cis-2-Pentene
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cis-2-Pentene
structure -
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CAS No:
627-20-3
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Formula:
C5H10
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Chemical Name:
cis-2-Pentene
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Synonyms:
2-Pentene,(2Z)-;2-Pentene,(Z)-;2-Pentene,cis-;(2Z)-2-Pentene;cis-β-Amylene;(Z)-2-Pentene;cis-2-Pentene;cis-Pentene;(Z)-Pent-2-ene;33064-87-8
- Categories:
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CAS No:
Description
colourless liquid
2-pentene, (z)- appears as a colorless liquid with a hydrocarbon odor. Usually found as a technical grade consisting of a mixture of isomers. Insoluble in water. Used as a solvent in organic synthesis and as a polymerization inhibitor.|Liquid
2-pentene, (z)- appears as a colorless liquid with a hydrocarbon odor. Usually found as a technical grade consisting of a mixture of isomers. Insoluble in water. Used as a solvent in organic synthesis and as a polymerization inhibitor.
cis-2-Pentene Basic Attributes
70.13
70.13
210-988-7
54UR3XZ4FC
7894
3295|1993
DTXSID9029805|DTXSID5059375
Liquid
29012990
Characteristics
0
1.97250
Clear colorless Liquid
0.6556 g/cm3 @ Temp: 20 °C
-151.4 °C
36.9 °C
−1 °F
n20/D 1.382(lit.)
soluble in benzene; miscible in ethanol and ethyl ether
Flammables area
8.17 psi ( 20 °C)
2.4 (Air= 1)
6.60e-11 cm3/molecule*sec
Specific gravity: 0.668 @ 25 °C|Hydroxyl radical rate constant = 6.54X10-11 cu cm/molecule sec @ 25 °C
Highly flammable. Insoluble in water.
Hydrocarbons, Aliphatic Unsaturated
Highly Flammable
The unsaturated aliphatic hydrocarbons, such as 2-PENTENE, 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.
Safety Information
I
3.1
UN 3295 3/PG 1
3
11-36/37/38-65
9-16-26-29-33-36-62
F,Xn
Stable. Highly flammable - note low flash point. Incompatible with oxidizing agents.
P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P331, P332+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501
H225
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.
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)|Flammable - 4th degree
|Danger|H224 (100%): Extremely flammable liquid and vapor [Danger Flammable liquids]|P201, P202, P210, P233, P240, P241, P242, P243, P260, P261, P264, P270, P271, P273, P280, P281, P301+P310, P301+P312, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P308+P313, P311, P312, P314, P321, P322, P330, P331, P332+P313, P337+P313, P361, P362, P363, P370+P378, P391, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 4 companies from 4 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, P261, P264, P271, P280, P301+P310, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P331, P332+P313, P337+P313, P362, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 44 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|P210, P233, P240, P241, P242, P243, P260, P261, P262, P264, P270, P271, P280, P284, P301+P310, P302+P350, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P331, P332+P313, P337+P313, P361, P362, P363, P370+P378, P403+P233, P403+P235, P405, and P501|Aggregated GHS information provided by 70 companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: CAUTION: All these products have a very low flash point: Use of water spray when fighting fire may be inefficient. CAUTION: For mixtures containing alcohol or polar solvent, alcohol-resistant foam may be more effective. SMALL FIRE: Dry chemical, CO2, water spray or regular foam. LARGE FIRE: Water spray, fog or regular foam. Do not use straight streams. Move containers from fire area if you can do it without risk. FIRE INVOLVING TANKS OR CAR/TRAILER LOADS: Fight fire from maximum distance or use unmanned hose holders or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks engulfed in fire. For massive fire, use unmanned hose holders or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2016)
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)
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: Wear positive pressure self-contained breathing apparatus (SCBA). Structural firefighters' protective clothing will only provide limited protection. (ERG, 2016)
FLAMMABLE; DANGEROUS FIRE RISK.
/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. /1-Pentene/|/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. /1-Pentene/|/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. /1-Pentene/|/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. /1-Pentene/|For more DOT Emergency Guidelines (Complete) data for CIS-2-PENTENE (8 total), please visit the HSDB record page.
| 0 - Materials that, under emergency conditions, would offer no hazard beyond that of ordinary combustible materials.| 4 - Materials that rapidly or completely vaporize at atmospheric pressure and normal ambient temperature or that are readily dispersed in air and burn readily.| 0 - Materials that in themselves are normally stable, even under fire conditions.
cis-2-Pentene was identified as component of vehicle exhaust emission in a study conducted in Porto Alegre, Brazil from March 16, 1996 to April 20, 1997 at a concn of 211 tons/yr(1). Four-stroke lawn mower engine exhaust contained cis-2-pentene as 0.17% of total organic gases(2). cis-2-Pentene was detected at an avg concn of 0.3 % w/w in compositions of the exhausts from 67 vehicles in on-the-road conditions and driven through an urban driving cycle on a chassis dyanometer(3).
URBAN/SUBURBAN: In air samples collected in Los Angeles, California, in 1981, cis-2-pentene was detected at concns ranging from 2-6 ppbv(1). Cis-2-pentene was detected in ambient air collected in Washington DC in 1991 at a maximum concn of 0.56 ppbv(2). In ambient air samples collected in Atlanta, Georgia in 1992, cis-2-pentene was detected 45% of the time with concns between 0.1 and 0.15 ppbC(3). In ambient air samples collected in Tulsa, Oklahoma, cis-2-pentene was present at a maximum concn of 7.5 ppbC(4). RURAL/REMOTE: In ambient air samples collected in Colorado and the Smokey Mountains, cis-2-pentene was present at a maximum concn of 1.7 ppbC in Colorado air and a maximum concn of 3.8 ppbC in the Smokey Mountain air(4).
In an analysis of two types of gasoline collected at gasoline loading facilities in the United States, cis-2-pentene was present in the vapor of one of the gasolines at an average concn of 1.2 volume% and not detected in the other gasoline(1). Cis-2-pentene was detected in the vapors during refueling from two types of unleaded gasolines used in Sweden in 1991 at concns of 0.06 volume% and 0.05 volume%. In the vapors of two reformulated, alkylate-based gasolines, cis-2-pentene was present at concns of 0.01 volume% and 0.01 volume%(2).
Toxicity
Crude oil(1) is a major source of aliphatic C5 hydrocarbons.
The production of hydrocarbon mixtures containing cis-2-pentene from gasoline(1) and the subsequent use of the hydrocarbons as fuel may result in the release of cis-2-pentene to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 80.77(SRC), determined from a structure estimation method(2), indicates that cis-2-pentene is expected to have a high mobility in soil(SRC). Volatilization of cis-2-pentene from moist soil surfaces is expected to be an important fate process based on the estimated Henry's Law constant of 0.22 atm-cu m/mole(SRC), using a fragment constant estimation method(3). The potential for volatilization of cis-2-pentene from dry soil surfaces may exist based on a vapor pressure of 495 mm Hg(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 81(SRC) determined from a structure estimation method(2), indicates that cis-2-pentene is not expected to adsorb to suspended solids and sediment in water. Volatilization from water surfaces is expected based upon an estimated Henry's Law constant of 0.22 atm-cu m/mole(4)((SRC), developed using a fragment constant estimation method(4)). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for cis-2-pentene from a model river and model lake are calculated to be 1 hr and 80 hrs, respectively(SRC). According to a classification scheme(5), an estimated BCF of 19(SRC), from an estimated log Kow of 2.6(6) and a regression derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), cis-2-pentene, which has a vapor pressure of 495 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase cis-2-pentene 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 7 hrs(SRC), calculated from its rate constant of 6.54X10-11 cu cm/molecule-sec at 25 °C(3). The rate constant for the vapor-phase reaction of cis-2-pentene with ozone hase been measured as 2.09X10-16 cu cm/molecul-sec at 25 °C(4). This corresponds to an atmospheric half-life of about 1 hr at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4).
The rate constant for the vapor-phase reaction of cis-2-pentene with photochemically-produced hydroxyl radicals is 6.54X10-11 cu cm/molecule-sec at 25 °C(1). This corresponds to an atmospheric half-life of about 7 hrs at an atmospheric concn of 5X10+5 hydroxyl radicals per cu cm(2). The rate constant for the vapor-phase reaction of cis-2-pentene with ozone hase been measured as 2.09X10-16 cu cm/molecul-sec at 25 °C(4). This corresponds to an atmospheric half-life of about 1 hr at an atmospheric concentration of 7X10+11 ozone molecules per cu cm(4). Cis-2-pentene, with no hydrolyzable functional groups, is not expected to undergo hydrolysis in the environment(3), nor is it expected to directly photolyze as cis-2-pentene does not absorb light in the environmental UV spectrum.
An estimated BCF of 19 was calculated for cis-2-pentene(SRC), using an estimated log Kow of 2.6(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.
Using a structure estimation method based on molecular connectivity indices(1), the Koc for cis-2-pentene can be estimated to be about 81(SRC). According to a classification scheme(2), this estimated Koc value suggests that cis-2-pentene is expected to have a high mobility in soil.
The Henry's Law constant for cis-2-pentene is estimated as 0.22 atm-cu m/mole(SRC) using a fragment constant estimation method(1). The value for the Henry's Law constant indicates that cis-2-pentene is expected to volatilize rapidly from water surfaces(2). Based on the Henry's Law constant, the half-life for volatilization of cis-2-pentene from model river water (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 1 hr(SRC). The half-life for volatilization from model lake water (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 80 hrs(SRC). The Henry's Law constant(1) indicates that volatilization from moist soil surfaces may occur(SRC). The potential for volatilization of cis-2-pentene from dry soil surfaces may exist(SRC) based upon a vapor pressure of 495 mm Hg(3).
Occupational exposure to cis-2-pentene may occur through inhalation and dermal contact with this compound at workplaces where cis-2-pentene is produced or used. The general population may be exposed to cis-2-pentene via inhalation of gasoline or diesel vapors and dermal contact with this compound. (SRC)
Drug Information
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: 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. (ERG, 2016)
Excerpt from ERG Guide 128 [Flammable Liquids (Water-Immiscible)]: 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. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. Wash skin with soap and 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)
cis-2-Pentene Use and Manufacturing
Prepn of mixture of cis & trans isomers by dehydration of 2-pentanol|CRACKING OF PETROLEUM DISTILLATES FOLLOWED BY SEPARATION
Polymerization inhibitor; organic synthesis.
(1977) AT LEAST 4.54X10+8 GRAMS|(1981) 7.43X10+10 G (TOTAL, MIXED PENTENES)|(1991) 1.89X10+8 kg /Mixed pentenes/
Grades: Technical: 95.0 mole %
2-Pentene: ACTIVE|2-Pentene, (2Z)-: ACTIVE|Hydrocarbons, C5-unsatd.: ACTIVE
AN ANALYTICAL METHOD WAS DEVELOPED FOR SEPARATION & DETECTION OF C2-C5 HYDROCARBONS, INCLUDING CIS-2-PENTENE, IN THE AIR USING A 2-STEP CHROMATOGRAPHIC SYSTEM & FLAME IONIZATION DETECTOR.
Fire Hazards -> Flammable - 4th degree
Computed Properties
Molecular Weight:70.13
XLogP3:2.1
Rotatable Bond Count:1
Exact Mass:70.078250319
Monoisotopic Mass:70.078250319
Heavy Atom Count:5
Complexity:27
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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