But-2-ene

HCID 12220CAS 107-01-7

기본 정보

표준 SMILES
CC=CC
InChIKey
IAQRGUVFOMOMEM-UHFFFAOYSA-N
분자식
C4H8
평균 분자량
56.11 g/mol
단동위원소 질량
56.06260026

개요

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

이름 및 식별자

우선 이름
But-2-ene
IUPAC
but-2-ene

이름 및 동의어

but-2-eneCHEBI:48363RefChem:1080221DTXSID308591892-BUTENE.beta.-Butene107-01-7beta-Butene.beta.-ButyleneSCHEMBL1168SCHEMBL1632SCHEMBL15068
이름 더 보기
SCHEMBL15219SCHEMBL28451SCHEMBL80543SCHEMBL108872SCHEMBL522171SCHEMBL776227SCHEMBL778942SCHEMBL846907

데이터베이스 식별자

CAS
107-01-7
PubChem CID
12220
DTXSID
DTXSID1026748
EC Number
203-452-9

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

Chemical ClassesFlammable agents - 4th degree
SpringerMaterials PropertiesDiamagnetic susceptibility
LogPlog Kow = 1.85 (mixture of 70% cis- and 30% trans-2-Butene)
Color/FormColorless gas
SolubilityVery soluble in ethanol and ether. Soluble in benzene. /cis- and trans-2-Butene/
Boiling Point3.73 °C at 760 mm Hg /cis-2-Butene/

안전 및 규제

GHS 분류

GHS Classification · 6건

Danger

H220 (100%): Extremely flammable gas [Danger Flammable gases]

P203, P210, P222, P280, P377, P381, P403, and P410+P403 (click each P-code to see the statement)

Aggregated GHS information provided per 605 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Danger

H220: Extremely flammable gas [Danger Flammable gases]

유해성 정보

Regulatory Information · 4건

Chemical: 2-Butene

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

2-Butene: HSNO Approval: HSR005566 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Other Safety InformationIMAP assessments - 2-Butene: Human health tier I assessment
DOT LabelFlammable Gas
Fire HazardsExcerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Health HazardsExcerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Reactive GroupHydrocarbons, Aliphatic Unsaturated

안전 및 보호

Fire FightingExcerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
First AidExcerpt from ERG Guide 115 [Gases - Flammable (Including Refrigerated Liquids)]:
Firefighting HazardsSpecial hazards arising from the substance or mixture: Carbon oxides
Fire Fighting Procedures · 1건

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.

Storage ConditionsKeep container tightly closed in a dry and well-ventilated place. Contents under pressure. Storage class (TRGS 510): Gases
Cleanup Methods · 1건

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.

독성 정보

Body Burden · 1건

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).

Environmental Fate · 3건

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).

Toxicity Summary · 1건

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.

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).

Effluent Concentrations · 2건

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).

Soil Adsorption/Mobility · 1건

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.

규제 정보

DHS Chemicals of Interest (COI) · 4건

2-Butene

1

10000

Flammable chemical that can be released at a facility.

화학 및 산업

약리 정보

Absorption, Distribution and Excretion2-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

UsesINT FOR BUTADIENE, HEPTENES, SEC-BUTYL ALC, BUTYLENE OXIDE; PRODN OF HIGH-DENSITY POLYETHYLENE & POLYMER GASOLINES
U.S. Production · 2건

(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:

Methods of Manufacturing · 5건

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.

General Manufacturing Information · 4건

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.

관련 반응

13건

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