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아크롤레인

아크롤레인
아크롤레인 구조식 이미지
카스 번호:
107-02-8
한글명:
아크롤레인
동의어(한글):
아크로레인;아크롤레인;아크롤레인(2-프로페날);아크롤린
상품명:
Acrolein
동의어(영문):
BXQ;papite;Aqualin;aquinte;Biocide;Crolean;nsc8819;crolein;ACROLEIN;Akrolein
CBNumber:
CB1767603
분자식:
C3H4O
포뮬러 무게:
56.06
MOL 파일:
107-02-8.mol

아크롤레인 속성

녹는점
−87 °C(lit.)
끓는 점
53 °C(lit.)
밀도
0.839 g/mL at 25 °C(lit.)
증기 밀도
1.94 (vs air)
증기압
4.05 psi ( 20 °C)
굴절률
n20/D 1.403(lit.)
인화점
−2 °F
저장 조건
2-8°C
용해도
H2O: soluble2 to 3 parts
물리적 상태
Liquid
냄새
Pungent, lacrimatory, intensely irritating odor detectable at 0.02 to 0.4 ppm
Odor Threshold
0.0036ppm
폭발한계
31%
수용성
Soluble. 21.25 g/100 mL
감도
Air & Light Sensitive
Merck
14,128
BRN
741856
Henry's Law Constant
(x 10-6 atm?m3/mol at 25 °C): 135 (Snider and Dawson, 1985)
노출 한도
NIOSH REL: TWA 0.1 ppm, STEL 0.3 ppm, IDLH 2 ppm; OSHA PEL: TWA 0.1 ppm; ACGIH TLV: TWA 0.1 ppm, STEL 0.3 ppm.
안정성
Stable, but very readily polymerizes. May have ca. 0.1% hydroquinone added as stabilizer. Flammable. Incompatible with oxidizing agents, reducing agents, oxygen, a variety of other chemicals, light. Very reactive with a wide variety of chemicals. May polymerize violently, especially on contact with strong acids or bases.
InChIKey
HGINCPLSRVDWNT-UHFFFAOYSA-N
CAS 데이터베이스
107-02-8(CAS DataBase Reference)
NIST
2-Propenal(107-02-8)
EPA
Acrolein (107-02-8)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,T+,N,T
위험 카페고리 넘버 11-24/25-26-34-50-26/28-24
안전지침서 23-26-28-36/37/39-45-61-16
유엔번호(UN No.) UN 1092 6.1/PG 1
WGK 독일 3
RTECS 번호 AS1050000
F 고인화성물질 8-9
자연 발화 온도 234 °C
TSCA Yes
위험 등급 6.1
포장분류 I
HS 번호 29121900
유해 물질 데이터 107-02-8(Hazardous Substances Data)
독성 LD50 orally in rats: 0.046 g/kg (Smyth)
그림문자(GHS):
신호 어: Danger
유해·위험 문구:
암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드
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
H300 삼키면 치명적임 급성 독성 물질 - 경구 구분 1,2 위험 P264, P270, P301+P310, P321, P330,P405, P501
H311 피부와 접촉하면 유독함 급성 독성 물질 - 경피 구분 3 위험 P280, P302+P352, P312, P322, P361,P363, P405, P501
H314 피부에 심한 화상과 눈에 손상을 일으킴 피부부식성 또는 자극성물질 구분 1A, B, C 위험 P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H330 흡입하면 치명적임 급성 독성 물질 흡입 구분 1, 2 위험 P260, P271, P284, P304+P340, P310,P320, P403+P233, P405, P501
H400 수생생물에 매우 유독함 수생 환경유해성 물질 - 급성 구분 1 경고 P273, P391, P501
H410 장기적 영향에 의해 수생생물에 매우 유독함 수생 환경유해성 물질 - 만성 구분 1 경고 P273, P391, P501
예방조치문구:
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P320 긴급히 (…) 처치를 하시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
P304+P340 흡입하면 신선한 공기가 있는 곳으로 옮기고 호흡하기 쉬운 자세로 안정을 취하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P405 밀봉하여 저장하시오.

아크롤레인 MSDS


Acrylic aldehyde

아크롤레인 C화학적 특성, 용도, 생산

물성

아크롤레인은 무색 투명한 가연성 휘발성 및 휘발성 액체이며 자극이 강하며 증기는 강한 인열 특성을 나타냅니다. 물의 2 ~ 3 배에 용해되며 알코올, 에테르 및 아세톤에 용해된다.

화학 반응

은 산화제와 격렬하게 반응 할 수 있습니다. 소량의 산 (이산화황 포함), 알칼리, 휘발성 아민 및 피리딘, 염, 티오 우레아, 산화제 (공기) 및 빛과 열에 노출시 발열 반응을 일으 킵니다. 현혹 된 유도 기간 후에 아민 및 피리딘에 의해 개시된 중합이 일어난다. Ir, Pt, Ti, Zr 및 Pd와 같은 다른 전이 금속도 효과적이다. 다수의 불포화 화합물은 적절한 키랄 리간드와 관련된 금속 촉매를 사용하여 우수한 ee에서 수소화 될 수있다.

개요

Acrolein 간단한 불포화 알 데히드 이다. 그것은 피어 싱, 비위, 매운 냄새를 가진 무색 액체 입니다. (때 해당 연기 포인트는 열은 식용 유)로 탄 지방의 냄새는 레코딩 지방에 침입에 acrolein 글리세롤에 의해 발생 합니다. 프로필 렌에서 산업 상 생산 고 에서는 및 빌딩 블록 다른 화합물, 아미노산 메티오닌 등을 주로 사용.

용도

Acrolein 는 살충제에 imidacloprid 생산에서 주로 사용 농약 산업 , dibromopropanal 제약 산업 , 에에서 피드 첨가제 메티오닌. 또한, allylthiourea, 약, 향신료, 합성 글 리세 린에 대 한 중요 한 중간, 등. Acrolein 아크릴 코팅 ;에서 사용할 수 있습니다. 그것은 원료 생산 dialdehyde 및 가교 에이전트; 또한 콜 로이드 오스뮴, 루 테 늄로 듐; 생산에 사용 Imidacloprid (농업 농약) 생산을 위한 중요 한 중간입니다. ISO 탱크 11.7mt는 형성 및 막힘.

포장, 보관 및 운송

CLASS 3: 가연성 액체. 클래스 6.1: 유독한 물자입니다. 저장소 분리 및 승인 된 지역에서. 멋진, 통풍이 잘되는 지역. 계속 콘테이너 긴밀 하 게 폐쇄에 컨테이너를 유지 하 고 사용. 에 대 한 준비까지 봉인 점화 스파크 (불꽃)의 모든 가능한 소스를 피하십시오. efrigerate입니다. 빛에 민감한.

화학적 성질

colourless to slightly yellow liquid

화학적 성질

Acrolein is a highly flammable, clear to yellowish liquid. It has a piercing, disagreeable odor and causes tears.

물리적 성질

Colorless to yellow, clear, watery liquid imparting a very sharp, acrid, pungent, or irritating odor. Odor threshold concentrations reported were 0.11 mg/kg by Guadagni et al. (1963), 0.21 ppmv by Leonardos et al. (1969), and 36 ppbv by Nagata and Takeuchi (1990). In addition, Katz and Talbert (1930) reported an experimental detection odor threshold concentration of 4.1 mg/m3 (1.8 ppmv).

용도

Acrolein is used in the etherification of food starch up to 0.6% and for the esterification and etherification of food starch up to 0.3% with vinyl acetate up to 7.5%.

용도

Contact herbicide and algicide; injected in water for the control of submerged and floating weeds in irrigation ditches and canals

용도

Acrolein is used as an antimicrobial agentto prevent the growth of microbes againstplugging and corrosion, to control the aquaticweed and algae, in slime control in papermanufacturing, as a tissue fixative, and inleather tanning.
Because of its widespread use it occursin the environment—in air and water. Afterformaldehyde it is the second most abundantaldehyde, constituting 5% of total aldehydesin air. Acrolein is one of the toxic gasesproduced in a wood or building fire or whenpolyethylene or other polymer substancesburn (Morikawa 1988; Morikawa and Yanai1986). Firefighters are at greater risk ofexposure to this gas.

용도

Acrolein is used in the synthesis of acrylic acid.

용도

manufacture of colloidal forms of metals; making plastics, perfumes; warning agent in methyl chloride refrigerant. Has been used in military poison gas mixtures. Used in organic syntheses. Aquatic herbicide.

정의

A colorless liquid unsaturated aldehyde with a pungent odor. It can be polymerized to make acrylate resins.

공기와 물의 반응

Highly flammable. A dangerous fire risk [Hawley]. Water soluble. Reacts slowly and exothermically with water to give 3-hydroxypropionaldehyde. A hazard can develop from this reaction if acrolein is stored over a layer of water.

반응 프로필

ACROLEIN, [INHIBITED] can react violently with oxidizing agents. Polymerizes exothermically on contact with small amounts of acids (including sulfur dioxide), alkalis, volatile amines and pyridines, salts, thiourea, oxidizing agents (air) and on exposure to light and heat. Polymerization initiated by amines and pyridines occurs after a deceptive induction period. Water solutions of mineral acids and metal ions can initiate polymerization. The inhibitor (usually hydroquinone) greatly reduces tendency to polymerize. Undergoes Diels-Alder reaction with itself to give acrolein dimer. This can become a runaway reaction at 90°C [Kirk-Othmer, 4th Ed, Vol. 1]. Mixing in equal molar portions with any of the following substances in a closed container caused the temperature and pressure to increase: 2-aminoethanol, ammonium hydroxide, chlorosulfonic acid, ethylenediamine, ethyleneimine [NFPA 1991].

건강위험

Extremely toxic; probable oral human lethal dose is 5-50 mg/kg, between 7 drops and one teaspoon for a 70 kg (150 lb.) person. Inhalation of air containing 10 ppm of acrolein may be fatal in a few minutes. Death from cardiac failure accompanied by hyperemia and hemorrhage of the lungs and degeneration of the bronchial epithelium is possible. Acrolein causes acute respiratory and eye irritation; severe gastrointestinal distress with slowly developing pulmonary edema (lungs fill up with fluid); and skin irritation.

건강위험

Acrolein is a highly toxic and corrosive substance. Inhalation of acrolein can cause moderate to severe eye, nose, and respiratory system irritation after a few minutes of exposure to concentrations as low as 0.25 ppm. Higher concentrations can cause immediate and/ or delayed lung injury including pulmonary edema and respiratory insufficiency; fatal reactions have occurred upon exposure to as little as 10 ppm. This substance is a powerful lacrimator, and eye contact with acrolein liquid or vapor can cause severe burns. Skin contact can cause severe redness, swelling, burns with blistering, and corrosion. Acrolein can be absorbed through the skin, leading to systemic effects including delayed pulmonary edema. Ingestion of acrolein can cause gastrointestinal distress, pulmonary congestion, and edema. Acrolein has been reported to be a weak skin sensitizer in some individuals. This substance is regarded as having adequate warning properties.Acrolein is mutagenic in bacteria but did not cause increased tumor incidence in animals exposed chronically by injection or inhalation. Administration to pregnant rats caused malformations and lethality to embryos. Chronic exposure to as little as 0.21 ppm acrolein caused inflammatory changes in lungs, liver, kidneys, and brains of experimental animals.

건강위험

Acrolein is a highly toxic compound thatcan severely damage the eyes and respiratorysystem and burn the skin. Ingestion can causeacute gastrointestinal pain with pulmonarycongestion.
LD50 value, oral (mice): 40 mg/kg
Acrolein is a strong lachrymator and anasal irritant. Direct contact of liquid in theeyes may result in permanent injury to thecornea. Inhalation can result in severe irritationof the eyes and nose. A concentration of0.5 ppm for 12 minutes can cause intolerableeye irritation in humans. In rats, exposure toa concentration of 16 ppm acrolein in air for4 hours was lethal.
Acrolein can be absorbed through theskin; the spillage of liquid can cause severechemical burns. Skin contact may lead tochronic respiratory disease and producedelayed pulmonary edema. Subcutaneousadministration of acrolein produced degenerationof fatty liver and a general anestheticeffect.
LD50 value, subcutaneous (mice): 30 mg/kg
On the basis of the available data, aconcentration of 68 and 55 ppb may betoxic to aquatic life in fresh and salt water,respectively (U.S. EPA 1980). A concentrationas low as 21 ppb may producechronic toxicity to freshwater aquatic life.Acrolein is reported to be more toxic toaquatic organisms than are phenol, chloroandnitrophenols, aniline, o-xylene, and othertoxic compounds (Holcombe et al. 1987).Rainbow trout, spinally transected, wereexposed to an acutely toxic aqueous concentrationof acrolein to monitor their respiratory–cardiovascular responses. A steadyincrease was recorded in their cough rate.The ventilation rate, oxygen utilization, andheart rate steadily fell throughout their periodof survival.
In a study on inhalation toxicity in rats,Crane et al. (1986) observed that the exposureto 1 atm of acrolein vapors causedphysical incapacitation. The animals lost theability to walk and expired. In a study oncytotoxicity of tobacco-related aldehydes tocultured human bronchial epithelial cells,acrolein was found to be more toxic thanformaldehyde (Graftstrom et al. 1985). Bothcompounds induced DNA damage.
Certain sulfur compounds, such as dithiothreitol and dimercaptopropanol, reacted with acrolein to reduce itstoxicity (Dore et al. 1986). Such protectionagainst its toxicity was observed in isolatedrat hepatocytes.

화재위험

Acrolein is a highly flammable liquid (NFPA rating = 3) and its vapor can travel a considerable distance and "flash back." Acrolein vapor forms explosive mixtures with air at concentrations of 2.8 to 31% (by volume). Carbon dioxide or dry chemical extinguishers should be used for acrolein fires.

화재위험

Under fire conditions, polymerization may occur. If inside a container, violent rupture of the container may take place. When heated to decomposition, Acrolein emits highly toxic fumes. Alkalis or strong acids act as catalysts, causing a condensation reaction and liberating energy. Reaction may be very rapid and violent. Readily converted by oxygen to hazardous peroxides and acids. Unstable, avoid exposure to alkalis, strong acids, oxygen, elevated temperatures, such as fire conditions. (Polymerization inside container could cause violent rupture of container under fire conditions.)

인화성 및 폭발성

Acrolein is a highly flammable liquid (NFPA rating = 3) and its vapor can travel a considerable distance and "flash back." Acrolein vapor forms explosive mixtures with air at concentrations of 2.8 to 31% (by volume). Carbon dioxide or dry chemical extinguishers should be used for acrolein fires.

Safety Profile

Human poison by inhalation and intradermal routes. Poison experimentally by most routes. Human systemic irritant and pulmonary system effects by inhalation include: lachrymation, delayed hypersensitivity with multiple organ involvement, and respiratory system damage. Severe eye and skin irritant. Experimental reproductive effects. Human mutation data reported. Questionable carcinogen. Dangerous fire hazard when exposed to heat, flame, or oxidizers. An explosion hazard. Incompatible with amines, SO2, metal salts, oxidants, (light + heat). Violent polymerization reaction on contact with strong acid, strong base, weak acid conditions (e.g., nitrous fumes, sulfur dioxide, carbon dioxide), thiourea, or dimethylamine. When heated to decomposition it emits highly toxic fumes; can react vigorously with oxidizing materials. To fight fire, use CO2, dry chemical, or alcohol foam,

잠재적 노출

Used as pharmaceutical; slimicide; and in production of cosmetics and food supplements; as an intermediate in the production of glycerine and in the production of methionine analogs (poultry feed protein supplements). It is also used in chemical synthesis (1,3,6-hexametriol and glutaraldehyde); as a liquid fuel; antimicrobial agent, in algae and aquatic weed control; and as a slimicide in paper manufacture; making plastics, drugs, and tear gas. Also, most allyl compounds may be metabolized to allyl alcohol which is metabolized to acrolein.

Carcinogenicity

Acrolein is a reactive intermediate of the commonly used chemotherapeutic drugs cyclophosphamide and ifosphamide. Acrolein-modified DNA was found in human peripheral blood lymphocytes from cancer patients previously treated with cyclophosphamide (a chemotherapeutic), but no association was found for cyclophosphamine. Acrolein has a classification of C, possible human carcinogen, based on limited animal carcinogenicity data and paucity of human evidence for this effect.

Source

Reported in cigarette smoke (150 ppm) and gasoline exhaust (0.2 to 5.3 ppm) (quoted, Verschueren, 1983). May be present as an impurity in 2-methoxy-3,4-dihydro-2H-pyran (Ballantyne et al., 1989a).
Acrolein was detected in diesel fuel at a concentration of 3,400 μg/g (Schauer et al., 1999). Gas-phase tailpipe emission rates from California Phase II reformulated gasoline-powered automobiles with and without catalytic converters were 0.06 and 3.8 mg/km, respectively (Schauer et al., 2002).
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 rates of acrolein were 63 mg/kg of pine burned, 44 mg/kg of oak burned, and 56 mg/kg of eucalyptus burned.

환경귀착

Biological. Microbes in site water degraded acrolein to β-hydroxypropionaldehyde (Kobayashi and Rittman, 1982). This product also forms when acrolein is hydrated in distilled water (Burczyk et al., 1968). When 5 and 10 mg/L of acrolein were statically incubated in the dark at 25°C with yeast extract and settled domestic wastewater inoculum, complete degradation was observed after 7 days (Tabak et al., 1981). Activated sludge was capable of degrading acrolein at concentrations of 2,300 ppm but no other information was provided (Wierzbicki and Wojcik, 1965)
Photolytic. Photolysis products include carbon monoxide, ethylene, free radicals and a polymer (Calvert and Pitts, 1966). Anticipated products from the reaction of acrylonitrile with ozone or hydroxyl radicals in the atmosphere are glyoxal, forma
Groundwater. The half-life for acrolein in groundwater was estimated to range from 14 days to 8 weeks (Howard et al., 1991)
Chemical/Physical. Wet oxidation of acrolein at 320°C yielded formic and acetic acids (Randall and Knopp, 1980). May polymerize in the presence of light and explosively in the presence of concentrated acids (Worthing and Hance, 1991) forming disacryl, a white plastic solid (Windholz et al., 1983; Humburg et al., 1989). In distilled water, acroleinwas hydrolyzed to β-hydroxypropionaldehyde (Burczyk et al., 1968; Reinert and Rodgers, 1987; Kollig, 1993). The reported hydrolysis rate constant at pH 7 is 6.68 × 108/year (Kollig, 1993). The estimated hydrolysis half-life in water is 22 days (Burczyk et al., 1968)

신진 대사 경로

When fish are exposed to 14C-acrolein, the metabolites are identified from the edible tissues and there is very little similarity in the metabolism of acrolein among the test species. The most notable observation is that acrolein is never detected in any tissues sampled, and glycidol, glycerol, 1,3- propanediol, and glyceric acid are the major metabolites found in catfish, crayfish, bluegill, and clams, respectively.

저장

Work with acrolein should be conducted in a fume hood to prevent exposure by inhalation, and splash goggles and butyl rubber gloves should be worn at all times to prevent eye and skin contact. Acrolein should be used only in areas free of ignition sources. Containers of acrolein should be stored in secondary containers in areas separate from amines, oxidizers, acids, and bases.

운송 방법

Acrolein, stabilized, Hazard class: 6.1; Labels: 6.1-Poison Inhalation Hazard, 3-Flammable liquids. Inhalation Hazard Zone A.

Purification Methods

Purify acrolein by fractional distillation, under nitrogen, drying with anhydrous CaSO4 and then distilling under vacuum. Blacet, Young and Roof [J Am Chem Soc 59 608 1937] distilled it under nitrogen through a 90cm column packed with glass rings. To avoid formation of diacryl, the vapour is passed through an ice-cooled condenser into a receiver cooled in an ice-salt mixture and containing 0.5g catechol. The acrolein is then distilled twice from anhydrous CuSO4 at low pressure, catechol being placed in the distilling flask and the receiver to avoid polymerization. [Alternatively, hydroquinone (1% of the final solution) can be used.] [Beilstein 1 IV 3435.]

비 호환성

May form explosive mixture with air. Elevated temperatures or sunlight may cause explosive polymerization. A strong reducing agent; reacts violently with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Polymerizes exothermically on contact with small amounts of acids (including sulfur dioxide), alkalis, volatile amines and pyridines, salts, thiourea, oxidizing agents (air) and on exposure to light, and heat. Polymerization initiated by amines and pyridines occurs after a deceptive induction period. Water solutions of mineral acids and metal ions can initiate polymerization. The inhibitor (usually hydroquinone) greatly reduces tendency to polymerize. Reacts with acids, alkalis, ammonia, amines, oxygenperoxides. Shock-sensitive peroxides or acids may be formed over time. Attacks zinc and cadmium

폐기물 처리

Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal. Incineration. Conditions are 816 C, 0.5 second minimum for primary combustion; 1093 C, 1.0 second for secondary combustion.

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