consult an expert! Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Remove all ignition sources. Do NOT wash away into sewer. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Fireproof. Separated from oxidants. 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.

The substance is mildly irritating to the eyes and respiratory tract. 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 goggles.

| 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-Hexene was identified, not quantified, in automobile emissions in Canada(1) and 4-stroke lawn mowers(2). The emission rate of 1-hexene from typical automobiles was reported as 13 mg per liter of gasoline(3). The emission rate of 1-hexene from ferries with diesel engines was reported as 0.6 and 0.1 mg/kWh(4). Car exhaust in London, England contained 1-hexene at an avg concn of 189 ppb(5).

SOURCE DOMINATED: 1-Hexene was reported at an avg concn of 0.1388 ppb along roadsides and at 0.130 ppb at airports in Atlanta, GA(1). The concn of 1-hexene at an unspecified street in London, England was reported as 2 ppb(2). 1-Hexene was reported in the Caldecott Tunnel, CA at a mean concn of 4.6 mg/l in August of 1994 when low oxygenated fuels (0.3%) were being employed in the San Francisco area(3). 1-Hexene was reported in the Caldecott Tunnel, CA at a mean concn of 5.4 mg/l in October of 1994 when high oxygenated fuels (2%) were being employed in the San Francisco area(3). 1-Hexene was identified, not quantified, in the Tingstad Tunnel, Sweden(4).|URBAN/SUBURBAN: 1-Hexene was reported in urban air in Porto Alegre, Brazil in 1996 at a mean concn of 1.1 mg/cu m(1). 1-Hexene was reported in 1993 at an avg concn of 0.40 ug/cu m (not detected to 1.30 ug/cu m) in Los Angeles, CA(2). 1-Hexene was detected in Tulsa, OK at concns of not detected to 0.7 ppb(3). 1-Hexene was detected at concns of 0.002-0.051 parts per trillion in southwest France(4).|RURAL/REMOTE: 1-Hexene was detected in the atmosphere of the Borden Forest, Canada in 1993 at concns of 0.001-0.008 ppb during daytime hours and 0.002-0.01 ppb during nighttime hours(1).

Toxicity

1-Hexene's production and use in the synthesis of flavors, perfumes, dyes and resins(1) may result in its release to the environment through various waste streams(SRC).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 1,660(SRC), determined from a log Kow of 3.39(2) and a regression-derived equation(3), indicates that 1-hexene is expected to have low mobility in soil. Volatilization of 1-hexene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.41 atm-cu m/mole(SRC), from its vapor pressure of 187.6 mm Hg(4) and water solubility of 50 mg/l(5). Volatilization of 1-hexene from dry soil surfaces may occur based upon the vapor pressure of 1-hexene(4). 1-Hexene's linear hydrocarbon structure would suggest that biodegradation is an important process in soil(6).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 1,660(SRC), determined from a log Kow of 3.39(2) and a regression-derived equation(3), indicates that 1-hexene is expected to 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 0.41 atm-cu m/mole(SRC), from its vapor pressure of 187.6 mm Hg(4) and water solubility of 50 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 1 and 87 hours, respectively(SRC). According to a classification scheme(6), an estimated BCF of 81(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is moderate. 1-Hexene's linear hydrocarbon structure would suggest that biodegradation is an important process in water(8).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-hexene, which has a vapor pressure of 183.7 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1-hexene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals and ozone molecules(SRC). The half-life for the reaction with hydroxyl radicals is estimated to be 10 hours(SRC) calculated from its rate constant of 3.75X10-11 cu cm/molecule-sec at 25 °C(3). The half-life for the reaction with ozone molecules is estimated to be 23 hours(SRC) calculated from its rate constant of 1.17X10-17 cu cm/molecule-sec at 25 °C(4).

The rate constant for the vapor-phase reaction of 1-hexene with photochemically-produced hydroxyl radicals has been measured as 3.75X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 10 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). The rate constant for the vapor-phase reaction of 1-hexene with ozone molecules has been measured as 1.17X10-17 cu cm/molecule-sec at 25 °C(2). This corresponds to an atmospheric half-life of about 23 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). 1-Hexene is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(3) nor to directly photolyze due to the lack of absorption in the environmental UV spectrum.

An estimated BCF of 81 was calculated for 1-hexene(SRC), using a log Kow of 3.39(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is moderate.

The Koc of 1-hexene is estimated as 1,660(SRC), using a log Kow of 3.39(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 1-hexene is expected to have low mobility in soil.

The Henry's Law constant for 1-hexene is estimated as 0.41 atm-cu m/mole(SRC) from its vapor pressure, 183.7 mm Hg(1), and water solubility, 50 mg/l(2). This Henry's Law constant indicates that 1-hexene 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 1 hour(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 87 hours(SRC). Volatilization of 1-hexene from dry soil surfaces may occur(SRC) based upon the vapor pressure(1).

1-Hexene was identified, not quantified, in chickpeas(1).

NIOSH (NOES Survey 1981-1983) has statistically estimated that 300 workers (4 of these are female) are potentially exposed to 1-hexene in the US(1). Occupational exposure to 1-hexene may occur through inhalation and dermal contact with this compound at workplaces where 1-hexene is produced or used(SRC). 1-Hexene was reported in the breathing zones of refinery personnel at a mean concn of 0.019 mg/cu m(2). 1-Hexene was reported in the breathing zones of gasoline transport drivers at a mean concn of 0.088 mg/cu m(2) and in the breathing zones of gasoline station attendants at a mean concn of 0.281 mg/cu m(2). The general population may be exposed to 1-hexene via inhalation of ambient air and dermal contact with this compound and other consumer products containing 1-hexene(SRC).

Drug Information

The epoxidation of 1-hexene (1a) and 2-methyl-1-hexene (1b), two hydrocarbons present in the ambient air as pollutants, is catalyzed by some human and rat P450 enzymes. The enantioselectivities of these processes, when the reactions were carried out using rat and human liver microsomal preparations, were modest and dependent on both P450 composition and substrate concentrations. Various p450 isoforms (rat p450 2B1 and human P450 2C10 and 2A6) catalyzed the double bond oxidation of 1a and 1b with different product enantioselectivities. In the case of 1a, a moderately enantioselective hydroxylation at the allelic C(3) with the formation of 1-hexen-3-ol (4a) by microsomes from control or preinduced rats was also observed. The oxidation of this metabolite was, in turn, catalyzed by rat liver microsomes and mainly by rat p450 2C11, leading exclusively to the formation of 1-hexen-3-one, with no double bond epoxidation being observed. The stereochemical course of the microsomal epoxide hydrolase-catalyzed hydrolysis of the epoxy alcohols, threo-(:)- and erythro-(:)-1,2-epoxyhexan-3-ol, theoretically expected to be formed from 4a, has been investigated.

Alpha-olefins of C4, C6-C15 and >C20 are by-products of oligomerization reactions.

Inhalation may cause giddiness or incoordination similar to that from gasoline vapor. Prolonged exposure to high concentrations may induce loss of consciousness or death. (USCG, 1999)

SKIN OR EYES: wash exposed skin areas with soap and water; thoroughly flush eyes with water to remove any splashes; launder contaminated clothing before reuse. (USCG, 1999)


Fresh air, rest.


Remove contaminated clothes. Rinse skin with plenty of water or shower.


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

Basic Treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... Anticipate seizures and treat as necessary ... For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... Treat frostbite with rapid rewarming techniques ... /Aliphatic hydrocarbons and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or in respiratory arrest. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Consider drug therapy for pulmonary edema ... Treat seizures with diazepam (Valium) ... Use proparacaine hydrochloride to assist eye irrigation ... /Aliphatic hydrocarbons and related compounds/

A low moderate irritant to the skin and eyes.|When inhaled, it produces CNS depression in humans at a concentration of about 0.1%, with accompanying mucous membrane irritation, vertigo, vomiting, and cyanosis.

1-hexene

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

Cough. Dizziness. Drowsiness. Sore throat. Vomiting. Unconsciousness.


Dry skin.


Redness.

1-Hexene Use and Manufacturing

Methods of Manufacturing

Suspend 1 mol of hexamine in 9 mol 25% sodium hydroxide aqueous solution, add 4 mol of dimethyl sulfate in multiple batches, and shake under cooling. The quaternary ammonium salt is separated as a viscous oil, and the oily quaternary ammonium salt is dissolved in 1.5 mol 20 % Dilute sulfuric acid, reflux for 2h, cool, add a little excess barium hydroxide solution, filter out the barium sulfate precipitation, reduce the compression of the filtrate at 50℃, add 4mol50% potassium hydroxide for distillation, the distillate is separated into the water layer and the oil layer Washing with dilute sulfuric acid to remove amine, then washing with water, and then distilling after drying to obtain hexene, the yield is 66%.

Uses

Used in the manufacture of spices, dyes and synthetic resins

Production

750,000,000 - 1,000,000,000 lb|(1972) 1.6X10+11 G (ALL C6-C20 ALPHA-OLEFINS)|(1975) 1.7X10+11 G(EST-LINEAR ALPHA-OLEFINS)

AN ESTIMATED 5.5X10+9 GRAMS OF ISOLATED 1-HEXENE WAS USED AS A COMONOMER FOR HIGH DENSITY POLYETHYLENE (1974)

Grade: 95%, 99% research

All other basic organic chemical manufacturing|1-Hexene: ACTIVE|Alkenes, C6-9 .alpha.-: ACTIVE|Alkenes, C6-7 .alpha.-: INACTIVE|THE REACTION OF 1-HEXENE WITH OZONE PRODUCED A LARGE QUANTITY OF CONDENSATION NUCLEI (APPROXIMATELY 85,000 PARTICLES/ML).

DESCRIPTION OF A SIMPLE GAS CHROMATOGRAPHY TECHNIQUE FOR COMPOUND CLASS ANALYSIS OF JET ENGINE EXHAUST.|UTILIZES GAS CHROMATOGRAPHIC SEPARATION ON A CAPILLARY COLUMN CONNECTED TO A FLAME IONIZATION DETECTOR OR A MASS SPECTROMETER TO DETERMINE ORGANIC COMPD IN INDOOR AIR.

Fire Hazards -> Flammable - 3rd degree

Computed Properties

Molecular Weight:84.16
XLogP3:3.4
Rotatable Bond Count:3
Exact Mass:84.093900383
Monoisotopic Mass:84.093900383
Heavy Atom Count:6
Complexity:29
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Downstream Products

Price Analysis

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