1,3-丁二烯

1,3-Butadiene

HCID 7845CAS 106-99-0

基本信息

标准SMILES
C=CC=C
InChIKey
KAKZBPTYRLMSJV-UHFFFAOYSA-N
分子式
C4H6
平均分子量
54.09 g/mol
单同位素质量
54.04695019

名称与标识

首选名称
1,3-Butadiene
IUPAC
buta-1,3-diene
中文名
1,3-丁二烯
英文名
1,3-Butadiene
分子式
C4H6
分子量
54.09

名称与别名

1,3-BUTADIENEButa-1,3-diene106-99-0DivinylBiethyleneVinylethyleneBivinylErythrenePyrrolyleneButadieenButadienButa-1,3-dien
展开更多名称
二乙烯丁二烯联乙烯雙乙烯聯乙烯雙乙烯基丁间二烯乙烯基乙烯丁二烯残液Α,Γ-丁二烯BUTADIENEbutadiene-1,31,3-Butadiene solution 20 wt. % in toluene1,3-butadine
Buta-1,3-dieenalpha,gamma-ButadieneButadiene monomerNCI-C506021,3-butadienJSD5FGP5VDDTXSID3020203UN 1010

数据库标识

CAS
106-99-0
PubChem CID
7845
DTXSID
DTXSID3020203
ChEMBL
CHEMBL537970
ChEBI
CHEBI:39478
UNII
JSD5FGP5VD
EC Number
203-450-8
Nikkaji
J4.043F

性质

结构计算性质

XLogP
2
极性表面积
0 Ų
氢键供体
0
氢键受体
0
可旋转键
1
重原子
4

实验与物化性质

LogP · 3 条

log Kow = 1.99

1.99

1.99

Odor · 2 条

MIldly aromatic odor

Mild aromatic or gasoline-like odor

Density · 6 条

0.621 at 68 °F (USCG, 1999) - Less dense than water; will float

0.6149 g/cu cm at 25 °C

Absolute density, gas at 101.325 kPa at 0 °C: 2.428 kg/cu m; Relative density, gas at 101.325 kPa at 0 °C (air = 1): 1.878; Density, liquid at saturation pressure at 20 °C: 0.621 kg/l; Critical density: 0.245 kg/cu m

Relative density (water = 1): 0.6

0.621 at 68 °F

0.6149 @25 °C

ViscosityGas at 101.325 kPa at 20 °C: 0.00754 cP; Liquid at -40 °C: 0.33 cP
Color/FormColorless gas ... [Note: A liquid below 24 degrees F. Shipped as a liquefied compressed gas]
Solubility · 6 条

Insoluble (NTP, 1992)

In water, 735 mg/L at 20 °C

Slightly soluble in methanol, ethanol; soluble in organic solvents such as carbon tetrachloride; alcohol dissolves about 40 vols at room temp.

Soluble in ethanol, ether, benzene; very soluble in acetone

0.735 mg/mL at 25 °C

Solubility in water, g/100ml: 0.1 (none)

物理化学性质

熔点
109 °C · −109 °C(lit.)
沸点
4.5 °C · −4.5 °C(lit.)
密度
0.62 g/mL · 0.62 g/mL at 20 °C(lit.)
蒸气密度
1.9 · 1.9 (15 °C, vs air)
蒸气压
1863 mm · 1863 mm Hg ( 21 °C)
折射率
1.4292 · 1.4292

化学性质

1,3-丁二烯具有微弱芳香气味的无色气体,易液化。 溶于醇和醚,也可溶于丙酮、苯、二氯乙烷、醋酸戊酯和糠醛、醋酸铜氨溶液中。不溶于水。

安全与法规

GHS分类

GHS Classification · 6 条

Danger

H220: Extremely flammable gas [Danger Flammable gases];H340: May cause genetic defects [Danger Germ cell mutagenicity];H350: May cause cancer [Danger Carcinogenicity]

P203, P210, P222, P280, P318, P377, P381, P403, P405, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 0.1% (2 of 1783) of reports.

危害信息

Regulatory Information · 6 条

Chemical: 1,3-Butadiene

Hazard Traits - Carcinogenicity; Developmental Toxicity; Genotoxicity; Neurotoxicity; Reproductive Toxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA TACs; EC Annex VI CMRs - Cat. 1A; EC Annex VI CMRs - Cat. 1B; IARC Carcinogens - 1; IRIS Carcinogens - Carcin.; NTP RoC - known; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

1,3-Butadiene is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Butadiene 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: 26-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15570

1,3-Butadiene: HSNO Approval: HSR000988 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 - 1,3-Butadiene: Human health tier II assessment
DOT LabelFlammable Gas
Fire Hazards · 2 条

Behavior in Fire: Vapors heavier than air and may travel a considerable distance to a source of ignition and flashback. Containers may explode in a fire due to polymerization. (USCG, 1999)

Extremely flammable. Gas/air mixtures are explosive.

Fire Potential · 2 条

Flammable gas ...

Dangerous fire hazard when exposed to heat, flame, or powerful oxidizers. ... Reaction with sodium nitrite forms a spontaneously flammable product. Exothermic reaction with boron trifluoride etherate + phenol.

Health HazardsSlight anesthetic effect at high concentrations; causes frostbite from skin contact; slight irritation to eyes and nose at high concentrations. (USCG, 1999)

安全与防护

Fire Fighting · 2 条

Excerpt from ERG Guide 116 [Gases - Flammable (Unstable); polymerization hazard]:;DO NOT EXTINGUISH A LEAKING GAS FIRE UNLESS LEAK CAN BE STOPPED.;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.;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, powder, carbon dioxide, foam. In case of fire: keep cylinder cool by spraying with water.

First Aid Measures · 3 条

Fresh air, rest. Refer for medical attention.

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

ON FROSTBITE: rinse with plenty of water. Refer immediately for medical attention.

First Aid · 2 条

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.;SKIN: CAUTION: Exposure of skin to compressed gases may result in freezing of the skin. Treatment for frostbite may be necessary. Remove the victim from the source of contamination. IMMEDIATELY wash affected areas gently with COLD water (and soap, if necessary) while removing and isolating all contaminated clothing. Dry carefully with clean, soft towels. Call a hospital or poison control center IMMEDIATELY even if no symptoms (such as inflammation or irritation) develop. Be prepared to transport the victim to a hospital for treatment after washing the affected area if advised to do so by a physician.;INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing.;INGESTION: This compound is a gas, therefore inhalation is the first route of exposure.;OTHER: Since this chemical is a known or suspected carcinogen you should contact a physician for advice regarding the possible long term health effects and potential recommendation for medical monitoring. Recommendations from the physician will depend upon the specific compound, its chemical, physical and toxicity properties, the exposure level, length of exposure, and the route of exposure. (NTP, 1992)

(General first aid procedures);Eye: Frostbite - If eye tissue is frozen, seek medical attention immediately; if tissue is not frozen, immediately and thoroughly flush the eyes with large amounts of water for at least 15 minutes, occasionally lifting the lower and upper eyelids. If irritation, pain, swelling, lacrimation, or photophobia persist, get medical attention as soon as possible.;Skin: Frostbite - Compressed gases may create low temperatures when they expand rapidly. Leaks and uses that allow rapid expansion may cause a frostbite hazard. Wear appropriate personal protective clothing to prevent the skin from becoming frozen.;Breathing: Respiratory support

Safe Storage · 1 条

Store only if stabilized. Fireproof. Cool. Keep in a well-ventilated room. Separated from incompatible materials and food and feedstuffs. See Chemical Dangers. See Physical Dangers. Refer to the manufacturer's instructions for proper storage conditions.

Firefighting Hazards · 2 条

1,3-Butadiene vapors are heavier than air and a flame can flash back to the source of leakage.

Floats and boils on water. Flammable visible vapor cloud is produced.

Exposure Control and Personal Protection · 1 条

Biological Exposure Indices (BEI) [ACGIH] - 1,2 Dihydroxy-4-(N-acetylcysteinyl)-butane in urine = 2.5 mg/L at end of shift; Mixture of N-1 and N-2-(hydroxybutenyl)valine hemoglobin (Hb) adducts in blood = 2.5 pmol/g Hb sampling time not critical;

毒理信息

Toxicological InformationCDC-ATSDR Toxicological Profile
Cancer Sites · 2 条

Hematologic

[hemato cancer]

Target Organs · 3 条

Cancer, Developmental (effects while organs are developing), Gastrointestinal (Stomach and Intestines, part of the digestive system), Gastrointestinal (Stomach and Intestines, part of the digestive system), Hematological (Blood Forming), Neurological (Nervous System), Reproductive (Producing Children)

Reproductive

Eyes, respiratory system, central nervous system, reproductive system

Health EffectsBreathing high levels of 1,3-butadiene causes central nervous system damage. Chronic exposure may also cause lung damage and kidney, liver, and cardiovascular disease. In addition, 1,3-butadiene is a known human carcinogen. (L990)
Ecotoxicity ValuesTLm Pinperch 71.5 mg/l/24 hr /Conditions of bioassay not specified/
Environmental Fate · 3 条

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that 1,3-butadiene is expected to have very high mobility in soil(SRC). Volatilization of 1,3-butadiene from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.0736 atm-cu m/mole(SRC),calculated from its vapor pressure of 2,052 mm Hg(3) and water solubility of 735 mg/L(4). 1,3-Butadiene is expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Laboratory studies employing pure bacterial cultures isolated from lake and soil samples were shown to degrade 1,3-butadiene to 1,2-epoxybutene(5,6), however it is not clear what the rate of degradation is under environmental conditions(SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 40(SRC), determined from a structure estimation method(2), indicates that 1,3-butadiene is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.0736 atm-cu m/mole(SRC), calculated from its vapor pressure of 2,052 mm Hg(4) and water solubility of 735 mg/L(5). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2.2 hours and 2.9 days, respectively(SRC). According to a classification scheme(6), an estimated BCF of 10(SRC), from its log Kow of 1.99(7) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is low(SRC). The biodegradation half-life in aerobic waters has been reported as 7 days and the half-life in anaerobic waters was reported as 28 days(8). 1,3-Butadiene is not expected to undergo hydrolysis in the environment due to a lack of hydrolyzable functional groups(3,8). 1,3-Butadiene is an olefin and olefins can degrade in natural waters via photooxidation (with hydroxyl, peroxy and singlet oxygen radicals) with a half-life on the order of 25 days(9).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,3-butadiene, which has a vapor pressure of 2,052 mm Hg at 25 °C(2), is expected to exist solely as a gas in the ambient atmosphere. Gas-phase 1,3-butadiene 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 hours(SRC), calculated from its rate constant of 6.93X10-11 cu cm/molecule-sec at 25 °C(3). Gas-phase 1,3-butadiene is also degraded in the atmosphere by reaction with ozone(SRC); the half-life for this reaction in air is estimated to be 44 hours(SRC), calculated from its rate constant of 6.24X10-18 cu cm/molecule-sec at 25 °C(3). Atmospheric reaction with nitrate radicals is an important night time sink for 1,3-butadiene(4,5); the half-life for this reaction in air is estimated to be 8 hours(SRC), calculated from its rate constant of 1.0X10-13 cu cm/molecule-sec at 25 °C(3). 1,3-Butadiene absorbs at wavelengths >290 nm(3) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

法规信息

Regulatory Information · 6 条

Chemical: 1,3-Butadiene

Hazard Traits - Carcinogenicity; Developmental Toxicity; Genotoxicity; Neurotoxicity; Reproductive Toxicity; Respiratory Toxicity;Authoritative List - ATSDR Neurotoxicants; CA TACs; EC Annex VI CMRs - Cat. 1A; EC Annex VI CMRs - Cat. 1B; IARC Carcinogens - 1; IRIS Carcinogens - Carcin.; NTP RoC - known; OEHHA RELs; Prop 65;Report - regardless of intended function of ingredient in the product

1,3-Butadiene is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,3-Butadiene 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: 26-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/15570

1,3-Butadiene: HSNO Approval: HSR000988 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.)

Atmospheric Standards · 3 条

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Butadiene is produced, as an intermediate or a final product, by process units covered under this subpart.

Listed as a hazardous air pollutant (HAP) generally known or suspected to cause serious health problems. The Clean Air Act, as amended in 1990, directs EPA to set standards requiring major sources to sharply reduce routine emissions of toxic pollutants. EPA is required to establish and phase in specific performance based standards for all air emission sources that emit one or more of the listed pollutants. 1,3-butadiene is included on this list.

... Substances for which a Federal Register notice has been published that included consideration of the serious health effects, including cancer, from ambient air exposure to the substance. 1,3-Butadiene is included on this list.

CERCLA Reportable Quantities · 1 条

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 10 lb or 4.54 kg. The toll free number of the NRC is (800) 424-8802. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

DHS Chemicals of Interest (COI) · 4 条

1,3-Butadiene

1

10000

Flammable chemical that can be released at a facility.

State Drinking Water Guidelines(NH) NEW HAMPSHIRE 0.019 ug/L

安全数据

F
4.5-31
wgk
2
tsca
TSCA listed
毒性
LC50 (inhalation) for mice 270 gm/m3/2-h, rats 285 gm/m3/4-h (quoted, RTECS, 1985).
RTECS号
EI9275000
hazard_note
Extremely Flammable/Carcinogen

毒性防护

急性毒性口服- 大鼠 LD50: 5480 毫克/ 公斤; 口服-小鼠 LD50: 3210 毫克/公斤

职业标准TWA 22 毫克/ 立方米; STEL 33 毫克/ 立方米

包装储运 · 4 条

爆炸物危险特性与空气混合明火、受热可爆

可燃性危险特性明火、受热可燃; 燃烧产生刺激烟雾

储运特性库房通风低温干燥; 轻装轻卸; 与氧气、空气等助燃气体钢瓶分开存放

灭火剂雾状水、二氧化碳

化学与工业

药理信息

Mechanism of Action · 1 条

1,3-Butadiene appears to cause tumors in humans and rodents through its metabolism to DNA-reactive epoxide intermediates, which cause genetic alterations in proto-oncogenes or tumor-suppressor genes... Mouse, rat, and human liver microsomes have been shown to oxidize 1,3-butadiene to epoxybutene... and to further oxidize the monoepoxide to diepoxybutane... These metabolites form N-alkylguanine adducts that have been detected in liver DNA of mice exposed to 1,3-butadiene and in the urine of a worker exposed to 1,3-butadiene. Activated K-ras oncogenes and inactivated tumor-suppressor genes observed in 1,3.butadiene-induced tumors in mice are analogous to genetic alterations frequently observed in a wide variety of human cancers. Dose-related increases in hprt mutations have been observed in lymphocytes isolated from mice exposed to 1,3-butadiene or its epoxide metabolites and in occupationally exposed workers. The mutational spectra for 1,3-butadiene and its epoxide metabolites at the hprt locus in mouse lymphocytes are similar to the mutational spectrum for ethylene oxide, an alkylating agent listed in the Report on Carcinogens as known to be a human carcinogen.

Biological Half-Life · 2 条

No reports found; [TDR, p. 224]

Male Sprague Dawley rats and B6C3F1 mice were exposed by inhalation (nose-only) for 3.4 hr to 1220 and 121 ug (14)C-1,3-butadiene/L of air, respectively. In both species, high concentrations of radioactivity were distributed to respiratory tract tissue (lung, trachea, nasal turbinates), gastrointestinal tract (small and large intestine), liver, kidneys, urinary bladder, and pancreas within 1 hr after exposure. Tissues of mice contained 15 to 100 times more (14)C-butadiene equivalents/umole of butadiene inhaled than rat tissues. One hr after exposure all rat tissues retained a substantial amount of (14)C that was associated with volatile material, probably butadiene and/or metabolites; this was also true for mouse liver (the only tissue studied at this time). There were no differences in rats and mice in terms of specific tissue accumulation or rate of elimination from tissues. The tissues of mice contained significantly higher concentrations of (14)C-butadiene per umole inhaled apparently due to the higher minute volume/kg of body weight of mice. The large amounts of nonvolatile material in tissues within one hr of exposure indicate that butadiene is rapidly metabolized following inhalation.

Metabolism/Metabolites · 6 条

Several biomarkers of exposure have been identified for 1,3-butadiene; these include 1,3-butadiene urinary metabolites, M1 and M2, and three hemoglobin adducts, N-(2-hydroxy-3-butenyl)valine (MHB-Val), N-(2,3,4-trihydroxybutyl)valine (THB-Val), and N,N-(2,3-dihyroxy-1,4-butadyl)valine (pyr-Val), which are surrogate biomarkers for the 1,3-butadiene metabolites 1,2 epoxy-3-butene (EB), 1,2-dihydroxy-3,4-epoxybutane (EBD), and 1,2:3,4-diepoxybutane (DEB), respectively. In workers, the levels of urinary metabolites and hemoglobin adducts have been shown to correlate with 1,3-butadiene exposure levels. However, background levels for the general population have not been established for these biomarkers of exposure.

1,3-butadiene requires metabolic activation to generate electrophilic epoxides in which important species differences exist (mice are more efficient in the production of epoxide metabolites of butadiene, while rats and humans are more efficient in the hydrolytic detoxification of these metabolites).

In rat liver microsomes, 1,3-butadiene was metabolized to butadiene monoxide, which was subsequently transformed into 3-butene-1,2-diol by microsomal epoxide hydrolase. In the metabolism of butadiene oxide in microsomes, four metabolites were detected, namely two stereoisomers of DL-diepoxybutane, and two stereoisomers of 3,4-epoxy-1,2-butanediol. No meso-diepoxybutane was detected.

1,3-Butadiene was incubated in the presence of rat liver microsomes supplemented with an NADPH-generating system. One of the major metabolites of butadiene was 1,2-epoxybutene-3.

For more Metabolism/Metabolites (Complete) data for 1,3-BUTADIENE (10 total), please visit the HSDB record page.

Butadiene has known human metabolites that include butadiene_monoxide and 3-buten-2-one.

MeSH Pharmacological Classification · 2 条

Substances that increase the risk of NEOPLASMS in humans or animals. Both genotoxic chemicals, which affect DNA directly, and nongenotoxic chemicals, which induce neoplasms by other mechanism, are included.

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes.

Absorption, Distribution and Excretion · 5 条

Male Sprague Dawley rats and B6C3F1 mice were exposed by inhalation (nose-only) for 3.4 hr to 1220 and 121 ug (14)C-1,3-butadiene/L of air, respectively. For rats and mice, elimination of butadiene was rapid with 77 to 99% of the initial tissue burden being eliminated with half-times of 2 to 10 hr.

Male Sprague Dawley rats and B6C3F1 mice were exposed by inhalation (nose-only) for 3.4 hr to 1220 and 121 ug (14)C-1,3-butadiene/l of air, respectively. In both species, high concentrations of radioactivity were distributed to respiratory tract tissue (lung, trachea, nasal turbinates), gastrointestinal tract (small and large intestine), liver, kidneys, urinary bladder, and pancreas within 1 hr after exposure. Tissues of mice contained 15 to 100 times more (14)C-butadiene equivalents/umole of butadiene inhaled than rat tissues. One hr after exposure all rat tissues retained a substantial amount of (14)C that was associated with volatile material, probably butadiene and/or metabolites; this was also true for mouse liver (the only tissue studied at this time). There were no differences in rats and mice in terms of specific tissue accumulation or rate of elimination from tissues. The tissues of mice contained significantly higher concentrations of (14)C-butadiene per umole inhaled apparently due to the higher minute volume/kg of body weight of mice. The large amounts of nonvolatile material in tissues within one hr of exposure indicate that butadiene is rapidly metabolized following inhalation.

The pharmacokinetics of ... 1,3-butadiene ... were studied in male Spraque-Dawley rats by use of a closed inhalation chamber system. 1,3-Butadiene showed saturable metabolism when untreated rats were used. Linear pharmacokinetics applied at exposure concn below ... 1500 ppm. Pretreatment with arochlor 1254 (polychlorinated biphenyls) increased Vmax. ... No saturation of metabolic capacity was observed with exposure concentrations up to 12,000 ppm when rats were pretreated with arochlor 1254. A comparison with previous studies on ethane and n-pentane suggested that introduction of a double bond into a saturated aliphatic hydrocarbon increased the rate of metabolism under conditions in vivo.

The distribution coefficient found when 1,3-butadiene was equilibrated with fresh blood samples (0.603) was quite similar to that calculated from measurements in animals breathing a 25% concentration of 1,3-butadiene (0.645). ... The movement of inspired air into the blood is a process of simple diffusion from alveoli and solution into blood.

/Exposure to the vapor concn for 50% lethality in rats indicates/ that body fat may be a depot for 1,3-butadiene, since perinephric fat contained 3-4 times more 1,3-butadiene than did brain, liver, kidney, or spleen.

用途与制造

Uses · 6 条

1,3-Butadiene is used in the production of rubber and plastics. It is also used in copolymers including acrylics.

Used in the production of synthetic rubber for motor vehicle tires; also used in styrene-butadiene polymers, acrylonitrile-butadiene-styrene resins, and other compounds; [ACGIH] In a study of Swedish refinery workers, The exposure to 1,3-butadiene among all exposure groups was low (95% of all samples were below 10 ug/m3) in relation to the Swedish OEL, of 1000 ug/m3. [PMID 28578463]

See Occupational Safety & Health Standard--29CFR1910.1051

Plastic Composites Manufacturing [Category: Industry]

Smoking cigarettes [Category: Food & Drugs]

The majority of the butadiene produced worldwide is used as a monomer or co-monomer in the manufacture of synthetic rubber, above all for styrene - butadiene rubber and latex (SBR), polybutadiene rubber (BR), acrylonitrile - butadiene rubber and latex (NBR), and for chloroprene rubber (CR). Important plastics containing butadiene as a monomer component are impact-resistant polystyrene, a two-phase system consisting of polystyrene and polybutadiene; ABS polymers, consisting of acrylonitrile, butadiene, and styrene; and a copolymer of methyl methacrylate, butadiene, and styrene (MBS), which is used as a modifier for poly(vinyl chloride). In addition, butadiene is an intermediate in the synthesis of several important chemicals.

ImpuritiesAcetylene is an impurity in the ppm range.
U.S. Exports · 4 条

(1978) 4.25X10+10 G

(1983) 4.38X10+10 G

(1984) 6.58X10+10 g /estimate/

U.S. exports were negligible in 1998 and 1999.

U.S. Imports · 5 条

(1978) 2.82X10+11 G

(1983) 4.01X10+11 G

(1977) 2.1 - 7.3 billion lb (produced/imported)

(1984) 3.96X10+11 g /estimate/

1.2 billion lbs in 1998 and 1999

U.S. Production · 6 条

2023: 2,500,000,000 - <4,000,000,000 lb;2022: 2,500,000,000 - <4,000,000,000 lb;2021: 2,500,000,000 - <4,000,000,000 lb;2020: 2,500,000,000 - <4,000,000,000 lb

(1977) 1.48X10+12 g

(1982) 8.69X10+11 g

(1977) 2.1 - 7.3 billion lb (produced/imported)

Production declined about 2.7% between 1974 and 1979, from 3.68 to 3.58 billion lb

For more U.S. Production (Complete) data for 1,3-BUTADIENE (15 total), please visit the HSDB record page.

Consumption Patterns · 4 条

COMONOMER FOR STYRENE-BUTADIENE RUBBER (SBR), 40%; MONOMER FOR POLYBUTADIENE, 20%; CHEM INT FOR ADIPONITRILE, 12%; COMONOMER FOR STYRENE-BUTADIENE LATEXES, 8%; CHEM INT FOR POLYCHLOROPRENE, 7%; COMONOMER FOR ACRYLONITRILE-BUTADIENE-STYRENE RESINS, 5%; COMONOMER FOR NITRILE RUBBER, 3%; OTHER POLYMER OR COPOLYMER USES, 3%; OTHER USES, 2% (1981)

An estimated 50% of the 1,3-butadiene produced in the USA is used in the production of styrene-butadiene rubber and 22% of the total supply for polybutadiene production. Other applications for 1,3-butadiene include chloroprene/neoprene rubber (6%), nitrile rubber ((3%), hexamethylenediamine (9%), acrylonitrile-butadiene-styrene resins (5%) and micellaneous uses (5%).

Styrene-butadiene rubber, 45%; polybutadiene rubber, 20%; hexamethylene diamine, 10%; styrene-butadiene latex, 7%; ABS resins, 7%; chloroprene rubber, 5%; nitrile rubber, 3%; miscellaneous, 3% (1984)

Demand (1998): 5.3 billion lbs; (1999) 5.4 billion lbs; (2003) 5.8 billion lbs (projected)

应用领域 · 5 条

概述1,3-丁二烯是重要的石油化工原料,在合成橡胶以及合成树脂等领域有着广泛的应用。其中在合成橡胶工业,丁二烯消费量占全球丁二烯消费总量的80%。如今,丁二烯的生产方法主要有两种:①丁烷丁烯脱氢法;②乙烯副产抽提法。但是此两种方法严重依赖于石油资源的利用。在20世纪40~50年代,以乙醇为原料生产丁二烯的路线占据着很重要的地位,主要原因是在石油开采初期,现今两种方法在经济上没有任何优势。随着环境污染和能源危机的加剧,各国又开始致力于以生物乙醇为原料生产丁二烯的催化研究。

应用1,3-丁二烯(以下简称丁二烯)是重要的石油化工基础有机原料,工业用途十分广泛。由于是一种共轭二烯烃,它能进行取代、加成、环化、聚合反应以及和多种化合物共聚等,可用来合成多种有机化工产品。其中合成橡胶工业是丁二烯应的最重要领域,其消费量占全球丁二烯消费总量的80%,主要用于丁苯橡胶、丁吡橡胶、氯丁橡胶、丁腈橡胶以及聚丁二烯橡胶等的合成。丁二烯在合成树脂中也有广泛的应用,可合成ABS树脂、K树脂、MRS树脂和热塑性弹性体SBS等。

用途溶于醇和醚,也可溶于丙酮、苯、二氯乙烷、醋酸戊酯和糠醛、醋酸铜氨溶液中。不溶于水。

用途用作合成橡胶、合成树脂、合成纤维、增塑剂和乳胶漆等的原料

用途丁二烯是生产合成橡胶(丁苯橡胶、顺丁橡胶、丁腈橡胶、氯丁橡胶)的主要原料。随着苯乙烯塑料的发展,利用苯乙烯与丁二烯共聚,生产各种用途广泛的树脂(如ABS树脂、SBS树脂、BS树脂、MBS树脂),使丁二烯在树脂生产中逐渐占有重要地位。此外,丁二烯尚用于生产乙叉降冰片烯(乙丙橡胶第三单体)、1,4-丁二醇(工程塑料)、己二腈(尼龙66单体)、环丁砜、蒽醌、四氢呋喃等等。因而也是重要的基础化工原料。丁二烯在精细化学品生产中也有很多用处。以丁二烯为原料制取的精细化学品。主要有以下几个方面。(1)与缺电子嗜双烯化合物发生狄尔斯-阿尔德反应,制得蒽醌,其衍生物是重要染料中间体、杀菌剂和杀虫剂。(2)与顺丁烯二酸酐(简称顺酐)反应,进而缩合,制得四氢苯酐,可作聚酯树酯、环氧树脂的固化剂和增塑剂。四氢苯酐再经硝酸氧化,可得丁烷四羧酸,是制造水溶性漆的原料。同样四氢苯酐加氢制得六氢苯二甲酸酐,可用作为环氧树脂的固化剂。(3)与二氧化硫作用,生成环丁烯砜,然后配制成水溶液在骨架镍催化剂存在下加氢,制得环丁砜,是芳烃萃取用的选择性溶剂。环丁砜和二异丙醇胺的混合物可用脱二氧化碳气体用。(4)丁二烯的线型调聚反应在工业上很有用处。线型二聚后得到八碳直链烯烃,再经醛化、加氢即得壬醇,在合成香料、表面活性剂、润滑油添加剂方面都有重要用途。用钴络合物作催化剂,其二聚、三聚、四聚体,都是合成高级醇和大环麝香的原料。

制备方法

生产方法丁二烯的工业生产有电石炔和乙醛为原料合成、丁烯催化脱氢生、正丁烷一步脱氢、由乙烯装置副产C4抽提等方法。丁二烯的生产以乙烯装置副产C4抽提的方法最为经济,各国各地区由此生产丁二烯的比例也越来越大,由丁烷和丁烯脱氢生产丁二烯的比例有所下降,乙醇生产丁二烯的装置逐渐停工。

试剂价格

B4835 · 100mL
1,3-丁二烯 (约13%于四氢呋喃中, 约2mol/L)1,3-Butadiene (ca. 13% in Tetrahydrofuran, ca. 2mol/L) — 540元
B4835 · 500mL
1,3-丁二烯 (约13%于四氢呋喃中, 约2mol/L)1,3-Butadiene (ca. 13% in Tetrahydrofuran, ca. 2mol/L) — 1360元

供应商50 家

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
阿诺西(上海)生物技术有限公司400-1107768 15058188853 · [email protected]
宁波君龙新材料有限公司0574 88552216 19032109277 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]

相关反应

524 条

关联笔记

加载中…