에틸렌옥사이드

에틸렌옥사이드
에틸렌옥사이드 구조식 이미지
카스 번호:
75-21-8
한글명:
에틸렌옥사이드
동의어(한글):
산화에틸렌;산화에틸렌(가스);옥시란,디히드로옥시렌,에폭시메탄;에틸렌옥사이드;에틸렌 옥사이드;1,2-에폭시에탄
상품명:
ETHYLENE OXIDE
동의어(영문):
Oxane;eo;OXIRANE;C2H4O;ETO;Oxiran;Epoxyethane;Ethylene oxid;Oxacyclopropane;ethylene oxide solution
CBNumber:
CB2709651
분자식:
C2H4O
포뮬러 무게:
44.05
MOL 파일:
75-21-8.mol
MSDS 파일:
SDS

에틸렌옥사이드 속성

녹는점
−111 °C(lit.)
끓는 점
10.7 °C(lit.)
밀도
0.882 g/mL at 25 °C(lit.)
증기압
1095 mmHg at 20 °C
굴절률
n20/D 1.3597(lit.)
인화점
<-17.7℃
저장 조건
2-8°C
물리적 상태
무색 가스
냄새
257~690ppm에서 달콤한 냄새 감지 가능
Merck
3802
BRN
102378
노출 한도
TLV-TWA 1.8 mg/m3 (1 ppm) (ACGIH), 0.18 mg/m3 (0.1 ppm), 5 ppm/10 min (NIOSH).
Dielectric constant
14.0(-4℃)
InChIKey
IAYPIBMASNFSPL-UHFFFAOYSA-N
LogP
-0.30
CAS 데이터베이스
75-21-8(CAS DataBase Reference)
IARC
1 (Vol. Sup 7, 60, 97, 100F) 2012
EPA
Ethylene oxide (75-21-8)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 F+,T,F
위험 카페고리 넘버 45-46-12-23-36/37/38-39/23/24/25-23/24/25-11-67-20-36/37-19-6
안전지침서 53-45-36/37-16-24/25-23-26
유엔번호(UN No.) UN 2037 2.3
OEB C
OEL TWA: <0.1 ppm (0.18 mg/m3), Ceiling: 5 ppm (9 mg/m3) [10-min/day]
WGK 독일 2
RTECS 번호 KX2450000
F 고인화성물질 4.5-31
자연 발화 온도 429 °C
DOT ClassificationII 2.3, Hazard Zone D (Gas poisonous by inhalation)
위험 등급 2.3
HS 번호 29101000
유해 물질 데이터 75-21-8(Hazardous Substances Data)
독성 LD50 oral (rat) 72 mg/kg
LC50 inhal (rat) 800 ppm (1600 mg/m3)
PEL (OSHA) 1 ppm (2 mg/m3)
TLV-TWA (ACGIH) 1 ppm (2 mg/m3)
IDLA 800 ppm
기존화학 물질 KE-27537
유해화학물질 필터링 2001-1-520
사고대비 물질 필터링 11
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: 산화에틸렌 및 이를 0.1% 이상 함유한 혼합물
그림문자(GHS): GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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 GHS hazard pictograms P210, P377, P381, P403
H280 고압가스; 가열시 폭발할 수 있음 고압가스 압축가스
액화가스
용존 가스
경고 GHS hazard pictograms P410+P403
H314 피부에 심한 화상과 눈에 손상을 일으킴 피부부식성 또는 자극성물질 구분 1A, B, C 위험 GHS hazard pictograms P260,P264, P280, P301+P330+ P331,P303+P361+P353, P363, P304+P340,P310, P321, P305+ P351+P338, P405,P501
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고 GHS hazard pictograms
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 GHS hazard pictograms
H350 암을 일으킬 수 있음 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 1A, 1B 위험 GHS hazard pictograms
H372 장기간 또는 반복 노출되면 장기(또는, 영향을 받은 알려진 모든 장기를 명시)에 손상을 일으킴 특정 표적장기 독성 - 반복 노출 구분 1 위험 GHS hazard pictograms P260, P264, P270, P314, P501
예방조치문구:
P202 모든 안전 조치 문구를 읽고 이해하기 전에는 취급하지 마시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 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.
NFPA 704
4
3 3

에틸렌옥사이드 C화학적 특성, 용도, 생산

개요

Ethylene oxide (C2H4O) is a kind of cyclic ether with important industrial applications. Although it is highly toxic and dangerous for household application and consumers to use, it can be used for the manufacture of many important industrial and commercialized products as well as some chemicals and intermediates. For example, it is very useful in the production of detergents, thickeners, solvents, plastics, and many kinds of organic chemicals such as ethylene glycol, ethanolamines, simple and complex glycols, polyglycol ethers, and other compounds. It is also a commonly sterilization methods used in the healthcare industry. In addition, it can be used as an accelerator of maturation of tobacco leaves and fungicide, as well as the main component of thermobaric weapons (fuel-air explosives). In industry, it is generally manufactured through direct oxidation of ethylene. In low doses, it can be used as a pesticide and a sterilizing agent owing to its effect of causing DNA damage. However, this property also make it a potential carcinogen.
ethylene oxide structure
ethylene oxide structure

화학적 성질

Ethylene oxide is the simplest cyclic ether. It is a colorless gas or liquid and has a sweet, etheric odor. Ethylene oxide is a flammable, very reactive and explosive chemical substance. On decomposition, vapors of pure ethylene oxide mix with air or inert gases and become highly explosive. Ethylene oxide, is used in large scale as an intermediate in the production of monoethylene glycol, diethylene glycol, triethylene glycol, poly(ethylene) glycols, ethylene glycol ethers, ethanolamine, ethoxylation products of fatty alcohols, fatty amines, alkyl phenols, cellulose, and poly(propylene glycol). It is also used as a fumigant for food and cosmetics, and in hospital sterilization of surgical equipment and heat sensitive materials.

출처

Reported found in Bantu beer.

용도

Ethylene oxide is widely used as a sterilizingagent; as a fumigant; as a propellant; in theproduction of explosives; in the manufactureof ethylene glycol, polyethylene oxide, gly-col ethers, crown ethers, ethanolamines, andother derivatives; and in organic synthesis.

생산 방법

Ethylene oxide is currently produced by the direct oxidation of ethylene with oxygen or air over a catalyst. Ethylene is approximately 60% converted to the oxide at temperatures in the range of 100–150℃. In the past, an indirect but more general and more specific synthesis path consisted of adding hypochlorous acid to olefins to form the chlorohydrins. Subsequent treatment with strong bases results in dehydrochlorination and the formation of the epoxide.

제조 방법

By catalytic oxidation of ethylene.

정의

ChEBI: A saturated organic heteromonocyclic parent that is a three-membered heterocycle of two carbon atoms and one oxygen atom.

공기와 물의 반응

Highly flammable. Flammable over a wide vapor-air concentration range. Must be diluted on the order of 24 to 1 with water to lose flammability. Soluble in water.

반응 프로필

Colorless gas at room temperature (b.p. 11°C), confirmed carcinogen. Highly flammable, severe explosion hazard when exposed to flame. The autoignition temperature may be as low as 140° C in presence of rust. Rapid compression of the vapor with air causes explosion. ETHYLENE OXIDE vapor may be initiated into explosive decomposition in absence of air [Hess, L. G., et al., Ind. Eng. Chem., 1950, 42, p. 1251]. Metal fittings containing magnesium, copper or silver should be avoided, since traces of acetylene in ETHYLENE OXIDE may produce metal acetylides capable of detonating the vapor [MCA SD-38, 1971]. Violent polymerization occurs on contact with strong bases (alkali hydroxides, ammonia) or acids, amines, metallic potassium, oxides (aluminum oxide, iron oxide, rust), covalent halides (aluminum chloride, ferric chloride, tin(IV) chloride) [Gupta, A. K., J. Soc. Chem. Ind., 1949, 68, p. 179]. Violent reaction with m-nitroaniline, magnesium perchlorate, mercaptans, thiols, triethylamine [Bretherick, 5th ed., 1995, p. 316]. ETHYLENE OXIDE and SO2 can react violently in pyridine solution with pressurization if ETHYLENE OXIDE is in excess (Nolan, 1983, Case History 51).

위험도

Irritant to eyes and skin. Confirmed carcinogen. Highly flammable, dangerous fire and explosion risk, flammable limits in air 3–100%.

인화성 및 폭발성

Ethylene oxide is an extremely flammable substance (NFPA rating = 4). Ethylene oxide vapor may be ignited by hot surfaces such as hot plates and static electricity discharges, and since the vapor is heavier than air, it may travel a considerable distance to an ignition source and flash back. Ethylene oxide vapor forms explosive mixtures with air at concentrations of 3 to 100% (by volume). Carbon dioxide or dry chemical extinguishers should be used for ethylene oxide fires. Ethylene oxide may explode when heated in a closed vessel.

농업용

Fungicide and fumigant: Ethylene oxide is used as a fumigant for spices, seasonings, and foodstuffs and as an agricultural fungicide. When used directly in the gaseous form or in nonexplosive gaseous mixtures with nitrogen or carbon dioxide, ethylene oxide can act as a disinfectant, fumigant, sterilizing agent, and insecticide. It is a man-made chemical used as an intermediate in organic synthesis for ethylene glycol, polyglycols, glycol ethers, esters, ethanolamines, acrylonitrile, plastics, and surface-active agents. It is also used as a fumigant for textiles and for sterilization, especially for surgical instruments. It is used in drug synthesis and as a pesticide intermediate. Not approved for use in EU countries. Actively registered in the U.S.

상품명

AMPROLENE®; ANPROLENE®; ANPROLINE®; BIODAC®; MERPOL®; OXYFUME®; OXYFUME 12®; T-GAS®; STERILIZING GAS ETHYLENE OXIDE 100%®

색상 색인 번호

Ethylene oxide is a very strong irritant widely used in the chemical industry, and as a sterilizer of medical supplies, pharmaceutical products, and food. It can produce immediate (urticaria, asthma, anaphylaxis) or delayed reactions (irritant rather than allergic contact dermatitis). For example, residues in masks or dressings can produce irritant contact dermatitis.In delayed contact allergy, it seems that cross-reaction can be observed to epichlorhydrin or epoxypropane

Materials Uses

Steel and stainless steel are suitable materials for equipment and piping in ethylene oxide service. Dangerous runaway reactions can result from contact with copper, silver, magnesium and their alloys; mercury and its salts; oxidizers of all types; alkalis and acids; alcohols; mercaptans; and alkali metals. Ethylene oxide will polymerize violently if contaminated with aqueous alkalis, amines, mineral acids, metal chlorides, or metal oxides.

Safety Profile

Confirmed human carcinogen with experimental carcinogenic, tumorigenic, neoplastigenic, and teratogenic data. Poison by ingestion, intraperitoneal, subcutaneous, and intravenous routes. Moderately toxic by inhalation. Human systemic effects by inhalation: convulsions, nausea, vomiting, olfactory and pulmonary changes. Experimental reproductive effects. Mutation data reported. A skin and eye irritant. An irritant to mucous membranes of respiratory tract. High concentrations can cause pulmonary edema. Highly flammable liquid or gas. Severe explosion hazard when exposed to flame. To fight fire, use alcohol foam, CO2, dry chemical. Violent polymerization occurs on contact with ammonia, alkali hydroxides, amines, metalllc potassium, acids, covalent halides (e.g., aluminum chloride, iron(Ⅲ) chloride, tin(rv> chloride, aluminum oxide, iron oxide, rust). Explosive reaction with glycerol at 200℃. Rapid compression of the vapor with air causes explosions. Incompatible with bases, alcohols, air, m-nitroanlline, trimethyl amine, copper, iron chlorides, iron oxides, magnesium perchlorate, mercaptans, potassium, tin chlorides, contaminants, alkane thols, bromoethane. When heated to decomposition it emits acrid smoke and irritating fumes.

잠재적 노출

Ethylene oxide is a man-made chemical used in the production of glycols (ethylene glycol, polyglycols, glycol ethers, esters), nontonic surface-active agent; ethanolamines, acrylonitrile, plastics. It is also used as a fumigant for foodstuffs and textiles; an agricultural fungicide; and for sterilization, especially for surgical instruments. It is used in drug synthesis and as a pesticide intermediate

Carcinogenicity

Ethylene oxide is known to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in humans, including epidemiological studies and studies on mechanisms of carcinogenesis. Ethylene oxide was first listed in the Fourth Annual Report on Carcinogens in 1985 as reasonably anticipated to be a human carcinogen based on limited evidence of carcinogenicity from studies in humansand 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.
An increased risk of cancer has been demonstrated in epidemiological studies of workers using ethylene oxide as a sterilant for medical devices and spices and in chemical synthesis and production.Evidence for a common mechanism of carcinogenesis in humans and experimental animals comes from studies that have found similar genetic damage in cells of animals and workers exposed to ethylene oxide. The DNA-damaging activity of ethylene oxide explains its effectiveness as a sterilant, and this same property accounts for its carcinogenic risk to humans.

환경귀착

Ethylene oxide released to the environment partitions primarily to the atmosphere due to its high volatility (vapor pressure 146 kPa at 20℃). Although the high water solubility of ethylene oxide suggests it can be extracted from air by rainfall, its rapid volatilization from water (half-life of 1 h) argues against this process being a significant factor in its environmental fate. In the atmosphere, ethylene oxide reacts with hydroxyl radicals resulting in a half-life of 2–5 months. In freshwater, ethylene oxide is hydrolyzed to ethylene glycol (half-life ~ 1 week); in salt water, it is hydrolyzed to ethylene glycol and ethylene chlorohydrin (half-life ~2 weeks). In unacclimated aqueous media, ethylene oxide is also subject to biodegradation with estimated half-lives of 1–6 months (aerobic) and 4–24 months (anaerobic). However, in the presence of activated sludge, ethylene oxide is readily biodegradable. Due to its high volatility and water solubility, ethylene oxide is not expected to persist in soil or sediments. The low log Kow (-0.30) for ethylene oxide indicates little potential for bioaccumulation.

저장

work with ethylene oxide should be conducted in a fume hood to prevent exposure by inhalation, and appropriate impermeable gloves and splash goggles should be worn at all times to prevent skin and eye contact. Ethylene oxide should be used only in areas free of ignition sources and should be stored in the cold in tightly sealed containers placed within a secondary container.

운송 방법

UN1040 Ethylene oxide or Ethylene oxide with nitrogen up to a total pressure of 1 MPa (10 bar) at 50℃, Hazard Class: 2.3; Labels: 2.3-Poisonous gas, 2.1- Flammable gas, Inhalation Hazard Zone D. Cylinders must be transported in a secure upright position, in a wellventilated truck. Protect cylinder and labels from physical damage. The owner of the compressed gas cylinder is the only entity allowed by federal law (49CFR) to transport and refill them. It is a violation of transportation regulations to refill compressed gas cylinders without the express written permission of the owner

Purification Methods

Dry oxirane with CaSO4, then distil it from crushed NaOH. It has also been purified by passage, as a gas, through towers containing solid NaOH. [Beilstein 17/1 V 3.]

비 호환성

May form explosive mixture with air. Chemically unstable. Dangerously reactive; may rearrange chemically and/or polymerize violently with evolution of heat; when in contact with highly active catalytic surfaces, such as anhydrous chlorides of iron, tin and aluminum; pure oxides of iron and aluminum; and alkali metal hydroxides. Even small amounts of strong acids; alkalis, or oxidizers can cause a reaction. Avoid contact with copper. Protect container from physical damage, sun and heat. Attacks some plastics, rubber or coatings.

폐기물 처리

Return refillable compressed gas cylinders to supplier. Concentrated waste containing no peroxides-discharge liquid at a controlled rate near a pilot flame. Concentrated waste containing peroxides-perforation of a container of the waste from a safe distance followed by open burning

주의 사항

Ethylene oxide is dangerously explosive under fi re condition; it is flammable over an extremely large range of concentrations in air and burns in the absence of oxygen.

참고 문헌

https://en.wikipedia.org/wiki/Ethylene_oxide
https://www.cancer.gov/about-cancer/causes-prevention/risk/substances/ethylene-oxide

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