Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
에탄디티올
1,2-에테인다이티올 · 1,2-에탄다이싸이올 · 에탄디티올 · 1,2-에탄다이싸이올(1,2-ETHANEDITHIOL) · EDT · ethane-1,2-dithiol · ETHANEDITHIOL · FEMA 3484
식별자 및 물리적 특성
| CAS No. | 540-63-6 |
|---|---|
| 분자식 | C2H6S2 |
| 평균 분자량 | 94.2 g/mol |
| 단동위원소 질량 | 93.99109219 g/mol |
| SMILES | SCCS |
| InChIKey | VYMPLPIFKRHAAC-UHFFFAOYSA-N |
| PubChem CID | 10902 |
| EC No. | 208-752-3 |
| DTXSID | DTXSID9052187 |
| 현지명 | 에탄디티올 |
화학 및 물리적 성질
| XLogP | 0.8 |
|---|---|
| 극성 표면적 | 2 |
| 수소 결합 공여자 수 | 2 |
| 수소 결합 수용자 수 | 2 |
| 회전 가능 결합 수 | 1 |
| 무거운 원자 수 | 4 |
| 형식 전하 | 0 |
| 복잡도 | 6 |
| 물질 분류 | Other Classes -> Thiols |
| SpringerMaterials Properties | Coriolis coupling |
| 식품 첨가물 | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| 밀도 | 1.123 at 23.5 °C1.123-1.124 (d20/4)1.124 @25 °C1.123 g/mL at 25 °C (lit.) |
| 향미제 | EU Flavoring substances |
| Color/Form | Liquid |
| 용해도 | Freely soluble in alkaliesSoluble in ethanol, ether, acetone, and benzeneslightly soluble in alkali.Soluble in oxygenated solventsinsoluble in watermiscible in fat(in ethanol) |
| 끓는 점 | 146 °C at 760 mm Hg144.00 to 146.00 °C. @ 760.00 mm Hg46-47 °C (6 mm Hg)146 °C @760 [mm Hg]144-146 °C (lit.) |
| Decomposition | When heated to decomposition it emits very toxic fumes of /sulfur oxides/. |
| 녹는점 | -41.2 °C-41 °C (lit.) |
| 후각 역치 | Odor Threshold Low: 0.03 [ppm]Its odor is very faint at 31 ppb and easily noticeable at 5.6 ppm. |
| 증기압 | 5.61 [mmHg]5.61 mm Hg at 25 °C /Extrapolated/5.68 [mm Hg] @25 °C4.8 mm Hg ( 20 °C) |
| 증기 밀도 | >1 (vs air) |
| 굴절률 | n20/D 1.558(lit.) |
| FEMA | 3484 | 1,2-ETHANEDITHIOL |
| 인화점 | 122 °F |
| 저장 조건 | Store below +30°C. |
| 물리적 상태 | 액체 |
| pKa(산도 계수) | pK1:8.96pK2:10.54 (25°C) |
| 색상 | 투명하고 약간 착색됨 |
| 냄새 | 프로필렌 글리콜 중 0.01%. 유황 같은 고기 |
| 향취 유형 | 유황의 |
| 용해도 | 불용성 |
| Merck | 14,3725 |
| JECFA Number | 532 |
| BRN | 505946 |
| 헨리 상수 | 8.2×10-2 mol/(m3Pa) at 25℃, HSDB (2015) |
| 안정성 | 안정적인. 가연성. 산화제, 염기, 환원제, 알칼리 금속과 호환되지 않습니다. |
| InChI | 1S/C2H6S2/c3-1-2-4/h3-4H,1-2H2 |
| InChIKey | VYMPLPIFKRHAAC-UHFFFAOYSA-N |
| SMILES | SCCS |
| LogP(분배 계수) | 1.31 |
| NIST | 1,2-Ethanedithiol(540-63-6) |
| EPA | 1,2-Ethanedithiol (540-63-6) |
화학적 성질
1,2-Ethanedithiol has a repulsive odor.
안전 및 규제
| GHS 분류 | DangerH226 (94.8%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P262, P264, P264+P265, P270, P271, P280, P284, P301+P316, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P316, P317, P320, P321, P330, P337+P317, P361+P364, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 308 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| 규제 정보 | Chemical: 1,2-EthanedithiolDithioethylene glycol: Does not have an individual approval but may be used under an appropriate group standard |
| 유해성 요약 | Vapors of ethanedithiol may cause severe headache and nausea. [Merck Index] An eye, nose, and throat irritantInhalation can cause CNS depression[CHEMINFO] An irritant[MSDSonline] See THIOLS. |
| Hazard Classes and Categories | Flam. Liq. 3 (94.8%) |
| 처리 방법 | SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure 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 qualitypotential migration in soil or watereffects on animal, aquatic, and plant lifeand conformance with environmental and public health regulations. |
| Protective Action Criteria (PAC) | 0.36 [mg/m3]4.0 [mg/m3]24 [mg/m3] |
| 환경 거동 | TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 44(SRC), determined from a structure estimation method(2), indicates that 1,2-ethanedithiol is expected to have very high mobility in soil(SRC). Volatilization of 1,2-ethanedithiol from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 1.2X10-4 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1,2-Ethanedithiol is expected to volatilize from dry soil surfaces(SRC) based upon an extrapolated vapor pressure of 5.61 mm Hg(4). Biodegradation data were not available(SRC, 2005).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 44(SRC), determined from a structure estimation method(2), indicates that 1,2-ethanedithiol is not 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 1.2X10-4 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 3 days and 17 days, respectively(SRC). According to a classification scheme(5), an estimated BCF of 2(SRC), from an estimated log Kow of 1.2(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Biodegradation data were not available(SRC, 2005).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1,2-ethanedithiol, which has an extrapolated vapor pressure of 5.61 mm Hg at 25 °C(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase 1,2-ethanedithiol 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 5 hours(SRC), calculated from its rate constant of 8.3X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). 1,2-Ethanedithiol does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| 유해 작용 | Other Poison - Chemical Asphyxiant |
| 생태독성 발췌 | /AQUATIC SPECIES/ Static aquatic assays were conducted for 24 hr on three species of fish. No mortality or change in equilibrium resulted from 5 ppm in Northern squawfish, and 10 ppm caused the death of Coho salmon, steelhead trout, and Northern squawfish in 2 to 14 hr (high alkalinity and hardness). In different water conditions (low alkalinity and hardness), mortality was observed in Northern squawfish at 10 ppm in 7 to 19 hr. |
| Soil Adsorption/Mobility | Using a structure estimation method based on molecular connectivity indices(1), the Koc of 1,2-ethanedithiol can be estimated to be 44(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1,2-ethanedithiol is expected to have very high mobility in soil. |
| TSCA Test Submissions | The ability of 1,2-ethanedithiol to induce specific locus mutations at the TK locus in cultured L5178Y mouse lymphoma cells (Mouse Lymphoma Mutagenicity Assay) was evaluated in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity determinations, nonactivated cultures were treated with concentrations ranging from 13ug/mL to 150ug/mL, producing a range of 32.5 - 0.9% total survival. S9 activated cultures treated with concentrations ranging from 0.07ug/mL to 1ug/mL produced a range of 48.9 - 3% total survival. Nonactivated cultures exhibited a dose-related increase in the mutant frequency relative to the solvent control (DMSO). No increase in forward mutations was observed in the presence of metabolic activation.The mutagenicity of 1,2-ethanedithiol was evaluated in Salmonella tester strains TA98, TA100, TA1535, TA1537 and TA1538 (Ames Test), both in the presence and absence of added metabolic activation by Aroclor-induced rat liver S9 fraction. Based on preliminary toxicity determinations, 1,2-ethanedithiol, diluted in DMSO, was tested at concentrations up to 5,000ug/plate using the plate incorporation technique. 1,2-Ethanedithiol did not cause a positive response in any tester strain with or without metabolic activation.The ability of 1,2-ethanedithiol to induce Sister Chromatid Exchange (SCE) in Chinese hamster ovary (CHO) cells was evaluated both in the presence and absence of Aroclor-induced rat liver S9 metabolic activation. Based on preliminary toxicity tests, 1,2-ethanedithiol diluted with DMSO, was tested at concentrations of 0, 0.5, 1.6, 5.0, 16 or 50 ug/mL. In nonactivated cultures, concentrations of 16 and 50 ug/mL (p < 0.0001) and in activated cultures, concentrations of 1.6 and 5.0 ug/mL (p = 0.004), 16 ug/mL (p = 0.002), and 50 ug/mL (p < 0.0001) induced statistically significant increases in the frequency of SCE relative to controls. |
| Human Toxicity Excerpts | /SIGNS AND SYMPTOMS/ Vapors of ethanedithiol may cause severe headache and nausea./CASE REPORTS/ ... A 22-year-old female chemistry student who developed widespread erythema multiforme-like lesions after local contact with 1,2-ethanedithiol. Many target lesions were observed bilaterally on her hands, forearms, arms, and on her forehead. One such lesion was histologically compatible with erythema multiforme. The patient had a positive patch test to 1,2-ethanedithiol, whereas none of 30 healthy subjects showed a positive reaction. However, eight of the 30 controls (26.7%) developed irritant reactions to 1,2-ethanedithiol. |
| Artificial Pollution Sources | 1,2-Ethanedithiol's production and use as a metal complexing agent(1) may result in its release to the environment through various waste streams(SRC). |
| Environmental Bioconcentration | An estimated BCF of 2 was calculated for 1,2-ethanedithiol(SRC), using an estimated log Kow of 1.21(1) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low(SRC). |
| Volatilization from Water/Soil | The Henry's Law constant for 1,2-ethanedithiol is estimated as 1.2X10-4 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1,2-ethanedithiol 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 17 days(SRC). 1,2-Ethanedithiol is expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 5.61 mm Hg(3). |
| Non-Human Toxicity Excerpts | /LABORATORY ANIMALS: Acute Exposure/ In general /in rats/, toxicological signs noted after oral dosing included decreased activity, depression, ataxia, labored respiration, loss of righting reflex, tremors, and convulsions./LABORATORY ANIMALS: Acute Exposure/ Toxicological signs /in rabbits dermally exposed/ included depression, weakness, labored respiration, tremors, erythema, edema, and sloughing of the skin at the application site./LABORATORY ANIMALS: Acute Exposure/ A /sensory/ irritation study of mice found depressions in the respiratory rates at 87 ppm (1 minute intervals)./LABORATORY ANIMALS: Acute Exposure/ ...Clinical signs /in mice exposed by inhalation/ included lack of muscular coordination, lacrimation, ataxia, labored respiration, and progressive cyanosis.For more Non-Human Toxicity Excerpts (Complete) data for 1,2-ETHANEDITHIOL (7 total), please visit the HSDB record page. |
| Environmental Abiotic Degradation | The rate constant for the vapor-phase reaction of 1,2-ethanedithiol with photochemically-produced hydroxyl radicals has been estimated as 8.3X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 5 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1,2-Ethanedithiol is not expected to undergo hydrolysis in the environment due to the lack of hydrolyzable functional groups(2). 1,2-Ethanedithiol does not contain chromophores that absorb at wavelengths >290 nm and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC). |
| Probable Routes of Human Exposure | Occupational exposure to 1,2-ethanedithiol may occur through inhalation and dermal contact with this compound at workplaces where 1,2-ethanedithiol is produced or used. (SRC) |
| 수질 위해 등급(WGK) | 3 |
| TSCA 등재 상태 | TSCA listed |
| RTECS 번호 | KI3325000 |
| 운송 번호(UN) | UN 3071 6.1/PG 2 |
| 독성 | LD50 orally in Rabbit: 120 mg/kg LD50 dermal Rabbit 197 mg/kg |
| 관세 코드 | 29309070 |
| 위험 문구(R) | 10-23/24/25-23/25-21-36-23-21/22-36/37/38-20/21/22 |
| 위험 표시 | T,Xn,F |
| 안전 문구(S) | 36/37/39-45-26-16-36/37-36-7/9 |
| 포장분류 | III |
| 위험 등급 | 3Acute Tox. 2 DermalAcute Tox. 2 InhalationAcute Tox. 3 OralFlam. Liq. 3 |
| 기존화학 물질 | KE-12737 |
| F 고인화성물질 | 10-13-23 |
| 저장 분류 | 3 - Flammable liquids |
| 유해 물질 데이터 | 540-63-6(Hazardous Substances Data) |
용도
출처
Reported found in beef (boiled, cooked) and chicken (cooked)
용도
1,2-Ethanedithiol is used as a reagent in organic synthesis to convert carbonyl compounds to thioacetals (1,3-dithiolanes). It replaces the toxic reagent arsenic tirchloride, which is involved in the synthesis of membrane-permeant fluorogenic biarsenicals from precursor dyes fluorescein and resorufin. It acts bidendate ligand to form complexes with metal ions.
일반 설명
1,2-Ethanedithiol (1,2-Dimercaptoethane, Dithioglycol, Ethylene mercaptan) is an organo sulfur compound. It affords monomeric, dimeric and polymeric complexes on reaction with Pt(PPh3)4, Pd(PPh3)4 and Ni(PPh3)4. It has been synthesized by refluxing 1,2-dichloroethane with thiourea in ethanol.
제조 및 합성 방법
제조 방법
Prepared by reacting ethanol, thiourea and ethylene dibromide and subsequent alkaline hydrolysis of the ethylenediisothiuronium bromide