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에틸렌 디브롬

에틸렌 디브롬
에틸렌 디브롬 구조식 이미지
카스 번호:
106-93-4
한글명:
에틸렌 디브롬
동의어(한글):
에틸렌다이브로마이드;1,2-디브로모에탄;에틸렌디브롬;1,2-다이브로모에테인;에틸렌 다이브로마이드;에틸렌디브롬화물
상품명:
1,2-Dibromoethane
동의어(영문):
EDB;Nefis;EDB-85;Nephis;1,2-EDB;Celmide;Edabrom;E-D-Bee;Kopfume;Unifume
CBNumber:
CB6852689
분자식:
C2H4Br2
포뮬러 무게:
187.86
MOL 파일:
106-93-4.mol

에틸렌 디브롬 속성

녹는점
9 °C
끓는 점
131-132 °C(lit.)
밀도
2.18 g/mL at 25 °C(lit.)
증기 밀도
~6.5 (vs air)
증기압
11.7 mm Hg ( 25 °C)
굴절률
n20/D 1.539(lit.)
인화점
132°C
저장 조건
0-6°C
용해도
water: soluble250 part
물리적 상태
Liquid
색상
Clear colorless to pale yellow
냄새
Mild, sweet odor detectable at 10 ppm
Odor Threshold
10 ppm
수용성
4 g/L (20 ºC)
감도
Light Sensitive
Merck
14,3796
BRN
605266
Henry's Law Constant
7.58(x 10-4 atm?m3/mol) at 25 °C (static headspace-GC, Welke et al., 1998)
노출 한도
NIOSH REL: TWA 0.045 ppm, 15-min C 0.13 ppm, IDLH 100 ppm; OSHA PEL: TWA 20 ppm, C 30 ppm, 5-min peak 50 ppm;ACGIH TLV: suspected human carcinogen.
안정성
Stable, but may be light sensitive. Incompatible with strong oxidizing agents, magnesium, alkali metals.
CAS 데이터베이스
106-93-4(CAS DataBase Reference)
NIST
Ethane, 1,2-dibromo-(106-93-4)
IARC
2A (Vol. 15, Sup 7, 71) 1999
EPA
Ethylene dibromide (106-93-4)
안전
  • 위험 및 안전 성명
  • 위험 및 사전주의 사항 (GHS)
위험품 표기 T,N,F
위험 카페고리 넘버 45-23/24/25-36/37/38-51/53-34-39/23/24/25-11
안전지침서 53-45-61-36/37/39-26-36/37-16-7
유엔번호(UN No.) UN 1605 6.1/PG 1
WGK 독일 3
RTECS 번호 KH9275000
F 고인화성물질 8
TSCA Yes
위험 등급 6.1
포장분류 I
HS 번호 29337100
유해 물질 데이터 106-93-4(Hazardous Substances Data)
독성 LD50 i.p. in mice: 220 mg/kg (Fischer)
기존화학 물질 KE-05-0447
유해화학물질 필터링 97-1-418;06-4-55
함량 및 규제정보 물질구분: 유독물질; 혼합물(제품)함량정보: 1,2-디브로모에탄 및 이를 0.1% 이상 함유한 혼합물
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
H301 삼키면 유독함 급성 독성 물질 - 경구 구분 3 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
H315 피부에 자극을 일으킴 피부부식성 또는 자극성물질 구분 2 경고 P264, P280, P302+P352, P321,P332+P313, P362
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
H335 호흡 자극성을 일으킬 수 있음 특정 표적장기 독성 - 1회 노출;호흡기계 자극 구분 3 경고
H350 암을 일으킬 수 있음 (노출되어도 암을 일으키지 않는다는 결정적인 증거가 있는 노출경로가 있다면 노출경로 기재) 발암성 물질 구분 1A, 1B 위험
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
H411 장기적 영향에 의해 수생생물에 유독함 수생 환경유해성 물질 - 만성 구분 2
예방조치문구:
P201 사용 전 취급 설명서를 확보하시오.
P210 열·스파크·화염·고열로부터 멀리하시오 - 금연 하시오.
P260 분진·흄·가스·미스트·증기·...·스프레이를 흡입하지 마시오.
P261 분진·흄·가스·미스트·증기·...·스프레이의 흡입을 피하시오.
P273 환경으로 배출하지 마시오.
P280 보호장갑/보호의/보안경/안면보호구를 착용하시오.
P311 의료기관(의사)의 진찰을 받으시오.
P301+P310 삼켰다면 즉시 의료기관(의사)의 진찰을 받으시오.
P305+P351+P338 눈에 묻으면 몇 분간 물로 조심해서 씻으시오. 가능하면 콘택트렌즈를 제거하시오. 계속 씻으시오.
P405 밀봉하여 저장하시오.
NFPA 704
0
3 0

에틸렌 디브롬 MSDS


EDB

에틸렌 디브롬 C화학적 특성, 용도, 생산

화학적 성질

A clear colorless liquid with a sweetish odor. Density 18.1 lb /gal. Slightly soluble in water. Soluble in most organic solvents and thinners. Noncombustible. Very toxic by inhalation, skin absorption or ingestion. Used as a solvent, scavenger for lead in gasoline, grain fumigant and in the manufacture of other chemicals.

화학적 성질

Ethylene dibromide is a heavy, colorless liquid with a mild sweet odor, like chloroform. It is also known as 1,2-dibromomethane. Ethylene dibromide is soluble in alcohols, ethers, acetone, benzene, and most organic solvents, and slightly soluble in water. Ethylene dibromide was once of dominant use, although its use has faded as an additive in leaded gasoline. Ethylene dibromide (1,2-dibromoethane) reacts with lead residues to generate volatile lead bromides. It has been used as a pesticide in soil and various crops. Exposure to ethylene dibromide primarily occurs from its past use as an additive to leaded gasoline and as a fumigant. Most of the uses of ethylene dibromide have been stopped in the United States for the control of moths and beehives, and as a preparation for dyes and waxes. Ethylene dibromide was used as a fumigant to protect against insects, pests, and nematodes in citrus, vegetable, and grain crops, and as a fumigant for turf, particularly on golf courses. In 1984, the US EPA banned its use as a soil and grain fumiga

화학적 성질

Ethylene dibromide is a colorless nonflammable liquid or solid (below 10℃). Sweet, chloroform-like odor. The minimum concentration detectable by odor is 10 ppm

물리적 성질

Colorless liquid with a sweet, chloroform-like odor. Odor threshold concentration is 25 ppb (quoted, Keith and Walters, 1992).

용도

Historically, the primary use of 1,2-dibromoethane has been as a lead scavenger in antiknock mixtures added to gasolines (IPCS 1996). Lead scavenging agents transform the combustion products of tetraalkyl lead additives to forms that are more likely to be vaporized from engine surfaces. In 1978, 90% of the 1,2-dibromoethane produced was used for this purpose (ATSDR 1992). Annual consumption of 1,2-dibromoethane in the United States has decreased since the U.S. Environmental Protection Agency banned the use of lead in gasoline.
Another major past use of 1,2-dibromoethane was as a pesticide and an ingredient of soil and grain fumigants and for post-harvest application to various vegetable, fruit, and grain crops (NTP 1982). It also was used to kill fruit flies on citrus fruits, mangoes, and papayas after harvest and in the soil to protect grasses in environments such as golf courses (ATSDR 1992). By 1984, EPA regulations had eliminated most of the uses of 1,2-dibromoethane as a pesticide in the United States. 1,2-Dibromoethane has been used as a chemical intermediate in the manufacture of resins, gums, waxes, dyes, and pharmaceuticals and as a high-density, nonflammable solvent in a number of applications. Small amounts of 1,2-dibromoethane have been used in the manufacture of vinyl bromide, which is used as a flame retardant (ATSDR 1992, HSDB 2009).

용도

Grain and fruit fumigant; insecticide.

용도

1,2-Dibromoethane (EDB) is used as a fumi gant for grains, in antiknock gasolines, as asolvent, and in organic synthesis.

용도

Soil and grain fumigant; as lead scavenger in anti-knock gasolines. Most of the uses of ethylene dibromide have been stopped in the United States; however, it is still used as a fumigant for treatment of logs for termites and beetles, for the control of moths and beehives, and as a preparation for dyes and waxes.

정의

ChEBI: A bromoalkane that is ethane carrying bromo substituents at positions 1 and 2. It is produced by marine algae.

일반 설명

1,2-dibromomethane is a heavy, colourless liquid with a mild sweet odour, like chloroform. Ethylene dibromide is incompatible with strong oxidisers, magnesium, alkali metals, and liquid ammonia. Ethylene dibromide is soluble in alcohols, ethers, acetone, benzene, and most organic solvents and slightly soluble in water. Ethylene dibromide was once of dominant use, although its use has faded as an additive in leaded gasoline.
Ethylene dibromide (1,2-dibromoethane) reacts with lead residues to generate volatile lead bromides. Ethylene dibromide (1,2-dibromoethane) reacts with lead residues to generate volatile lead bromides. It has been used as a pesticide in soil and various crops. Most of the uses of ethylene dibromide have been stopped in the United States; however, it is still used as a fumigant for treatment of logs for termites and beetles, for the control of moths and beehives, and as a preparation for dyes and waxes. Because of limitations in epidemiological study evidences for ethylene dibromide as a human carcinogen is inconclusive. In 1984, the U.S. EPA imposed a ban on its use as a soil and grain fumigant.

공기와 물의 반응

Slightly soluble in water. May react slowly with moisture.

반응 프로필

1,2-Dibromoethane slowly decomposes in the presence of light and heat. Turns brown upon exposure to light. Corrosive to iron and other metals. May decompose upon contact with alkalis. Incompatible with oxidizing agents. Reacts with sodium, potassium, calcium, powdered aluminum, zinc, magnesium and liquid ammonia. May attack some plastics, rubber and coatings. May poison platinum catalysts [Hawley]. Reacts as an alkylating agent .

위험도

Probable carcinogen. Toxic by inhalation, ingestion, and skin absorption; strong irritant to eyes and skin.

건강위험

Exposures to ethylene dibromide cause adverse health effects and poisoning. Ethylene dibromide is extremely toxic to humans. Long-term exposures of ethylene dibromide to laboratory animals cause deleterious effects to the liver, kidney, and the testis, irrespective of the route of exposure. Limited data on men occupationally exposed to ethylene dibromide indicate that long-term exposure to ethylene dibromide can impair reproduction by damaging sperm cells in the testicles. Several animal studies indicate that long-term exposure to ethylene dibromide increases the incidences of a variety of tumors in rats and mice in both sexes by all routes of exposure. The symptoms of toxicity include, but are not limited to, redness, infl ammation, skin blisters, and ulcers on accidental swallowing/ingestion. Ethylene dibromide has also been reported to cause birth defects in exposed humans.

건강위험

Ethylene dibromide is moderately toxic by inhalation, ingestion, and skin contact and is a severe irritant of the skin, eyes, and mucous membranes. Symptoms of overexposure by inhalation may include depression of the central nervous system, respiratory tract irritation, and pulmonary edema. Oral intake of 5 to 10 mL can be fatal to humans owing to liver and kidney damage. Skin contact with EDB can produce severe irritation and blistering; serious skin injury can result from contact with clothing and shoes wet with EDB. This compound can be absorbed through the skin in toxic amounts. EDB vapors are severely irritating to the eyes, and contact with the liquid can damage vision. EDB is listed in IARC Group 2A ("probable human carcinogen") and is classified as a "select carcinogen" under the criteria of the OSHA Laboratory Standard. Chronic inhalation may cause pulmonary, renal, and hepatic damage. EDB is a suspected reproductive toxin implicated in reduction in male fertility. Ethylene dibromide is considered to be a compound with poor warning properties due to potential chronic and carcinogenic effects

건강위험

Local inflammation, blisters and ulcers on skin; irritation in lungs and organic injury to liver and kidneys; may be absorbed through skin.

건강위험

1,2-Dibromoethane is toxic by inhalation,ingestion, or skin contact. The acute toxicsymptoms are depression of the central ner vous system, irritation and congestion oflungs, hepatitis, and renal damage. Chronicexposure can produce conjunctivitis, bron chial irritation, headache, depression, lossof appetite, and loss of weight. Recoveryoccurs after cessation of exposure. Prolongedor repeated exposures to high concentrationscan be fatal to animals and humans. Lethalconcentration for a 2-hour exposure period is400 ppm in rats.
1,2-Dibromoethane is moderate to highlytoxic by ingestion. Its toxicity is far greaterthan that of 1,2-dichloroethane. An oralintake of 5 to 10 mL of the liquid can be fatalto humans. Death occurs from necrosis of theliver and kidney damage. The oral LD50 val ues varied between 50 and 125 mg/kg fordifferent species of laboratory animals.
Vapors are irritant to the eyes. Contactwith the liquid can damage vision. Skincontact may produce severe irritation andblistering.
Mutagenic tests were positive, while thehistidine reversion–Ames test gave incon clusive results (NIOSH 1986). 1,2-Dibromo ethane is carcinogenic to animals and issuspected to cause cancer in humans. Inhala tion of this compound produced tumors inthe lungs and nose in mice and rats. Oraladministration caused cancers in the liver andgastrointestinal tract.

화재위험

Ethylene dibromide is a noncombustible substance (NFPA rating = 0)

인화성 및 폭발성

Ethylene dibromide is a noncombustible substance (NFPA rating = 0).

농업용

Fumigant, Nematicide: Not approved for use in EU countries. Not registered for use in the U.S. Persons whose clothing or skin is contaminated with liquid ethylene dibromide (above 10°C) can secondarily contaminate others by direct contact or through off-gassing vapor. Ethylene dibromide was used extensively as a pesticide and an ingredient of soil, vegetable, fruit, and grain fumigant formulations. Still used in India, South Africa and other countries. There are 15 global suppliers.

상품명

AADIBROOM®; EDB-85; FUMO-GAS®; ISCOBROME D®; KOPFUME®; NEFIS®; NEPHIS®; SOILFUME®; UNIFUME®

Safety Profile

Confirmed carcinogen with experimental carcinogenic, neoplastigenic, and teratogenic data. Human poison by ingestion. Experimental poison by ingestion, sktn contact, intraperitoneal, and possibly other routes. Moderately toxic by inhalation and rectal routes. Human systemic effects by ingestion: hypermothty, barrhea, nausea or vomiting, decreased urine volume or anuria. Experimental reproductive effects. Human mutation data reported. A severe skin and eye irritant. Implicated in worker sterdity. When heated to decomposition it emits toxic fumes of Br-. See also ETHYLENE DICHLORIDE and BROMIDES.

잠재적 노출

Ethylene dibromide is used as a chemical intermediate; as a fumigant for ground pest control; as a constituent of ethyl gasoline (anti-knock agent). It is also used in fire extinguishers, gauge fluids, and waterproofing preparations; and it is used as a solvent for celluloid, fats, oils, and waxes. Pesticide not in use; TRI and/or IUR indicates importers or manufacturers are unlikely

Carcinogenicity

1,2-Dibromoethane is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.
Cancer Studies in Experimental Animals

환경귀착

Biological. Complete biodegradation of ethylene dibromide by soil cultures yielded ethylene and bromide ions (Castro and Belser, 1968). A mutant of strain Acinetobacter sp. GJ70 isolated from activated sludge degraded ethylene dibromide to ethylene glycol and bromide ions (Janssen et al., 1987). When Methanococcus thermolithotrophicus, Methanococcus deltae and Methanobacterium thermoautotrophicum were grown with H2-CO2 in the presence of ethylene dibromide, methane and ethylene were produced (Belay and Daniels, 1987).
In a shallow aquifer material, ethylene dibromide aerobically degraded to carbon dioxide, microbial biomass and nonvolatile water-soluble compound(s) (Pignatello, 1986, 1987).
Soil. In soil and water, chemical- and biological-mediated reactions transform ethylene dibromide in the presence of hydrogen sulfides to ethyl mercaptan and other sulfurcontaining compounds (Alexander, 1981).
Groundwater. According to the U.S. EPA (1986) ethylene dibromide has a high potential to leach to groundwater.
Chemical/Physical. In an aqueous phosphate buffer solution (0.05 M) containing hydrogen sulfide ions, ethylene dibromide was transformed into 1,2-dithioethane and vinyl bromide. The hydrolysis half-lives for solutions with and without sulfides present ranged from 37 to 70 days and 0.8 to 4.6 years, respectively (Barbash and Reinhard, 1989). Dehydrobromination of ethylene dibromide to vinyl bromide was observed in various aqueous buffer solutions (pH 7–11) over the temperature range of 45 to 90°C. The estimated half-life for this reaction at 25°C and pH 7 is 2.5 years (Vogel and Reinhard, 1986).
Ethylene dibromide may hydrolyze via two pathways. In the first pathway, ethylene dibromide undergoes nucleophilic attack at the carbon-bromine bond by water forming hydrogen bromide and 2-bromoethanol. The alcohol may react further through the formation of ethylene oxide forming ethylene glycol (Kollig, 1993; Leinster et al., 1978). In the second pathway, dehydrobromination of ethylene dibromide to vinyl bromide was observed in various aqueous buffer solutions (pH 7–11) over the temperature range of 45 to 90°C. The estimated hydrolysis half-life for this reaction at 25°C and pH 7 was 2.5 years (Vogel and Reinhard, 1986).
The hydrolysis rate constant for ethylene dibromide at pH 7 and 25°C was determined to be 9.9 ′ 10–6/hour, resulting in a half-life of 8.0 years (Ellington et al., 1988). At pH 5 and temperatures of 30, 45 and 60°C, the hydrolysis half-lives were 180, 29 and 9 days, respectively. When the pH was raised to pH 7, the half-lives increased slightly to 410, 57 and 11 days at temperatures of 30, 45 and 60°C, respectively. At pH 9, the hydrolysis half-lives were nearly identical to those determined under acidic conditions (Ellington et al., 1986).
Anticipated products from the reaction of ethylene dibromide with ozone or hydroxyl radicals in the atmosphere include bromoacetaldehyde, formaldehyde, bromoformaldehyde and bromide radicals (Cupitt, 1980). In the atmosphere, ethylene dibromide is slowly oxidized by peroxides and ozone. The half-life for these reactions is generally >100 days (Leinster et al., 1978).

신진 대사 경로

The bacterial strain GP1 can utilize 1,2-dibromoethane as a sole carbon and energy source. The first step in 1,2-dibromoethane is catalyzed by a hydrolytic haloalkane dehalogenase and the resulting 2- bromoethanol is rapidly converted to ethylene oxide, preventing the accumulation of 2-bromoethanol and 2- bromoacetaldehyde. However, the further metabolic pathway(s) is unclear.

저장

work with EDB should be conducted in a fume hood to prevent exposure by inhalation, and appropriate impermeable gloves and safety goggles should be worn to prevent skin contact. Gloves and protective clothing should be changed immediately if EDB contamination occurs. Since EDB can penetrate neoprene and other plastics, protective apparel made of these materials does not provide adequate protection from contact with EDB.

운송 방법

UN1605/154 Ethylene dibromide, Hazard Class: 6.1; Labels: 6.1-Poison Inhalation Hazard, Inhalation Hazard Zone B

Purification Methods

Wash the dibromide with conc HCl or H2SO4, then water, aqueous NaHCO3 or Na2CO3, more water, and dry it with CaCl2. Fractionally distil it. Alternatively, keep in daylight with excess bromine for 2hours, then extract with aqueous Na2SO3, wash with water, dry with CaCl2, filter and distil. It can also be purified by fractional crystallisation by partial freezing. Store it in the dark. [Beilstein 1 H 90, 1 I 28, 1 II 61, 1 III 182, 1 IV 158.]

Degradation

Due to its high volatility, the primary mode of dissipation of ethylene dibromide (1) in water is via surface evaporation with an observed DT50 of 1-5 days. Ethylene dibromide hydrolysed slowly in pure water (pH 7) and sub-surface sediment with a calculated DT50 of 2.5-4 years at 25-60°C (Vogel and Reinhard, 1986; Haag and Mill, 1988). The DT50 values of ethylene dibromide in pH 5 solutions at 30, 45 and 60°C were 180, 29 and 9 days, respectively (Ellington et al., 1988). Reductive dehalogenation was the primary hydrolytic degradation reaction to yield ethylene (2) and bromide ions (3) as terminal products.
Under field conditions, the hydrolytic degradation of ethylene dibromide in Florida groundwater was slow (1.5-2 years), yielding ethylene glycol (4) and bromide ions as terminal products (Weintraub et al., 1986).
Castro and Belser (1985) reported the aqueous photolytic degradation of ethylene dibromide, involving dehalogenation [yielding bromoethanol (5)] and oxidation of ethylene (2) to ethylene oxide (6) which was further hydrolysed to ethylene glycol (4).
In the vapour phase, ethylene dibromide reacted slowly with ozone and/or hydroxyl radicals (DT50 >l00 days) to yield bromoacetaldehyde (7), formaldehyde (8), bromof ormaldehyde (9) and bromide radicals (Leinster et al., 1978; Cupitt, 1988).

비 호환성

Reacts vigorously with chemically active metals; liquid ammonia, strong bases; strong oxidizers; causing fire and explosion hazard. Light, heat, and moisture can cause slow decomposition, forming hydrogen bromide. Attacks fats, rubber, some plastics and coatings.

폐기물 처리

Controlled incineration with adequate scrubbing and ash disposal facilities

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