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1,3-부타디엔 구조식 이미지
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1,3-부타디엔 속성

−109 °C(lit.)
끓는 점
−4.5 °C(lit.)
0.62 g/mL at 20 °C(lit.)
증기 밀도
1.9 (15 °C, vs air)
1863 mm Hg ( 21 °C)
−105 °F
저장 조건
water: soluble0.5g/L at 20°C
Odor Threshold
735mg/L(25 ºC)
Henry's Law Constant
(x 10-2 atm?m3/mol): 6.3 at 25 °C (Hine and Mookerjee, 1975)
노출 한도
TLV-TWA 10 ppm (~22 mg/m3) (ACGIH), 1000 ppm (OSHA and NIOSH); IDLH 20,000 ppm (NIOSH); A2–Suspected Human Carcinogen (ACGIH).
Stable. Extremely flammable. May form explosive mixtures with air. Incompatible with strong oxidizing agents, copper, copper alloys. May contain stabilizer.
CAS 데이터베이스
106-99-0(CAS DataBase Reference)
1,3-Butadiene (106-99-0)
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F+,T,F,N
위험 카페고리 넘버 45-46-12-67-65-63-48/20-36/38-11-62-51/53-38
안전지침서 53-45-62-46-36/37-26-61-33-16
유엔번호(UN No.) UN 1010 2.1
WGK 독일 2
RTECS 번호 EI9275000
F 고인화성물질 4.5-31
자연 발화 온도 788 °F
위험 참고 사항 Extremely Flammable/Carcinogen
위험 등급 2.1
포장분류 II
HS 번호 29012410
독성 LC50 (inhalation) for mice 270 gm/m3/2-h, rats 285 gm/m3/4-h (quoted, RTECS, 1985).
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
H220 극인화성 가스 인화성 가스 구분 1 위험 P210, P377, P381, P403
H225 고인화성 액체 및 증기 인화성 액체 구분 2 위험 P210,P233, P240, P241, P242, P243,P280, P303+ P361+P353, P370+P378,P403+P235, P501
H280 고압가스; 가열시 폭발할 수 있음 고압가스 압축가스
용존 가스
경고 P410+P403
H304 삼켜서 기도로 유입되면 치명적일 수 있음 흡인 유해성물질 구분 1 위험
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H336 졸음 또는 현기증을 일으킬 수 있음 특정표적장기 독성 물질(1회 노출);마취작용 구분 3 경고 P261, P271, P304+P340, P312,P403+P233, P405, P501
H340 유전적인 결함을 일으킬 수 있음 (노출되어도 생식세포 유전독성을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 생식세포 변이원성 물질 구분 1A, 1B 위험
H350 암을 일으킬 수 있음 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 1A, 1B 위험
H373 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킬 수 있음 특정 표적장기 독성 - 반복 노출 구분 2 경고 P260, P314, P501
H411 장기적 영향에 의해 수생생물에 유독함 수생 환경유해성 물질 - 만성 구분 2
P201 사용 전 취급 설명서를 확보하시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P273 환경으로 배출하지 마시오.
P331 토하게 하지 마시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P308+P313 노출 또는 접촉이 우려되면 의학적인 조치· 조언를 구하시오.
P410+P403 직사광선을 피하고 환기가 잘 되는 곳에 보관하시오.

1,3-부타디엔 C화학적 특성, 용도, 생산


페놀프탈레인은 백색의 작은 삼선 형태의 결정체이며 공기 중 안정성.물에 불용이고 벤젠이나 헥산에 불용이다., 에탄올과 에테르에 매우 잘 용해된다., dmso에 약간 용해 됨.
산성 용액 중 페놀프탈레인은 무색이며 알칼리성 용액은 아마란스.


인체 내에서 아연은 세포를 구성하고 생리적인 기능을 다루는 대표적인 무기물 중 하나이다. 임신한 여성에게 아연이 부족하게 되면 기형아나 저체중아를 낳을 수 있다. 아연이 부족할 경우 성장발육에 문제가 있게 되며, 아연을 과잉섭취하게 되어도 미네랄 불균형이 생긴다. 식물체 내에서의 아연은 식물체 내에서 발생하는 유해한 활성산소를 제거하는 효소 구성 성분으로, 망가니즈나 마그네슘 등과 같이 효소를 활성화시키는 역할을 한다.


1,3-Butadiene is a simple conjugated diene. It is a colourless gas with a mild aromatic or gasoline-like odour and incompatible with phenol, chlorine dioxide, copper, and crotonaldehyde. The gas is heavier than air and may travel along the ground; distant ignition is possible. It is an important industrial chemical used as a monomer in the production of synthetic rubber. Most butadiene is polymerised to produce synthetic rubber. While polybutadiene itself is a very soft, almost liquid, material, polymers prepared from mixtures of butadiene with styrene or acrylonitrile, such as ABS, are both tough and elastic. Styrene–butadiene rubber is the material most commonly used for the production of automobile tyres. Smaller amounts of butadiene are used to make nylon via the intermediate adiponitrile, other synthetic rubber materials such as chloroprene, and the solvent sulpholane. Butadiene is used in the industrial production of cyclododecatriene via a trimerisation reaction.
1,3-Butadiene structure
1,3-Butadiene structure

물리적 성질

Colorless gas with a mild, aromatic or gasoline-like odor. Experimentally determined detection and recognition odor threshold concentrations were 1.0 mg/m3 (0.45 ppmv) and 2.4 mg/m3 (1.1 ppmv), respectively (Hellman and Small, 1974).


1,3-Butadiene is a petroleum product obtainedby catalytic cracking of naphtha orlight oil or by dehydrogenation of buteneor butane. It is used to produce butadiene–styrene elastomer (for tires), syntheticrubber, thermoplastic elastomers, foodwrapping materials, and in the manufactureof adiponitrile. It is also used forthe synthesis of organics by Diels–Aldercondensation.


Synthetic elastomers (styrene-butadiene, polybutadiene, neoprene, nitriles), ABS resins, chemical intermediate.
1,3-Butadiene can undergo a four-component coupling reaction with aryl Grignard reagents, and alkyl fluorides in the presence of nickel catalyst to form 1,6-octadiene carbon compound substituted with alkyl and aryl groups at the 3- and 8-positions.
1,3-Butadiene is a useful diene for Diels Alder reaction.
It may be used in the synthesis of the following:


ChEBI: A butadiene with unsaturation at positions 1 and 3.

생산 방법

Except for a small amount of butadiene produced by the oxydehydrogenation of n-butane, most of butadiene is produced commercially as a by-product of ethylene production during the steam cracking of hydrocarbon streams. It is separated and purificated from other components by extractive distillation, using acetonitrile and dimethylformamide as solvents.

일반 설명

Butadiene, inhibited is a colorless gas with an aromatic odor. 1,3-BUTADIENE is shipped as a liquefied gas under its vapor pressure. Contact with the liquid can cause frostbite. 1,3-BUTADIENE is easily ignited. Its vapors are heavier than air and a flame can flash back to the source of leak very easily. 1,3-BUTADIENE can asphyxiate by the displacement of air. 1,3-BUTADIENE must be shipped inhibited as butadiene is liable to polymerization. If polymerization occurs in the container, 1,3-BUTADIENE may violently rupture. Under prolonged exposure to fire or intense heat the containers may rupture violently and rocket. 1,3-BUTADIENE is used to make synthetic rubber and plastics, and to make other chemicals.

공기와 물의 반응

Highly flammable. In contact with air, butadiene may form violently explosive peroxides, which can be exploded by mild heat or shock. Solid butadiene absorbs enough oxygen at sub atmospheric pressures to make 1,3-BUTADIENE explode violently when heated just above its melting point [Ind. Eng. Chem. 51:733 1959].

반응 프로필

A colorless gas, 1,3-BUTADIENE can react with oxidizing reagents. Upon long exposure to air 1,3-BUTADIENE forms explosive peroxides. They are sensitive to heat or shock; sudden polymerization may occur [Scott, D. A., Chem. Eng. News, 1940, 18, p.404]. Butadiene polyperoxides are insoluble in liquefied butadiene (m. p. -113° C, b. p. -2.6° C) and progressively separate leading to local concentration build up. Self-heating from a spontaneous decomposition will lead to explosion [Hendry, D. G. et al., Ind. Eng. Chem., 1968, 7, p. 136, 1145]. Explodes on contact with aluminum tetrahydroborate, potentially explosive reaction with chlorine dioxide (peroxide) and crotonaldehyde (above 180° C). Reaction with sodium nitrite forms a spontaneously flammable product [Sax, 9th ed., 1996, p. 539].


A confirmed carcinogen. Irritant in high concentration. Highly flammable gas or liquid, explosive limits in air 2–11%. May form explosive peroxides on exposure to air. Must be kept inhibited during storage and shipment. Inhibitors often used are di-n-butylamine or phenyl-β-naphthylamine. Storage is usually under pressure or in insulated tanks <35F (<1.67C).


The toxicity of 1,3-butadiene has been foundto be very low in humans and animals. It isan asphyxiant. In humans, low toxic effectsmay be observed at exposure to 2000 ppmfor 7 hours. The symptoms may be hallucinations,distorted perception, and irritation ofeyes, nose, and throat. Higher concentrationsmay result in drowsiness, lightheadedness,and narcosis. High dosages of 1,3-butadienewas toxic to animals by inhalation and skincontact. General anesthetic effects and respiratorydepression were noted. Concentrationsof 25–30% may be lethal to rats and rabbits.Contact with the liquefied gas can cause burnand frostbite.
Exposure to 1,3-butadiene caused cancersin the stomach, lungs, and blood in ratsand mice. It is suspected to be a humancarcinogen. It is a mutagen and a teratogen.


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.

Safety Profile

Confirmed carcinogen with experimental carcinogenic and neoplastigenic data. An experimental teratogen. Mutation data reported. Inhalation of high concentrations can cause unconsciousness and death. Human systemic effects by inhalation: cough, hallucinations, dstorted perceptions, changes in the visual field and other


1,3-Butadiene is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans, including epidemiological and mechanistic studies. 1,3-Butadiene was first listed in the Fifth Annual Report on Carcinogens in 1989 as reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals. The listing was revised to known to be a human carcinogen in the Ninth Report on Carcinogens in 2000.


Schauer et al. (2001) measured organic compound emission rates for volatile organic compounds, gas-phase semi-volatile organic compounds, and particle-phase organic compounds from the residential (fireplace) combustion of pine, oak, and eucalyptus. The gas-phase emission rate of 1,3-butadiene was 177 mg/kg of pine burned. Emission rates of 1,3-butadiene were not measured during the combustion of oak and eucalyptus.


Surface Water. The estimated volatilization half-life of 1,3-butadiene in a model river 1 m deep, flowing 1 m/sec and a wind speed of 3 m/sec is 3.8 h (Lyman et al., 1982).
Photolytic. The following rate constants were reported for the reaction of 1,3-butadiene and OH radicals in the atmosphere: 6.9 x 10-11 cm3/molecule·sec (Atkinson et al., 1979) and 6.7 x 10-11 cm3/molecule·sec (Sablji? and Güsten, 1990). Atkinson and Carter (1984) reported a rate constant of 6.7–8.4 x 10-11 cm3/molecule·sec for the reaction of 1,3-butadiene and ozone in the atmosphere. Photooxidation reaction rate constants of 2.13 x 10-13 and 7.50 x 10-18 cm3/molecule·sec were reported for the reaction of 1,3-butadiene and NO3 (Benter and Schindler, 1988; Sablji? and Güsten, 1990). The half-life in air for the reaction of 1,3-butadiene and NO3 radicals is 15 h (Atkinson et al., 1984a).
Chemical/Physical. Will polymerize in the presence of oxygen if no inhibitor is present (Hawley, 1981).


1,3-Butadiene is stored in a cool and wellventilatedlocation separated from combustibleand oxidizing substances. Smallamounts of stabilizers, such as o-dihydroxybenzene,p-tert-butylcatechol, or aliphaticmercaptans, are added to prevent its polymerizationor peroxides formation. The cylindersare stored vertically and protected againstphysical damage.

1,3-부타디엔 준비 용품 및 원자재


준비 용품

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