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아크릴산에틸

아크릴산에틸
아크릴산에틸 구조식 이미지
카스 번호:
140-88-5
한글명:
아크릴산에틸
동의어(한글):
아크릴산에틸;2-프로펜오익산,에틸에스테르;아크릴산,에틸에스테르;아크릴에스테르E;아클릴릭애시드에틸에스테르;에톡시카르보닐에틸렌;에틸2-프로펜오에이트;에틸아크릴릭에스테르;에틸아크릴레이트;이틸아크릴레이트;아크릴산에틸에스테르;에틸아크릴산;에틸프로펜오에이트;에틸프로렌오에이트;에틸아크릴레이트;에틸 아크릴레이트;2-프로페노익산, 에틸 에스터;아크릴산 에틸 에스터;에틸 프로-2-에노에이트;에틸 프로페노에이트
상품명:
Ethyl acrylate
동의어(영문):
2-988;FEMA 2418;NCI-C50384;carboset511;Carboset 511;Ethylakrylat;ETHYLACRYLAT;etilacrilato;CH2=CHCOOC2H5;Ethylacrylaat
CBNumber:
CB8382425
분자식:
C5H8O2
포뮬러 무게:
100.12
MOL 파일:
140-88-5.mol

아크릴산에틸 속성

녹는점
−71 °C(lit.)
끓는 점
99 °C(lit.)
밀도
0.921 g/mL at 20 °C
증기 밀도
3.5 (vs air)
증기압
31 mm Hg ( 20 °C)
굴절률
n20/D 1.406(lit.)
FEMA
2418 | ETHYL ACRYLATE
인화점
60 °F
저장 조건
2-8°C
용해도
20g/l
물리적 상태
Liquid
색상
Clear
냄새
Characteristic acrylic odor; sharp, fragrant; acrid; slightly nauseating; sharp, ester type.
폭발한계
1.8-14%(V)
Odor Threshold
0.00026ppm
수용성
1.5 g/100 mL (25 ºC)
어는점
99.8℃
Merck
14,3759
JECFA Number
1351
BRN
773866
Henry's Law Constant
2.25(x 10-3 atm?m3/mol) at 20 °C (approximate - calculated from water solubility and vapor pressure)
노출 한도
TLV-TWA 5 ppm (~20 mg/m3) (ACGIH), 25 ppm (~100 mg/m3 (MSHA, NIOSH), TWA skin 25 ppm (100 mg/m3) (OSHA); IDLH 2000 ppm (NIOSH).
안정성
Stable, but may polymerize upon exposure to light. Highly flammable. Keep cool. Incompatible with oxidizing agents, peroxides and other polymerization initiators.
CAS 데이터베이스
140-88-5(CAS DataBase Reference)
NIST
2-Propenoic acid, ethyl ester(140-88-5)
IARC
2B (Vol. 39, Sup 7, 71, 122) 2019
EPA
Ethyl acrylate (140-88-5)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F,Xn
위험 카페고리 넘버 11-20/21/22-36/37/38-43
안전지침서 9-16-33-36/37
유엔번호(UN No.) UN 1917 3/PG 2
WGK 독일 2
RTECS 번호 AT0700000
F 고인화성물질 8
자연 발화 온도 721 °F
TSCA Yes
HS 번호 2916 12 00
위험 등급 3
포장분류 II
유해 물질 데이터 140-88-5(Hazardous Substances Data)
독성 LD50 orally in Rabbit: 550 mg/kg LD50 dermal Rabbit 1800 mg/kg
기존화학 물질 KE-29507
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
H302 삼키면 유해함 급성 독성 물질 - 경구 구분 4 경고 P264, P270, P301+P312, P330, 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
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
H317 알레르기성 피부 반응을 일으킬 수 있음 피부 과민성 물질 구분 1 경고 P261, P272, P280, P302+P352,P333+P313, P321, P363, P501
H319 눈에 심한 자극을 일으킴 심한 눈 손상 또는 자극성 물질 구분 2A 경고 P264, P280, P305+P351+P338,P337+P313P
H331 흡입하면 유독함 급성 독성 물질 흡입 구분 3 위험 P261, P271, P304+P340, P311, P321,P403+P233, P405, P501
H332 흡입하면 유해함 급성 독성 물질 흡입 구분 4 경고 P261, P271, P304+P340, P312
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
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
H341 유전적인 결함을 일으킬 것으로 의심됨 (노출되어도 생식세포 유전독성을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 생식세포 변이원성 물질 구분 2 경고 P201,P202, P281, P308+P313, P405,P501
H351 암을 일으킬 것으로 의심됨 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 2 경고 P201, P202, P281, P308+P313, P405,P501
H370 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴(노출되어도 특정 표적장기 독성을 일으키지 않는다는 결정적인 노출경로가 있다면 노출경로를 기재) 특정 표적장기 독성 - 1회 노출 구분 1 위험 P260, P264, P270, P307+P311, P321,P405, P501
H372 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴 특정 표적장기 독성 - 반복 노출 구분 1 위험 P260, P264, P270, P314, P501
H401 수생생물에 유독함 수생 환경유해성 물질 - 급성 구분 2 P273, P501
H412 장기적 영향에 의해 수생생물에 유해함 수생 환경유해성 물질 - 만성 구분 3 P273, P501
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P233 용기를 단단히 밀폐하시오. 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 보관하시오.
P240 용기와 수용설비를 접지 및 접합시키시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P264 취급 후에는 손을 철저히 씻으시오.
P264 취급 후에는 손을 철저히 씻으시오.
P270 이 제품을 사용할 때에는 먹거나, 마시거나 흡연하지 마시오.
P271 옥외 또는 환기가 잘 되는 곳에서만 취급하시오.
P272 작업장 밖으로 오염된 의복을 반출하지 마시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P303+P361+P353 피부(또는 머리카락)에 묻으면 오염된 모든 의복은 벗거나 제거하시오 피부를 물로 씻으시오/샤워하시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P307+P311 노출된 경우,독성 물질 센터 또는 의사에게 전화하기
P370+P378 화재 시 불을 끄기 위해 (Section 5. 폭발, 화재시 대처방법의 적절한 소화제)을(를) 사용하시오.
P405 밀봉하여 저장하시오.
P403+P233 용기는 환기가 잘 되는 곳에 단단히 밀폐하여 저장하시오.
NFPA 704
3
3 2

아크릴산에틸 C화학적 특성, 용도, 생산

개요

Ethyl acrylate is an organic compound with the formula CH2CHCO2CH2CH3. It is the ethyl ester of acrylic acid. It is a colourless liquid with a characteristic acrid odor. It is mainly produced for paints, textiles, and non-woven fibers . It is also a reagent in the synthesis of various pharmaceutical intermediates.

화학적 성질

Ethyl acrylate is a colorless liquid. Sharp, acrid odor. The Odor Threshold is 0.000240.0009 ppm

화학적 성질

Ethyl acrylate has a characteristic penetrating and persistent odor. Ethyl acrylate is possibly carcinogenic to humans (IARC, California Proposition 65)

물리적 성질

Clear, colorless liquid with a penetrating and pungent odor. Leonardos et al. (1969) and Nagata and Takeuchi (1990) reported odor threshold concentrations of 0.47 and 0.26 ppbv, respectively. Experimentally determined detection and recognition odor threshold concentrations were 1.0 μg/m3 (0.24 ppbv) and 1.5 μg/m3 (0.37 ppbv), respectively (Hellman and Small, 1974).

출처

Reported found in pineapple, yellow passion fruit and durian (Durio zibethinus).

용도

Monomer for acrylic resins.

용도

Ethyl acrylate is used in the manufacture ofacrylic resins, acrylic fibers, textile and papercoatings, adhesives, and leather finish resins;and as a flavoring agent.

용도

Ethyl Acrylate is a flavoring agent that is a clear, colorless liquid. its odor is fruity, harsh, penetrating, and lachrymatous (causes tears). it is sparingly soluble in water and miscible in alcohol and ether, and is obtained by chemical synthesis.

제조 방법

By esterification of acrylic acid; by heating acetylene with HCl in alcoholic solution in the presence of Ni(CO)4; also from ethyl-3-chloropropionate passed over activated carbon at high temperature.

생산 방법

Ethyl acrylate is manufactured via oxidation of propylene to acrolein and then to acrylic acid. The acid is treated with ethanol to yield the ethyl ester .
Vinyl chloride reacts at 270 °C at >6895 kPa (68 atm) with ethanol in the presence of a cobalt and palladium catalyst to give ethyl acrylate in a yield of 17% .

Aroma threshold values

Detection: 0.2 ppb

일반 설명

A clear colorless liquid with an acrid odor. Flash point 60°F. May polymerize exothermically if heated or contaminated. If the polymerization takes place inside a container, the container may rupture violently. Auto ignition temperature 721°F (383°C) (NTP). Less dense than water. Vapors heavier than air. Used to make paints and plastics.

공기와 물의 반응

Highly flammable. Insoluble in water.

반응 프로필

A flammable liquid, confirmed carcinogen. Ethyl acrylate can react vigorously with oxidizing reagents, peroxides,strong alkalis and polymerization initiators. [NTP] Ethyl acrylate reacts violently with chlorosulfonic acid [Sax, 9th ed., 1996, p. 1515]. When an inhibited monomer was placed in a clear glass bottle exposed to sunlight, exothermic polymerization set in and caused the bottle to burst. The use of brown glass or metal containers and increase in inhibitor concentration (to 200 ppm; tenfold) was recommended [MCA Case History No. 1759]. Ethyl acrylate may polymerize when exposed to light and Ethyl acrylate is subject to slow hydrolysis. Inhibitors do not function in the absence of air. Solutions in DMSO are stable for 24 hours under normal lab conditions. [NTP].

위험도

Toxic by ingestion, inhalation, skin absorption; irritant to skin and eyes. Flammable, dangerous fire and explosion hazard. Possible carcinogen.

건강위험

Ethyl acrylate is a strong irritant to the eyes,skin, and mucous membranes. The liquid orits concentrated solutions can produce skinsensitization upon contact. It is toxic by allroutes of exposure. The toxicity is low inrats and mice and moderate in rabbits. Thetoxic effects from inhalation noted in animalswere congestion of lungs and degenerativechanges in the heart, liver, and kidney. Mon key exposed to 272 ppm for 28 days showedlethargy and weight loss; while exposure to1024 ppm caused death to the animals after2.2 days (Treon et al. 1949). By compari son, guinea pigs died of exposure to about1200 ppm for 7 hours. Ingestion of the liq uid may result in irritation of gastrointestinaltracts, nausea, lethargy, and convulsions
The LD50 values varied significantly indifferent species of animals. The oral LD50values in rabbits, rats, and mice are in therange 400, 800, and 1800 mg/kg, respectively. Animals administered ethyl acrylateshowed increased incidence of tumors inforestomach. However, there is no evidenceof carcinogenicity caused by this compoundin humans.

화학 반응

Reactivity with Water No reaction; Reactivity with Common Materials: No reaction; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: May occur; exclude moisture, light; avoid exposure to high temperatures; store in presence of air; Inhibitor of Polymerization: 13-17 ppm monomethyl ether of hydroquinone.

Safety Profile

Confirmed carcinogen with experimental carcinogenic data. Poison by ingestion and inhalation. Moderately toxic by skin contact and intraperitoneal routes. Human systemic effects by inhalation: eye, olfactory, and pulmonary changes. A skin and eye irritant. Characterized in its terminal stages by dyspnea, cyanosis, and convulsive movements. It caused severe local irritation of the gastroenteric tract; and toxic degenerative changes of cardiac, hepatic, renal, and splenic tissues were observed. It gave no evidence of cumulative effects. When applied to the intact skin of rabbits, the ethyl ester caused marked local irritation, erythema, edema, thickening, and vascular damage. Animals subjected to a fairly high concentration of these esters suffered irritation of the mucous membranes of the eyes, nose, and mouth as well as lethargy, dpspnea, and convulsive movements. A substance that migrates to food from packagmg materials. Flammable liquid. A very dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. Violent reaction with chlorosulfonic acid. To fight fire, use CO2, dry chemical, or alcohol foam. When heated to decomposition it emits acrid smoke and irritating fumes. See also ESTERS.

Safety

It is an acute toxin with an LD50 (rats, oral) of 1020 mg / kg and a TLV of 5 ppm. The International Agency for Research on Cancer stated, "Overall evaluation, Ethyl acrylate is possibly carcinogenic to humans (Group 2B)." The United States Environmental Protection Agency (EPA) states, "Human studies on occupational exposure to ethyl acrylate... have suggested a relationship between exposure to the chemical(s) and colorectal cancer, but the evidence is conflicting and inconclusive. In a study by the National Toxicology Program (NTP), increased incidences of squamous cell papillomas and carcinomas of the fore stomach were observed in rats and mice exposed via gavage (experimentally placing the chemical in the stomach). However, the NTP recently determined that these data were not relevant to human carcinogenicity since humans do not have a fore stomach, and removed ethyl acrylate from its list of carcinogens." (Occupational exposure generally involves exposure that occurs regularly, over an extended period of time.)
One favorable safety aspect is that ethyl acrylate has good warning properties; the odor threshold is much lower than any level of health concern. In other words, the bad odor warns people of ethyl acrylate's presence long before the concentration reaches a level capable of creating a serious health risk.

잠재적 노출

This material is used in emulsion polymers for paints, textiles, adhesives, coatings and binders; as a monomer in the manufacture of homopolymer and copolymer resins for the production of paints and plastic films

Carcinogenicity

A retrospective study found an excess of colorectal cancers in one exposed population of workers; however, the data were confounded by other exposures and lack of association of causality and risk in similarly exposed populations from other locations. Therefore, there was inadequate evidence based on the study that ethyl acrylate is a human carcinogen . Ethyl acrylate is listed as USEPA group B2, “Probable human carcinogen”; IARC group B2, “Possibly carcinogenic in humans”; NIOSH, “Carcinogen with no further categorization”; NTP group 2, “Reasonably anticipated to be a carcinogen” and listed as a carcinogen by California Proposition 65 .
Dermal studies of acrylic acid, ethyl acrylate, and n-butyl acrylate using mice did not result in local carcinogenesis, but several mice in the ethyl acrylate-treated group did exhibit dermatitis, dermal fibrosis, epidermal necrosis, and hyperkeratosis .

환경귀착

Chemical/Physical. Polymerizes on standing and is catalyzed by heat, light, and peroxides (Windholz et al., 1983). Slowly hydrolyzes in water forming ethanol and acrylic acid. The reported rate constant for the reaction of ethyl acrylate with ozone in the gas phase was determined to be 5.70 x 10-18 cm3 mol/sec (Munshi et al., 1989).
At an influent concentration of 1,015 mg/L, treatment with GAC resulted in an effluent concentration of 226 mg/L. The adsorbability of the carbon used was 157 mg/g carbon (Guisti et al., 1974).

운송 방법

UN1917 Ethyl acrylate, Hazard Class: 3; Labels: 3-Flammable liquid

Purification Methods

Wash the ester repeatedly with aqueous NaOH until free from inhibitors such as hydroquinone, then wash it with saturated aqueous CaCl2 and distil it under reduced pressure. Hydroquinone should be added if the ethyl acrylate is to be stored for extended periods. [Beilstein 2 IV 1460.] LACHRYMATORY.

Toxicity evaluation

The toxic mode of action for ethyl acrylate is unknown. However, the parent compound may play a significant role since pretreatment of rats with a carboxylesterase inhibitor enhances the respiratory irritation and lethality produced by the inhalation of ethyl acrylate. The enhanced toxicity could be a direct effect of methyl acrylate on surrounding tissues and/or a secondary effect due to the increased conjugation of methyl acrylate with glutathione that occurs under these conditions which in turn can result in toxicity due to the depletion of local glutathione stores.

비 호환성

May form explosive mixture with air. Atmospheric moisture and strong alkalies may cause fire and explosions unless properly inhibited (Note: Inert gas blanket not recommended). Heat, light or peroxides can cause polymerization. Incompatible with oxidizers (may be violent), peroxides, polymerizers, strong alkalis; moisture, chlorosulfonic acid, strong acids; amines. May accumulate static electrical charges, and may cause ignition of its vapors. Polymerizes readily unless an inhibitor, such as hydroquinone is added. Uninhibited vapors may plug vents by the formation of polymers.

폐기물 처리

Incineration or by absorption and landfill disposal

아크릴산에틸 준비 용품 및 원자재

원자재

준비 용품


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