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1,1'-옥시비스(2,4-디클로로벤젠)

Bis(2,4-dichlorophenyl)ether

HCID 34140
노트반응
기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
28076-73-5
표준 SMILES
Clc1ccc(Oc2ccc(Cl)cc2Cl)c(Cl)c1
InChIKey
ZRWRPGGXCSSBAO-UHFFFAOYSA-N
분자식
C12H6Cl4O
평균 분자량
308 g/mol
단동위원소 질량
305.917276

이름 및 식별자

우선 이름
Bis(2,4-dichlorophenyl)ether
IUPAC
2,4-dichloro-1-(2,4-dichlorophenoxy)benzene
현지명
1,1'-옥시비스(2,4-디클로로벤젠)
영어명
1,1'-Oxybis(2,4-dichlorobenzene)
분자식
C12H6Cl4O
분자량
307.99

이름 및 동의어

BIS(2,4-DICHLOROPHENYL)ETHER2,2',4,4'-Tetrachlorodiphenyl etherUNII-ED7GU5HDHOHSDB 28352,2',4,4'-Tetrachlorophenyl oxideBenzene, 1,1'-oxybis(2,4-dichloro-PCDE 47DTXSID60182351Benzene, 1,1'-oxybis[2,4-dichloro-BENZENE, 2,4-DICHLORO-1-(2,4-DICHLOROPHENOXY)-RefChem:120033DTXCID70104842
이름 더 보기
1,1'-옥시비스(2,4-디클로로벤젠)Bis(2,4-dichlorophenyl) ether1,1'-Oxybis(2,4-dichlorobenzene)
Benzene, 1,1'oxybis(2,4dichloro2,2',4,4'Tetrachlorophenyl oxide2,2',4,4'Tetrachlorodiphenyl ether28076-73-52,4-dichloro-1-(2,4-dichlorophenoxy)benzeneED7GU5HDHOIrgasan DP 300Triclosan Impurity 36

데이터베이스 식별자

CAS
28076-73-5
PubChem CID
34140
DTXSID
DTXSID60182351
UNII
ED7GU5HDHO
Nikkaji
J151.746E

물성

구조 계산 물성

XLogP
5.5
극성 표면적
9.2 Ų
수소 결합 공여자 수
0
수소 결합 수용자 수
1
회전 가능 결합 수
2
무거운 원자 수
17
형식 전하
0
복잡도
227

실험 및 물리화학적 성질

PolymersOther Classes -> Halogenated Polyaromatics
SpringerMaterials Properties13C nuclear magnetic resonance spectrum
LogP · 2건

log Kow = 5.95

5.95

Color/FormCrystals from ether
Melting Point71 °C
Vapor Pressure0.00000989 [mmHg]
Physical DescriptionInsoluble in water; [ChemIDplus]

물리화학적 성질

녹는점
70 · 70-72 °C
끓는 점
86 · 86-88 °C(Press: 5 Torr)
밀도
1.481 · 1.481±0.06 g/cm3(Predicted)
Henry's Law Constant
2.9 · 2.9×10-2 mol/(m3Pa) at 25℃, Kurz and Ballschmiter (1999)

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

유해성 정보

Hazards SummarySee Hexachlorodiphenyloxide.
Special Reports · 1건

POLYHALOGENATED AROMATIC HYDROCARBONS ARE WIDESPREAD CONTAMINANTS OF THE BIOSPHERE. SYNTHETIC ROUTES FOR THE PREPN OF HALOGENATED DIPHENYL ETHERS AND DIBENZOFURANS ARE REVIEWED & ISOMERS LISTED.[GARA A ET AL; SYNTHESIS OF HALOGENATED DIPHENYL ETHERS AND DIBENZOFURANS: A DISCUSSION OF SPECIFIC ISOMERS AVAILABLE; CHEMOSPHERE 10(4) 365 (1981)]

안전 및 보호

Disposal Methods · 1건

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal and plant life; and conformance with environmental and public health regulations.

독성 정보

Environmental Fate · 3건

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 2.9X10+4(SRC), determined from a structure estimation method(2), indicates that bis(2,4-dichlorophenyl)ether is expected to be immobile in soil(SRC). Volatilization of bis(2,4-dichlorophenyl)ether from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-5 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Bis(2,4-dichlorophenyl)ether is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 9.9X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data in soil were not available(2012, SRC).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 2.9X10+4(SRC), determined from a structure estimation method(2), indicates that bis(2,4-dichlorophenyl)ether is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.6X10-5 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 2 and 20 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is 75 years if adsorption is considered(5). According to a classification scheme(6), a reported BCF of 12,400 in trout(7), suggests bioconcentration in aquatic organisms is very high(SRC). Bis(2,4-dichlorophenyl)ether is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(3). Irradiation with a UV-lamp at lambda max 290 to 430 nm resulted in nearly complete degradation after 30 minutes of exposure(8) suggesting that photolysis may be an important environmental fate process in water(SRC). Biodegradation data in water were not available(2012, SRC).

화학 및 산업

약리 정보

Mechanism of Action · 1건

Polychlorinated diphenyl ethers occur, together with related chlorinated aromatics, as impurities in various commercial chlorophenol preparations... and are now turning up in environmental samples... The nontoxicity of the polychlorinated diphenyl ethers /such as bis(2,4-dichlorophenyl) ether/ compared to polychlorinated biphenyls has been explained by the non-planarity of the diphenyl ethers. Thus they do not fit into the rectangular (3 x 10 angstrom) dioxin receptor as do the toxic biphenyls...

Absorption, Distribution and Excretion · 1건

Finnish human samples from the Helsinki area and Arctic cod samples from Vestertana Fjord (Norway) were analyzed for polychlorinated diphenyl ethers (PCDE) /including bis(2,4-dichlorophenyl) ether/ and 2,3,7,8-chloro substituted dibenzo-p-dioxins (PCDD) and dibenzofurans (PCDF). The PCDE, PCDD and PCDF contents in human and animal samples from Finland and elsewhere were briefly reviewed. PCDEs were non-detectable in human liver and testis, but some PCDE congeners were identified in human adipose tissue and fat of boiled Arctic cod liver composite. The contents of PCDEs in Finnish human samples were similar to those reported in the literature for human tissues from North America. The estimated concentrations of PCDEs 99, 147+153 (coeluting) and 206 ranged between 2 and 8 ng/g lipid weight (lw) in one Finnish human adipose tissue. The concentrations of PCDE congeners identified in the cod liver fat were between 0.4 and 5 ng/g lw. Of toxic PCDDs and PCDFs, hepta- and octa-CDDs dominated in human...

공급사1 곳

山东沃德森生物科技有限公司0531-88723173 18596073690 · [email protected]

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화합물 노트

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이 페이지에서기본 정보이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), bis(2,4-dichlorophenyl)ether, which has an estimated vapor pressure of 9.9X10-6 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase bis(2,4-dichlorophenyl)ether is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 13 days(SRC), calculated from its rate constant of 1.3X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Particulate-phase bis(2,4-dichlorophenyl)ether may be removed from the air by wet or dry deposition(SRC). Bis(2,4-dichlorophenyl)ether, irradiated with a UV-lamp at lambda max 290 to 430 nm, broke down almost completely after 30 minutes of exposure to form dichlorodiphenyl ethers and 2,8-dichlorodibenzofuran(4).

Food Survey ValuesBis(2,4-dichlorophenyl)ether was detected at unreported concentrations in commercial cod liver oil from Norway(1).
Animal Concentrations · 1건

Bis(2,4-dichlorophenyl)ether was detected in ringed seals (Phoca hispida saimensis) from Lake Saimaa and one seal (Phoca sibirica) from Lake Baikal, Finland at concentrations of 6 to 11 ng/g lipid weight; seals were collected in 1988 and 1992, respectively(1). Bis(2,4-dichlorophenyl)ether was not detected in white-tailed eagle (Hailaetus albicilla) from the Baltic(2).

Effluent ConcentrationsBis(2,4-diclorophenyl)ether was detected at 1 ug/kg in fly ash from a municipal waste incinerator(1).
Soil Adsorption/Mobility · 1건

Using a structure estimation method based on molecular connectivity indices(1), the Koc of bis(2,4-dichlorophenyl)ether can be estimated to be 2.9X10+4(SRC). According to a classification scheme(2), this estimated Koc value suggests that bis(2,4-dichlorophenyl)ether is expected to be immobile in soil.

Fish/Seafood Concentrations · 3건

Bis(2,4-dichlorophenyl)ether was detected in carp (Carpiodes carpio) at 24 to 170 pg/g and in pike (Esox lucius) at 30 to 137 pg/g; fish were collected from Whitby Harbour, on Lake Ontario(1). Bis(2,4-dichlorophenyl)ether was detected in lake trout (Salvelinus namaycush) collected in the fall of 1992 from Lake Ontario and Lake Huron at a trace to 5.2 and not detected to 0.4 ug/kg(2). In the same survey, trout from Lake Superior did not contain bis(2,4-dichlorophenyl)ether(2). Bis(2,4-dichlorophenyl)ether was detected in walleye (Stizostedion vitreum) from Lake Erie at not detected to 0.4 ug/kg(2). Bis(2,4-dichlorophenyl)ether was not detected (detection limit <5 pg/g) in salmon caught in the Central Gulf of Bothnia in 1986 and in the Baltic Sea near Gothland in 1986, but was detected in salmon caught in the Gulf of Finland in 1987 at 0.005 to 0.013 ng/g(3). Bis(2,4-dichlorophenyl)ether was not detected (detection limit <5 pg/g) in cod liver fat; cod were caught at the Arctic Coast of Norway in 1987 and 1988(3). Bis(2,4-dichlorophenyl)ether was detected in pike and lake bream sampled from the Kymijoki River, Finland at 9-12 and 10 pg/g fresh weight, respectively; sample dates were not provided(4). Pike, sampled from the Kymijoki River, Finland were found to contain <7 ng/g lipid weight of bis(2,4-dichlorophenyl)ether, samples were collected in 1993(5).

Tetra-to decachlorodiphenyl ether (CDPE) concentrations were measured in take trout and walleye, fish that represent the higher trophic levels in the North American Great Lakes. GC-MS analyses indicated the mean total CDPE concentrations were 4, 16, 57, and 126 ug/kg in whole fish from Lakes Superior, Huron, Erie, and Ontario, respectively. The number of known and unidentified congeners detected above the 0.4-mug/kg detection limit ranged from six to 24 congeners among the lakes, and this number increased with the total concentration of CDPEs. The Cl6 homologue represented 46 to 61% of total CDPEs in Lakes Huron, Erie, and Ontario, and the Cl5, Cl6, and Cl7 homologues represented 78 to 93% of total CDPE concentrations.

The presence of 26 congeners of polychlorinated diphenyl ethers (PCDEs) was investigated in salmon from three locations in Finland. In addition to salmon, one chlorophenol wood preservative (Ky-5) and one fly ash sample were analyzed for PCDEs. Concentrations of PCDE congeners in salmon muscle measured by high resolution gas chromatography/low resolution mass spectrometry ranged from <0.02 to 2.4 ng/g fresh weight. The major components of tetra- to octachlorinated PCDEs in salmon were one TeCDE (22'44'-), two PeCDEs (22'44'5- and 23'44'5-) and three HxCDEs (22'44'56'-, 22'44'55'- and 22'344'5-). The Baltic salmon caught from the Simojoki River had higher levels of PCDEs than the Atlantic salmon from the Tenojoki River or salmon from Lake Saimaa in South-Finland. Same PCDE congeners which were abundant in the wood preservative were also detected in salmon, whereas PCDE congeners in the fly ash were different from those in salmon or in Ky-5.

Artificial Pollution SourcesBis(2,4-dichlorophenyl)ether is found as a contaminant in commercial polychlorinated phenols and in wood preservatives(1,2) which will result in its release to the environment through various waste streams.
Environmental BiodegradationBiodegradation data in soil or in water were not available. (2012, SRC)
Sediment/Soil ConcentrationsSEDIMENT: Sediment samples collected in 1993 from the Kymijoki river, Finland contained bis(2,4-dichlorophenyl)ether at 1 ng/g dry weight(1).
Environmental Bioconcentration · 2건

The BCF in rainbow trout (Salmo gairdneri) has been reported to be 12,400(1). According to a classification scheme(2), this BCF suggests bioconcentration in aquatic organisms is very high(SRC).

Biomagnification factors (BMF) were calculated as ratios for selected portions of the food web of Whitby Harbour, Lake Ontario, Canada(1). Samples were collected over a three year period from 1994 to 1996(1).[Table#4221]

Volatilization from Water/Soil · 1건

The Henry's Law constant for bis(2,4-dichlorophenyl)ether is estimated as 3.5X10-5 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that bis(2,4-dichlorophenyl)ether is expected to volatilize from water surfaces(2). Based on this Henry's Law constant, the volatilization half-life from a model river (1 m deep, flowing 1 m/sec, wind velocity of 3 m/sec)(2) is estimated as 2 days(SRC). The volatilization half-life from a model lake (1 m deep, flowing 0.05 m/sec, wind velocity of 0.5 m/sec)(2) is estimated as 20 days(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The estimated volatilization half-life from a model pond is 75 years if adsorption is considered(3). Bis(2,4-dichlorophenyl)ether's Henry's Law constant indicates that volatilization from moist soil surfaces may occur(SRC). Bis(2,4-dichlorophenyl)ether is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 9.9X10-6 mm Hg(SRC), determined from a fragment constant method(4).

Non-Human Toxicity Excerpts · 1건

/ALTERNATIVE and IN VITRO TESTS/ Polychlorinated diphenyl ethers (PCDEs) are structurally similar to polychlorinated biphenyls (PCBs), and some PCDE congeners have been reported to cause toxic responses similar to those caused by some of the non-ortho-substituted PCBs, which are mediated by the aryl hydrocarbon receptor (AhR). Twenty-nine PCDEs /including bis(2,4-dichlorophenyl) ether/ were tested for their potency as AhR agonists relative to 2,3,7,8-tetrachlorodibenzo-p-dioxin (2,3,7,8-TCDD) by measuring their ability to induce the cytochrome P-450 1A1-associated enzyme activity, ethoxyresorufin-O-deethylase (EROD), in the H4IIE rat hepatoma cell bioassay. All PCDE congeners tested were found to be inactive as EROD inducers except for PCDE 156, which was a weak EROD inducer with a 2,3,7,8-TCDD equivalency factor of about 1.2 /The authors/ determined that small amounts of polychlorinated dibenzofurans (PCDFs) that occurred as impurities in the PCDE preparations were the cause of the apparent EROD induction initially measured in our experiments...

안전 데이터

유해 물질 데이터
28076-73-5(Hazardous Substances Data)