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Home > Encyclopedia > cis-2-Butene

cis-2-Butene

cis-2-Butene structure

cis-2-Butene 

structure
  • CAS No:

    590-18-1

  • Formula:

    C4H8

  • Chemical Name:

    cis-2-Butene

  • Synonyms:

    2-Butene,(2Z)-;2-Butene,(Z)-;(2Z)-2-Butene;cis-2-Butylene;cis-1,2-Dimethylethylene;cis-2-Butene;(Z)-2-Butene;β-cis-Butylene;cis-Butene;Z-Butene

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

colourless gas


2-butene appears as a colorless liquefied petroleum gas. Asphyxiate gas. Flammability limits in air 1.8-9.7% by volume.


2-butene appears as a colorless liquefied petroleum gas. Asphyxiate gas. Flammability limits in air 1.8-9.7% by volume.

cis-2-Butene Basic Attributes

56.10630

56.11

209-673-7

1012|1075

DTXSID1026748

Colorless gas

Characteristics

0

1.58240

GasVapor; Liquid

0.616 g/cm3

-138.9 °C

3.7 °C

-12ºC

1.384

Solubility in water: none

Keep container tightly closed in a dry and well-ventilated place. Contents under pressure. Storage class (TRGS 510): Gases

1414 mm Hg ( 21 °C)

Relative vapour density (air = 1): 1.9

Lower flammable limit: 1.7% by volume; Upper flammable limit: 9.0% by volume

Explosive limits , vol% in air: 1.7-9.0

Slightly aromatic odor

Henry's Law constant = 1.54X10-1 atm-cu m/mol at 25 °C (est)

Hydroxyl radical reaction rate constant = 6.00X10-11 cu cm/mole-sec at 25 °C (isomer average)|Ozone reaction rate constant = 2.65X10-16 cu cm/mole-sec at 25 °C (est isomer average)

Highly flammable. Insoluble in water.

Hydrocarbons, Aliphatic Unsaturated

Highly Flammable

The unsaturated aliphatic hydrocarbons, such as 2-BUTENE-CIS, are generally much more reactive than the alkanes. Strong oxidizers may react vigorously with them. Reducing agents can react exothermically to release gaseous hydrogen. In the presence of various catalysts (such as acids) or initiators, compounds in this class can undergo very exothermic addition polymerization reactions. Aluminum borohydride reacts with alkenes and in the presence of oxygen, combustion is initiated even in the absence of moisture.

Safety Information

2.1

UN 1012

3

R12

S9-S16-S33

F+

Fireproof. Store outside or in a separate well-ventilated building. Cool.

Stable, but prone to polymerization in the presence of suitable catalysts. Extremely flammable. Readily forms explosive mixtures with air. Can lead to flash fires. Incompatible with strong oxidizing agents, halogens, halogen acids, magnesium perchlorate.

P210, P377, P381, P403

H220

SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.|Product: Burn in a chemical incinerator equipped with an afterburner and scrubber but exert extra care in igniting as this material is highly flammable. Offer surplus and non-recyclable solutions to a licensed disposal company. Contact a licensed professional waste disposal service to dispose of this material. Contaminated packaging: Dispose of as unused product.

Incompatible materials: Strong oxidizing agents.

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket. (ERG, 2016)|Flammable - 4th degree

|Danger|H220 (100%): Extremely flammable gas [Danger Flammable gases]|P210, P377, P381, P403, and P410+P403|Aggregated GHS information provided by 595 companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H220: Extremely flammable gas [Danger Flammable gases]

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: As an immediate precautionary measure, isolate spill or leak area for at least 100 meters (330 feet) in all directions. LARGE SPILL: Consider initial downwind evacuation for at least 800 meters (1/2 mile). FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 1600 meters (1 mile) in all directions; also, consider initial evacuation for 1600 meters (1 mile) in all directions. In fires involving Liquefied Petroleum Gases (LPG) (UN1075); Butane, (UN1011); Butylene, (UN1012); Isobutylene, (UN1055); Propylene, (UN1077); Isobutane, (UN1969); and Propane, (UN1978), also refer to BLEVE - SAFETY PRECAUTIONS (ERG page 368). (ERG, 2016)

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: 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. If possible, turn leaking containers so that gas escapes rather than liquid. Use water spray to reduce vapors or divert vapor cloud drift. Avoid allowing water runoff to contact spilled material. Do not direct water at spill or source of leak. Prevent spreading of vapors through sewers, ventilation systems and confined areas. Isolate area until gas has dispersed. CAUTION: When in contact with refrigerated/cryogenic liquids, many materials become brittle and are likely to break without warning. (ERG, 2016)

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids. (ERG, 2016)|Skin protection: Handle with gloves.|Eye/face protection: Face shield and safety glasses Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).|Body Protection: Impervious clothing. Flame retardant antistatic protective clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.|Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type AXBEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Advice for firefighters: Wear self-contained breathing apparatus for firefighting if necessary. Further information: Use water spray to cool unopened containers.

Special hazards arising from the substance or mixture: Carbon oxides

ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Methods and materials for containment and cleaning up: Clean up promptly by sweeping or vacuum.

Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.|Avoid inhalation of vapor or mist. Use explosion-proof equipment. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.|ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures: Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Remove all sources of ignition. Evacuate personnel to safe areas. Beware of vapors accumulating to form explosive concentrations. Vapors can accumulate in low areas. Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains.|Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.|SRP: The scientific literature for the use of contact lenses by industrial workers is inconsistent. The benefits 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 115 GASES - FLAMMABLE (Including Refrigerated Liquids)/ Fire or Explosion: EXTREMELY FLAMMABLE. Will be easily ignited by heat, sparks or flames. Will form explosive mixtures with air. Vapors from liquefied gas are initially heavier than air and spread along ground. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Methane (UN1971) are lighter than air and will rise. Hydrogen and Deuterium fires are difficult to detect since they burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.) Vapors may travel to source of ignition and flash back. Cylinders exposed to fire may vent and release flammable gas through pressure relief devices. Containers may explode when heated. Ruptured cylinders may rocket. /Butylene/|/GUIDE 115 GASES - FLAMMABLE (Including Refrigerated Liquids)/ Health: Vapors may cause dizziness or asphyxiation without warning. Some may be irritating if inhaled at high concentrations. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases. /Butylene/|/GUIDE 115 GASES - FLAMMABLE (Including Refrigerated Liquids)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. As an immediate precautionary measure, isolate spill or leak area for at least 100 meters (330 feet) in all directions. Keep unauthorized personnel away. Stay upwind, uphill and/or upstream. Many gases are heavier than air and will spread along ground and collect in low or confined areas (sewers, basements, tanks). /Butylene/|/GUIDE 115 GASES - FLAMMABLE (Including Refrigerated Liquids)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. Always wear thermal protective clothing when handling refrigerated/cryogenic liquids. /Butylene/|For more DOT Emergency Guidelines (Complete) data for 2-Butene (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. Butylene is included on the dangerous goods list. /Butylene/|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials. Butylene is included on the dangerous goods list. /Butylene/

2-Butene is a mild mucous membrane irritant.

2-Butene was listed as a compound present in both gasoline and the exhaust from motor vehicles(1). The estimated annual emissions of 2-butene from gasoline powered vehicles in the UK in 1983 was 5.58 kilo tons(1). The average concentration of 2-butene in the exhaust of 67 Australian gasoline vehicles was 1.1% w/w of the total non methane hydrocarbons(2). 2-Butene was identified as a stack emission from a waste incinerator(3).|2-Butene was identified, not quantified, in automobile emissions in Canada(1) and 4-stroke lawn mowers(2). The emission rate of 2-butene from typical automobiles was reported as 27-37 mg per liter of gasoline(3). The emission rate of 2-butene from ferries with diesel engines was reported as 0.1-0.3 mg/kWh(4). Car exhaust in London, England contained 2-butene at an avg concentration of 648 and 822 ppb(5). 2-Butene was detected at concentrations of 1.12-5.7 ug/cu m in the effluent of a Swedish cat-cracking refinery(6).

URBAN/SUBURBAN: 2-Butene was detected, but not quantified, in the air of Elizabeth and Pine Barrens, NJ, 1979(1). The concentration of 2-butene taken from the top of an 82 story building at noon in New York City, 1977, ranged from 5.0-6.7 ug/cu m(2). The average concentration of 2-butene and isobutene, measured in 780 samples from Houston, TX, Summer 1977, was 4 ppb(3). The concentration of 2-butene in downtown Houston obtained during two separate day-long sampling expeditions in July of 1973 ranged from not detected to 0.012 ppm and from not detected to 0.02 ppm in three sampling expeditions in Pasadena, TX(4). The concentration of 2-butene in two rooftop samples taken in Riverside, CA, 1965-66 was 10.5 and 2.0 ppb, respectively(5). 2-Butene was qualitatively identified in roadway air samples(6). 2-Butene, as a mixture with 1,3-butadiene, was determined in the air of Jones State Forest, TX, in 1978(7).|URBAN/SUBURBAN: The estimated annual mean concentration of 2-butene in London, England is 3 ug/cu m(1). The observed background level of 2-butene in Sidney, Australia, was 5.1 ug/cu m(1). The mean concentration of 2-butene in urban, rural, and polluted rural locations in NW England, 1983, was 27.6, <2.1 and 5.6 ppb, respectively(2). The average concentration of 2-butene in Sidney, Australia, 1979-1980, was 2.1 ppb(3).|URBAN/SUBURBAN: 2-Butene was reported in urban air in Porto Alegre, Brazil in 1996 at a mean concentration of 2.3 and 3.2 mg/cu m(1). 2-Butene was detected in 1993 at an avg concentration of 0.75 ug/cu m (not detected-3.0 ug/cu m) in Los Angeles, CA(2). 2-Butene was detected in 53% of the air samples obtained in Atlanta, GA at concentrations of 0.1-0.15 ppb(3). Mean concentrations of 3-13.9 ppb 2-butene were reported for various sites around Vienna, Austria(4).|RURAL/REMOTE: 2-Butene was detected in the atmosphere of the Borden Forest, Canada in 1993 at concentrations of 0.02-0.1 ppb during daytime hours and 0.01-0.09 ppb during nighttime hours(1). 2-Butene was detected in Egbert, Canada at a concentration of 0.166-0.038 ppb(2). 2-Butene (trans) was detected in the Kejimkujik National Park, Nova Scotia (not detected-0.05 ppb), Lac la Flamme, Canada (not detected-0.03 ppb), Egbert, Canada (not detected-0.02 ppb) and Saturna Island, Canada (not detected-0.03 ppb)(3). 2-Butene was qualitatively detected in the Eggegebirge Forest, West Germany, 1988(4).|SOURCE DOMINATED: 2-Butene was reported at average concentrations of 0.334-0.408 ppb along roadsides and at 0.149-0.159 ppb at airports in Atlanta, GA(1). The concentration of 2-butene at an unspecified street in London, England was reported as 7.1-9 ppb(2). 2-Butene was reported in the Caldecott Tunnel, CA at mean concentration of 6.6-11.2 mg/l in August of 1994 when low oxygenated fuels (0.3%) were being employed in the San Francisco area(3). 2-Butene was reported in the Caldecott Tunnel, CA at a mean concentration of 13.6-15 mg/l in October of 1994 when high oxygenated fuels (2%) were being employed in the San Francisco area(3). At 16 locations during the summer, monsoon, and winter season 2004 in the Thane Belapur Industrial Area in Mumbai, 2-butene was identified but not quantified, as a volatile component in source air samples collected in the vicinity of processing units and storage plants of industrial units in the sampling area(4).

2-Butene was detected at an average concentration of 126.3 ug/m cu in samples collected on June 9, 2004 at a gasoline service station in Rio de Janeiro(1). In samples from various dairy silages and feed samples collected from a commercial dairy in California, 2-butene was detected in the volatile emissions at average concentrations of 23.37, 2.82, 4.38, and 1.59 nL/L in corn silage, alfalfa silage, high moisture ground corn, and total mixed rations, respectively(2).

Toxicity

IDENTIFICATION AND USE: 2-Butene is a colorless gas. It is used as a solvent and a cross-linking agent. It is also used to polymerize gasoline, and for butadiene synthesis, as well as the synthesis of derivatives. HUMAN STUDIES: 2-Butene is an asphyxiant gas. Rapid evaporation of liquid 2-butene may cause frostbite. it may cause effects on the CNS. Exposure may result in unconsciousness. ANIMAL STUDIES: Rats were exposed for 4 hr to 2-butene at a nominal concentration of 10,000 ppm (22,948 mg/cu m). No clinical signs were seen and normal growth occurred over the 14 d observation period. 2-Butene is a cardiac sensitizer in dogs. In developmental studies in rats, there were no effects on mating behavior, fertility and gestation indices, the number of implantation sites and corpora lutea per dam, numbers of pups delivered, viability of pups at and after birth and the pup sex ratio when compared to the control group. There were no treatment-related effects on the development of pups. Male and female rats were exposed to 2-butene at target concentrations of 2500 or 5000 ppm (5737 or 11,474 mg/cu m) for two weeks prior to breeding, during breeding (1 week) and until day 19 of gestation (39-46 days of exposure). No significant systemic toxicity occurred in either sex, or in pregnant female rats. 2-Butene is a CNS depressant. About 13 to 13.5% (300 or 400 mg/L) causes deep CNS depression, and in mice about 19% (120 to 420 mg/L) is fatal. It is a mild mucous membrane irritant. A chromosome aberration study was conducted with 2-butene in rat lymphocytes in vito. No significant increases were seen in the frequency of chromosome aberrations either in the presence or absence of a metabolic activation. 2-Butene was not mutagenic to S. typhimurium TA98, TA100, TA1535, TA 1537 and E.coli WP2uvrA, with or without metabolic activation.

LC50 Mice, inhalation 425 ppm /the duration of exposure is not stated/

2-Butene is an anthropogenic compound and it is not known to exist in nature(1).

2-Butene's production and use in the production of gasolines, butadiene and other chemicals(1) may result in its release to the environment through various waste streams(SRC). 2-Butene is an isomeric mixture of trans-and cis-2-butene recovered from refining gases or produced by petroleum cracking(2). 2-Butene occurs in coal gas and has been detected in diesel exhaust(2). 2-Butene has been identified as a constituent of tobacco smoke(3).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a log Kow of 1.85(2) and a regression-derived equation(3), indicates that 2-butene is expected to have very high mobility in soil(SRC). Volatilization of 2-butene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.54X10-1 atm-cu m/mole(SRC), using a fragment constant estimation method(4). 2-Butene is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1600 mm Hg at 25 °C(5). Biodegradation data in soil were not available(SRC, 2018). However, based on pure culture studies resulting in oxidation of cis- and trans-2-butene and subsequent accumulation of the metabolite(6), primary biodegradation may be an important environmental fate process under certain conditions in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a log Kow of 1.85(2) and a regression-derived equation(3), indicates that 2-butene is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 1.54X10-1 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 2 hours and 3 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 8(SRC), from its log Kow(2) and a regression-derived equation(3), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data in water were not available(SRC, 2018). However, based on pure culture studies resulting in oxidation of cis- and trans-2-butene and subsequent accumulation of the metabolite(7), primary biodegradation may be an important environmental fate process under certain conditions in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 2-butene, which has a vapor pressure of 1600 mm Hg at 25 °C(2), is expected to exist solely as a gas in the ambient atmosphere. Gas-phase 2-butene 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 6.4 hours(SRC), calculated from its rate constant of 6.00X10-11 cu cm/molecule-sec at 25 °C(3). The rate constant for the vapor-phase reaction of 2-butene with ozone has been measured in the range of 5.98X10-17 to 4.32X10-16 cu cm/molecule-sec at 25 °C(4). This corresponds to an atmospheric half-life of about 0.64 to 4.6 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4). The rate constant for the gas-phase nighttime reaction of 2-butene with nitrate radicals has been measured in the range of 1.89X10-13 to 2.11X10-13 cu cm/molecule-sec at 25 °C(5). This corresponds to an atmospheric half-life of about 0.5 hours at an atmospheric concentration of 2X10+9 nitrate radicals per cu cm(5). 2-Butene does not contain chromophores that absorb at wavelengths >290 nm(6) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

The rate constant for the vapor-phase reaction of 2-butene with photochemically-produced hydroxyl radicals has been estimated as 6.00X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 6.4 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(SRC). The rate constant for the vapor-phase reaction of 2-butene with ozone has been measured in the range of 5.98X10-17 to 4.32X10-16 cu cm/molecule-sec at 25 °C(2). This corresponds to an atmospheric half-life of about 0.64 to 4.6 hours at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(2). The rate constant for the gas-phase nighttime reaction of 2-butene with nitrate radicals has been measured in the range of 1.89X10-13 to 2.11X10-13 cu cm/molecule-sec at 25 °C(3). This corresponds to an atmospheric half-life of about 0.5 hours at an atmospheric concentration of 2X10+9 nitrate radicals per cu cm(3). 2-Butene is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(4). 2-Butene does not contain chromophores that absorb at wavelengths >290 nm(4) and, therefore, is not expected to be susceptible to direct photolysis by sunlight(SRC).

An estimated BCF of 8 was calculated in fish for 2-butene(SRC), using a log Kow of 1.85(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC).

The Koc of 2-butene is estimated as 40(SRC), using a log Kow of 1.85(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that 2-butene is expected to have very high mobility in soil.

The Henry's Law constant for 2-butene is estimated as 1.54X10-1 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 2-butene is expected to volatilize rapidly from water surfaces(2). 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)(2) is estimated as 2 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)(2) is estimated as 3 days(SRC). 2-Butene's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). 2-Butene is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 1600 mm Hg at 25 °C(3).

According to the 2016 TSCA Inventory Update Reporting data, 1 reporting facility estimates the number of persons reasonably likely to be exposed during the manufacturing, processing, or use of 2-butene in the United States may be as low as 25 workers and as high as 49 workers per plant; the data may be greatly underestimated due to confidential business information (CBI) or unknown values(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 545 workers (0 of these are female) were potentially exposed to 2-butene in the US(1). Occupational exposure, especially workers in the petroleum industry, are likely exposed to 2-butene via inhalation and dermal contact with this compound at workplaces where 2-butene is produced or used(SRC). Workers were exposed to 2-butene during the loading of gasoline at bulk or marine terminals(2). Monitoring and use data indicate that the general population may be exposed to 2-butene via inhalation of ambient air especially near combustion fuel exhaust sources, inhalation of tobacco smoke, and dermal contact with consumer products containing 2-butene, especially during the use of gasoline products(SRC).

2-Butene has been detected in exhaled air. In the majority of subjects, concentrations of the cis- form were greater than those for the trans- isomer(1). Of 18 personal air samples from attendants at a high volume gasoline service station in PA, 1983, 2-butene was detected but not quantified in 17 samples and measured in one sample at a concentration of 0.1 ppm(2). Workers in the petroleum field are likely to be exposed to 2-butene by inhalation of gasoline fumes during the production, transport or dispensing of motor fuels; personal air samples taken for workers in the petroleum industry indicated that 14 of 56 outside operators, 48 of 49 transport drivers and 48 of 49 service attendants were exposed to 2-butene(3).

Drug Information

2-Butene has been detected in exhaled air. In the majority of subjects, concentrations of the cis form were greater than those for the trans isomer.

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: Vapors may cause dizziness or asphyxiation without warning. Some may be irritating if inhaled at high concentrations. Contact with gas or liquefied gas may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases. (ERG, 2016)

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]: Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. Clothing frozen to the skin should be thawed before being removed. In case of contact with liquefied gas, thaw frosted parts with lukewarm water. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. Keep victim calm and warm. (ERG, 2016)

Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Aliphatic hydrocarbons and related compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). 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 if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) 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, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) or lorazepam (Ativan) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Aliphatic hydrocarbons and related compounds/

/SIGNS AND SYMPTOMS/ Rapid evaporation of the 2-butene (in its cis or trans form, or a mixture of both) may cause frostbite. The substance may cause effects on the CNS. Exposure may result in unconsciousness.

2-butene

cis-2-Butene Use and Manufacturing

Methods of Manufacturing

There are two important sources for the commercial production of butylenes: catalytic or thermal cracking, and steam cracking. In these two processes, butylenes are always produced as by-products. /Butylenes/|1-Butene and isobutylene cannot be economically separated into pure components by conventional distillation because they are close boiling isomers. 2-Butene can be separated from the other two isomers by simple distillation. There are four types of separation methods available: (1) selective removal of isobutylene by polymerization and separation of 1-butene; (2) use of addition reactions with alcohol, acids, or water to selectively produce pure isobutylene and 1-butene; (3) selective extraction of isobutylene with a liquid solvent, usually an acid; and (4) physical separation of isobutylene from 1-butene by absorbents.|Disproportionation or the metathesis reaction offers an opportunity to convert surplus olefins to other desirable olefins. Phillips Petroleum and Institut Francais du Petrole have pioneered this technology for the dimerization of light olefins. The original metathesis reaction of Phillips Petroleum was intended to convert propylene to 2-butene and ethylene. The reverse reaction that converts 2-butene in the presence of excess ethylene to propylene has also been demonstrated. In this process, ethylene is first dimerized to 2-butene followed by metathesis to yield propylene. Since this is a two-stage process, 2-butene can be produced from the first stage, if needed. In the dimerization step, about 95% purity of 2-butene is achieved at 90% ethylene conversion.|... /A/ process has emerged that consists of catalytically hydroisomerizing 1-butene to 2-butenes. In this process, trace quantities of butadienes are also hydrogenated to yield feedstocks rich in isobutylene which can then be easily separated from 2-butenes by simple distillation. /2-Butenes/|For more Methods of Manufacturing (Complete) data for 2-Butene (6 total), please visit the HSDB record page.

Uses

Fuels and fuel additives


Fuels and related products

Production

< 25,000 lb|(1984) 3.56X10+11 g /1-Butene and 2-Butene mixed/|Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: 2-Butene:

Wholesale and retail trade|2-Butene: ACTIVE|Butylenes are C4H8 mono-olefin isomers: 1-butene, cis-2-butene, trans-2-butene, and isobutylene (2-methylpropene). These isomers are usually coproduced as a mixture and are commonly referred to as the C4 fraction. These C4 fractions are usually obtained as by-products from petroleum refinery and petrochemical complexes that crack petroleum fractions and natural gas liquids. Since the C4 fractions almost always contain butanes, it is also known as the B-B stream. The linear isomers are referred to as butenes.|Butenes are unsaturated olefinic hydrocarbons, C4H8, Mr 56.1080, existing in four isomers: 1) 1-butene; 2) cis-2-butene; 3) trans-2-butene; and 4) 2-methylpropene (isobutene). In everyday use, the IUPAC nomenclature is less common than the use of older designations. Especially the branched-chain isomer 4 is commonly referred to as "isobutene" or "isobutylene" instead of the IUPAC name "2-methylpropene". The three linear chain isomers 1, 2, and 3 are usually referred to as "n-butenes" and often occur as mixtures during chemical processing. The old name "butylenes" is still in use for butenes.|2-Butene, C4H8, can occur in trans or cis conformation; the former is the more stable form.

Alkene hydrocarbons, including cis-2-butene and trans-2-butene, in ambient air were trapped by cryogenic sampling using tenax gas chromatography or carbopack as adsorbent and liquid nitrogen as cooling agent, and analyzed in a 2-column system equipped with 2 flame ionization detectors.|Mass spectrometry and gas chromatography were used for identification and detection of alkenes, including cis-2-butene and trans-2-butene, in diving gases. Sources of contaminations are paints, coatings, sealants, and compressed breathing gas supply.|External vacuum air collector using both teflon and tedlar bags was used for sampling nonmethane hydrocarbons, including cis-2-butene and trans-2-butene, in air. The air samples were analyzed by gas chromatography using a cryogenic trapping technique for introduction of air samples into the gas chromatograph. Nonmethane hydrocarbons in ambient new york city atmospheres were detected.

Fire Hazards -> Flammable - 4th degree

Computed Properties

Molecular Weight:56.11
XLogP3:2.3
Exact Mass:56.062600255
Monoisotopic Mass:56.062600255
Heavy Atom Count:4
Complexity:15.2
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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