cis-2-BUTENE

HCID 5287573CAS 107-01-7

기본 정보

표준 SMILES
C/C=C\C
InChIKey
IAQRGUVFOMOMEM-ARJAWSKDSA-N
분자식
C4H8
평균 분자량
56.11 g/mol
단동위원소 질량
56.06260026

이름 및 식별자

우선 이름
cis-2-BUTENE
IUPAC
(Z)-but-2-ene
현지명
2-메틸-2-부텐
영어명
2-Butene
분자식
C4H8
분자량
56.11

이름 및 동의어

cis-2-Butene(Z)-But-2-ene590-18-1cis-Butenecis-But-2-enebeta-cis-Butylene(2Z)-but-2-enecis-1,2-DimethylethyleneHigh-boiling butene-22-BUTENE, (Z)-z-but-2-eneL35ORC9C05
이름 더 보기
2-메틸-2-부텐2-부텐1,2-다이메틸에틸렌1-과 2-뷰텐의 혼합 이성질체1-뷰텐다이메틸에틸렌베타 뷰틸렌베타-부텐, 베타-부틸렌, 슈도부틸렌베타-뷰텐베타-뷰틸렌뷰텐 (이성질체 혼합물)뷰트-2-엔알파 뷰틸렌but-2-ene2-Butenbutene-22-BUTYLENEdimethylethylene2-BUTENEbutylene-2beta-ButeneCH3CH=CHCH3
DTXSID0027224CHEBI:48366RefChem:577312DTXCID307224209-673-7(Z)-2-Butene(2Z)-2-Butenecis-Butylene

데이터베이스 식별자

CAS
107-01-7、590-18-1
PubChem CID
5287573
DTXSID
DTXSID0027224
ChEBI
CHEBI:48366
UNII
L35ORC9C05
EC Number
203-452-9、209-673-7
Nikkaji
J4.412A

물성

구조 계산 물성

XLogP
2.3
극성 표면적
0 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
0
회전 가능 결합 수
0
무거운 원자 수
4

실험 및 물리화학적 성질

LogP · 3건

log Kow = 1.85 (mixture of 70% cis- and 30% trans-2-Butene)

log Kow = 2.33

2.33

OdorSlightly aromatic odor
Density · 3건

0.616 g/cu cm at 25 °C

Density (at the boiling point of the liquid): 0.6 kg/l

0.616 @25 °C

Viscosity0.00782 mPa
Color/Form · 3건

Colorless gas

Flammable gas

Colorless gas

Solubility · 6건

Very soluble in ethanol and ether. Soluble in benzene. /cis- and trans-2-Butene/

In water, 658 mg/L at 25 °C

Insoluble in water

Soluble in most organic solvents

Soluble in benzene; very soluble in alcohol, ether

Solubility in water, mg/l at 25 °C: 658 (very slightly soluble)

물리화학적 성질

녹는점
140 °C · −140 °C(lit.)
끓는 점
1 °C · 1 °C(lit.)
밀도
0.621 · 0.6210
증기 밀도
2 · 2 (vs air)
증기압
2575 mm · 2575 mm Hg ( 37.7 °C)
굴절률
1.3853 · 1.3853 (estimate)

화학적 성질

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

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H220: Extremely flammable gas [Danger Flammable gases]

P203, P210, P222, P280, P377, P381, and P403 (click each P-code to see the statement)

Danger

유해성 정보

Regulatory Information · 6건

Chemical: 2-Butene

Chemical: 2-Butene, (Z)-

2-Butene, (2Z)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Butene, (2Z)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 10-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13346

2-Butene: HSNO Approval: HSR005566 Approved with controls

cis-2-Butene: HSNO Approval: HSR005567 Approved with controls

Other Safety Information · 2건

IMAP assessments - 2-Butene: Human health tier I assessment

IMAP assessments - 2-Butene, (Z)-: Human health tier I assessment

DOT LabelFlammable Gas
Fire Hazards · 2건

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), Methane (UN1971) and Hydrogen and Methane mixture, compressed (UN2034) 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. CAUTION: When LNG - Liquefied natural gas (UN1972) is released on or near water, product may vaporize explosively. (ERG, 2024)

Extremely flammable. Gas/air mixtures are explosive.

Fire Potential · 2건

Flammable gas.

Dangerous fire and explosion risk.

Health Hazards · 1건

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:;Vapors may cause dizziness or asphyxiation without warning, especially when in closed or confined areas. Some may be irritating if inhaled at high concentrations. Contact with gas, liquefied gas or cryogenic liquids may cause burns, severe injury and/or frostbite. Fire may produce irritating and/or toxic gases. (ERG, 2024)

안전 및 보호

Fire Fighting · 2건

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:;DO NOT EXTINGUISH A LEAKING GAS FIRE UNLESS LEAK CAN BE STOPPED. CAUTION: Hydrogen (UN1049), Deuterium (UN1957), Hydrogen, refrigerated liquid (UN1966) and Hydrogen and Methane mixture, compressed (UN2034) will burn with an invisible flame. Use an alternate method of detection (thermal camera, broom handle, etc.).;SMALL FIRE: Dry chemical or CO2.;LARGE FIRE: Water spray or fog. If it can be done safely, move undamaged containers away from the area around the fire. CAUTION: For LNG - Liquefied natural gas (UN1972) pool fires, DO NOT USE water. Use dry chemical or high-expansion foam.;FIRE INVOLVING TANKS: Fight fire from maximum distance or use unmanned master stream devices or monitor nozzles. Cool containers with flooding quantities of water until well after fire is out. Do not direct water at source of leak or safety devices; icing may occur. Withdraw immediately in case of rising sound from venting safety devices or discoloration of tank. ALWAYS stay away from tanks in direct contact with flames. For massive fire, use unmanned master stream devices or monitor nozzles; if this is impossible, withdraw from area and let fire burn. (ERG, 2024)

Shut off supply; if not possible and no risk to surroundings, let the fire burn itself out. In other cases extinguish with water spray, dry powder, alcohol-resistant foam. In case of fire: keep cylinder cool by spraying with water. Combat fire from a sheltered position.

First Aid Measures · 3건

Fresh air, rest. Artificial respiration may be needed. Refer for medical attention.

ON FROSTBITE: rinse with plenty of water, do NOT remove clothes. Refer for medical attention .

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

First Aid · 1건

Excerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:;Refer to the "General First Aid" section. Specific First Aid: Clothing frozen to the skin should be thawed before being removed. In case of contact with liquefied gas, only medical personnel should attempt thawing frosted parts. In case of burns, immediately cool affected skin for as long as possible with cold water. Do not remove clothing if adhering to skin. (ERG, 2024)

Safe StorageFireproof. Store outside or in a separate well-ventilated building. Ventilation along the floor.
Firefighting HazardsSpecial hazards arising from the substance or mixture: Carbon oxides
Fire Fighting Procedures · 4건

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.

Very dangerous fire hazard when exposed to heat or flame ... To fight fire, stop flow of gas.

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.

독성 정보

Body Burden · 2건

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).

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.

Environmental Fate · 6건

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).

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 100(SRC), determined from a log Kow of 2.33(2) and a regression-derived equation(3), indicates that cis-2-butene is expected to have high mobility in soil(SRC). Volatilization of cis-2-butene from moist soil surfaces is expected to be an important fate process(SRC) given a Henry's Law constant of 0.231 atm-cu m/mole(4). cis-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-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 100(SRC), determined from a log Kow of 2.33(2) and a regression-derived equation(3), indicates that cis-2-butene is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon a Henry's Law constant of 0.231 atm-cu m/mole(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 16(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-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), cis-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 cis-2-butene is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals, ozone molecules, and nitrate radicals(SRC). The half-life for the reaction with hydroxyl radicals is estimated to be 7 hours(SRC) calculated from its rate constant of 5.6X10-11 cu cm/molecule-sec at 25 °C(3). The half-life for the reaction with ozone molecules is estimated to be 2 hours(SRC) calculated from its rate constant of 1.3X10-16 cu cm/molecule-sec at 25 °C(4). The half-life for the nighttime reaction with nitrate radicals is estimated to be 0.5 hours(SRC) calculated from its rate constant of 1.89X10-13 cu cm/molecule-sec at 25 °C(5). cis-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).

Exposure RoutesExposure mainly occurs via inhalation.
Toxicity Summary · 2건

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.

IDENTIFICATION AND USE: cis-2-Butene is a colorless gas. It is used in solvents, as a cross-linking agent, in polymerization of gasoline, in butadiene synthesis, and in synthesis of C4 and C5 derivatives. HUMAN STUDIES: cis-2-Butene is a simple asphyxiant. Rapid evaporation of liquid 2-butene (in its cis or trans form, or as a mixture of both) may cause frostbite. The substance may cause effects on the central nervous system. Exposure may result in unconsciousness. ANIMAL STUDIES: There are no data available.

Average Daily Intake · 1건

Intake: 11.5 mg/m cu: EHE max (maximum estimated human exposure) = 5 ppm or 11.5 mg/m cu equivalent to the peak concentration at working place(1). <0.23 mg/m cu TWA (time-weighted average) at working place or EHE mean <0.1ppm, (calculated)(1).

Signs and Symptoms · 3건

Dizziness. Unconsciousness. Suffocation.

ON CONTACT WITH LIQUID: FROSTBITE.

See Skin.

규제 정보

Regulatory Information · 6건

Chemical: 2-Butene

Chemical: 2-Butene, (Z)-

2-Butene, (2Z)- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 2-Butene, (2Z)- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 10-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/13346

2-Butene: HSNO Approval: HSR005566 Approved with controls

cis-2-Butene: HSNO Approval: HSR005567 Approved with controls

DHS Chemicals of Interest (COI) · 6건

2-Butene

1

10000

Flammable chemical that can be released at a facility.

2-Butene-cis

1

안전 데이터

wgk
3
tsca
TSCA listed
rtecs
EM2932000
ridadr
UN 1012 2.1
HS 번호
29012320
risk_code
12

화학 및 산업

약리 정보

Metabolism/MetabolitesIn rat liver cytosol meso-2,3-dibromobutane was converted, almost exclusively, into trans-2-butene while racemic-2,3-dibromobutane gave rise to cis-2-butene.
Absorption, Distribution and Excretion · 2건

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.

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.

용도 및 제조

Uses · 6건

INT FOR BUTADIENE, HEPTENES, SEC-BUTYL ALC, BUTYLENE OXIDE; PRODN OF HIGH-DENSITY POLYETHYLENE & POLYMER GASOLINES

For cis-2-butene (USEPA/OPP Pesticide Code: 606666) there are 0 labels match. /SRP: Not registered for current use in the U.S., but approved pesticide uses may change periodically and so federal, state and local authorities must be consulted for currently approved uses./

Solvent, cross-linking agent, polymerization of gasoline, butadiene synthesis; synthesis of C4 and C5 derivatives.

CHEM INT FOR GASOLINE ALKYLATE & POLYGAS (BUTYLENES MIXT)

REFINERY FUEL (MIXT OF BUTYLENES)

For more Uses (Complete) data for cis-2-Butene (6 total), please visit the HSDB record page.

U.S. Production · 5건

2023: 25,000,000 - <40,000,000 lb;2022: 10,000,000 - <25,000,000 lb;2021: 10,000,000 - <50,000,000 lb;2020: 10,000,000 - <50,000,000 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:;Table: National Aggregate Production Volume (pounds) [Table#675]

(1982) 3X10+11 G (EST; IN MIXT OF BUTYLENES)

Non-confidential 2016 Chemical Data Reporting (CDR) information on the production and use of chemicals manufactured or imported into the United States. Chemical: cis-2-Butene:;Table: National Aggregate Production Volume (pounds) [Table#5520]

Consumer UsesNot Known or Reasonably Ascertainable;Intermediate;Fuel
Industry UsesIntermediate;Fuel
Methods of Manufacturing · 6건

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.

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/

Formulations/PreparationsGrades: Technical 95%, CP 99%, Research 99.8%

공급사27 곳

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