기본 정보
- 표준 SMILES
NC(=S)NC(N)=S- InChIKey
JIRRNZWTWJGJCT-UHFFFAOYSA-N- 분자식
- C2H5N3S2
- 평균 분자량
- 135.22 g/mol
- 단동위원소 질량
- 134.99248916
개요
Dithiobiuret is a crystalline solid. Used as a plasticizer, as a rubber accelerator, and as an intermediate in manufacturing of pesticides. (EPA, 1998)
이름 및 식별자
- 우선 이름
- Dithiobiuret
- IUPAC
- carbamothioylthiourea
- 현지명
- 2,4-디티오비뷰렛
- 영어명
- Dithiobiuret
- 분자식
- C2H5N3S2
- 분자량
- 135.21
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
541-53-7- PubChem CID
- 2758725
- DTXSID
DTXSID2034968- ChEMBL
CHEMBL501562- UNII
- T40X2KXL53
- EC Number
- 208-784-8
- Nikkaji
- J21.643G
물성
구조 계산 물성
- XLogP
- -0.6
- 극성 표면적
- 128 Ų
- 수소 결합 공여자 수
- 3
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 0
- 무거운 원자 수
- 7
- 형식 전하
- 0
- 복잡도
- 87.1
실험 및 물리화학적 성질
Density
1.522 at 86 °F (EPA, 1998) - Denser than water; will sink
APPARENT BULK DENSITY 1.522 G/ML @ 30 °C
1.522 @ 30°C
Color/Form
MONOCLINIC OR TRICLINIC CRYSTALS
COLORLESS CRYSTALS
Solubility
@ 27 °C: 0.27 G/100 ML WATER, 2.2 G/100 G ETHANOL, 16 G/100 G ACETONE, ABOUT 34 G/100 G CELLOSOLVE; IN BOILING WATER= ABOUT 8%; IN 1%SODIUM HYDROXIDE= 3.6 G/100 G; IN 5% SODIUM HYDROXIDE= 16 G/100 G; IN 10% SODIUM HYDROXIDE= 29 G/100 G; SOL IN ALKALIES WITH FORMATION OF WATER-SOLUBLE SALTS.
Melting Point
358 °F decomposes (EPA, 1998)
181 °C
Physical Description
Dithiobiuret is a crystalline solid. Used as a plasticizer, as a rubber accelerator, and as an intermediate in manufacturing of pesticides. (EPA, 1998)
Colorless solid; [HSDB] Crystalline solid; [Alfa Aesar MSDS]
물리화학적 성질
- 녹는점
- 181 °C · 181 °C
- 끓는 점
- 272.1 · 272.1±23.0 °C(Predicted)
- 밀도
- 1.385 · 1.385 (estimate)
- 굴절률
- 1.58 · 1.5800 (estimate)
- 저장 조건
- Sealed in dry,Room Temperature
- 산도 계수 (pKa)
- 11.15 · 11.15±0.70(Predicted)
- 물리적 상태
- 고체
- Merck
- 14 · 14,3371
- BRN
- 1756621 · 1756621
- InChI
- InChI=1S/C2H5N3S2/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7)
- InChIKey
- JIRRNZWTWJGJCT-UHFFFAOYSA-N
- SMILES
- C(=S)(N)NC(=S)N
- EPA
- Dithiobiuret (541-53-7)
안전 및 규제
GHS 분류
GHS Classification
Danger
H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]
P260, P262, P264, P270, P271, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P361+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 47 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazards Summary
Causes respiratory paralysis in animal experiments; [Merck Index] No reported cases of human poisoning; Respiratory depression, excessive lacrimation, muscular weakness, flaccid paralysis, peripheral axonopathy, and hypothyroidism have been observed in experimental animals; [HSDB] Causes flaccid paralysis, cyanosis, and hyperglycemia in subcutaneous lethal-dose studies of rats; [RTECS] An irritant; [Alfa Aesar MSDS]
The major hazards encountered in the use and handling of 2,4-dithiobiuret stem from its toxicologic properties. Toxic by all routes (ie, inhalation, ingestion, and dermal contact), exposure to this colorless, crystalline substance may occur from its use as a plasticizer and rubber accelerator, and as an intermediate in the manufacture of resins, insecticides, and rodenticides. Exposure to experimental animals has shown that 2,3-dithiobiuret may cause respiratory failure. If contact should occur, irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes, and wash exposed skin thoroughly with soap and water. 2,4-Dithiobiuret is a potential candidate for disposal by rotary kiln and fluidized bed forms of incineration.
RCRA Requirements
P049; As stipulated in 40 CFR 261.33, when 2,4-dithiobiuret, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).
Reactivity Profile
DITHIOBIURET is a thioamide, which may behave as a weak acid in solution and therefore will react with base foeming salts with production of heat. It may react with acids and reducing agents to form toxic hydrogen sulfide gas. This may be vigorous depending on the nature of the reducing agent. Organic amides/imides react with azo and diazo compounds to generate toxic gases. The combustion of these compounds generates mixed oxides of nitrogen (NOx).
CERCLA Reportable Quantities
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Dithiobiuret is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100/10,000 lbs.
안전 및 보호
Nonfire Spill Response
(Non-Specific -- Dithiocarbamate Pesticide, Solid, n.o.s.) Keep sparks, flames and other sources of ignition away. Keep material out of water sources and sewers. Avoid breathing dusts and fumes from burning material. Keep upwind; avoid bodily contact with the material. Do not handle broken packages without protective equipment. Wash away any material which may have contacted the body with copious amounts of water or soap and water. (EPA, 1998)
Disposal Methods
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P049, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.
A potential candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A potential candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.
Protective Action Criteria (PAC)
0.015 [mg/m3]
0.17 [mg/m3]
0.99 [mg/m3]
Personal Protective Equipment (PPE)
For emergency situations, wear a positive pressure, pressure-demand, full facepiece self-contained breathing apparatus (SCBA) or pressure- demand supplied air respirator with escape SCBA and a fully-encapsulating, chemical resistant suit. (EPA, 1998)
독성 정보
Environmental Fate
TERRESTRIAL FATE: If 2,4-dithiobiuret is released to soil, it will be expected to hydrolyze relatively rapidly if the soil is moist, based upon a calculated half-life for hydrolysis in water of 4.1 days at 25 °C(1,SRC). Based upon this relatively rapid hydrolysis, adsorption to and volatilization from moist soil are not expected to be significant processes, although no data specifically regarding the fate of 2,4-dithiobiuret in soil were located(SRC).
AQUATIC FATE: If 2,4-dithiobiuret is released to water, it will be expected to hydrolyze relatively rapidly, based upon a measured hydrolysis rate constant of 7.1X10-3(1,SRC).
ATMOSPHERIC FATE: If 2,4-dithiobiuret is released to the atmosphere, it will be susceptible to photooxidation via vapor phase reaction with photochemically produced hydroxyl radicals. An atmospheric half-life of 3.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm has been calculated for this process based upon an estimated rate constant(1,SRC).
Environmental Biodegradation
No data were located concerning the biodegradation of 2,4-dithiobiuret either in natural systems or in laboratory studies(SRC). Since 2,4-dithiobiuret hydrolyzes relatively rapidly in water(1), biodegradation probably will not be a significant process in the environment(SRC).
Volatilization from Water/Soil
Due to a lack of data, it is not possible to estimate the half-life for volatilization from water or soil(SRC). Volatilization of 2,4-dithiobiuret from water and moist soil, however, is not expected to be significant since the compound hydrolyzes relatively rapidly in water(1,SRC).
Non-Human Toxicity Excerpts
SENSITIVITY TO DITHIOBIURET-INDUCED FAILURE IN ROTAROD PERFORMANCE WAS GREATEST IN OLDER RATS OF BOTH SEXES (1 MG/KG/DAY). FEMALES WERE MORE SUSCEPTIBLE THAN MALES & FREQUENTLY DIED AFTER TREATMENT WAS STOPPED BUT MALES RECOVERED. EFFECTS OF CHRONIC DITHIOBIURET TREATMENT IN RATS WERE DECR FOOD & WATER INTAKE, LOSS OF BODY WT, DIURESIS, CHROMODACRYORRHEA & WATERY, MUCOID FECES.
TREATMENT OF RATS WITH 2,4-DITHIOBIURET CAUSES A DELAYED ONSET SKELETAL MUSCLE WEAKNESS WHICH WAS DETECTED BY A ROTAROD TEST. DAILY DOSES OF 0.125 MG/KG DITHIOBIURET DID NOT CAUSE MUSCLE WEAKNESS IN RATS AFTER 52 DAYS OF TREATMENT, BUT DAILY DOSES FROM 0.25 TO 16 MG/KG CAUSED MUSCLE WEAKNESS; ONSET WAS DETERMINED BY A LATENCY THRESHOLD OF 3-4 DAYS OR A CUMULATIVE DOSE THRESHOLD OF 4-5 MG/KG.
Daily treatment of rats with dithiobiuret at 1 mg/kg/day times 6 days produced a delayed onset depression of neuromuscular function.
Weanling, juvenile, and rats of both sexes were treated with 1 mg/kg/day (14)C-labeled dithiobiuret until they developed skeletal muscle weakness as detected by failure in a rotarod test. The latent period before the onset of weakness was longest in weanling animals of both sexes.
For more Non-Human Toxicity Excerpts (Complete) data for 2,4-DITHIOBIURET (6 total), please visit the HSDB record page.
Environmental Abiotic Degradation
The measured rate constant for hydrolysis of 2,4-dithiobiuret in aqueous solution at 25 °C is 7.1X10-3 hr-1(1). This corresponds to a half-life of 4.1 days for hydrolysis at pH 7(1,SRC). The rate constant for the vapor phase reaction of 2,4-dithiobiuret with photochemically produced hydroxyl radicals has been estimated to be 100X10-12 cu cm/molecule-sec at 25 °C which corresponds to an atmospheric half-life of 3.8 hr at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm (2,SRC).
Environmental Fate/Exposure Summary
2,4-Dithiobiuret may be released to the environment as a result of its manufacture and use as a plasticizer and rubber accelerator, and in the manufacture of resins, rodenticides, and insecticides. If 2,4-dithiobiuret is released to soil, it will be expected to hydrolyze relatively rapidly if the soil is moist, based upon a calculated half-life for hydrolysis in water of 4.1 days at 25 °C. Based upon this relatively rapid hydrolysis, adsorption to and volatilization from moist soil are not expected to be significant processes, although no data specifically regarding the fate of 2,4-dithiobiuret in soil were located. If released to water, it will be expected to hydrolyze relatively rapidly, based upon a measured hydrolysis rate constant of 7.1X10-3 hr-1 in aqueous solution at 25 °C which corresponds to a half-life of 4.1 days. Based upon this relatively rapid hydrolysis, bioconcentration, volatilization, and adsorption to sediment and suspended solids are not expected to be significant processes. No data were located concerning biodegradation, but 2,4-dithiobiuret probably abiotically hydrolyzes significantly faster than it biodegrades. If released to the atmosphere, it will be susceptible to photooxidation via vapor phase reaction with photochemically produced hydroxyl radicals. An atmospheric half-life of 3.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm has been calculated for this process based upon an estimated rate constant. Exposure to 2,4-dithiobiuret will be primarily occupational, probably primarily via dermal and possibly inhalation routes of exposure. (SRC)
규제 정보
RCRA Requirements
P049; As stipulated in 40 CFR 261.33, when 2,4-dithiobiuret, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to federal and/or state hazardous waste regulations. Also defined as a hazardous waste is any container or inner liner used to hold this waste or any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5(e)).
CERCLA Reportable Quantities
Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 100 lb or 45.4 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).
Releases of CERCLA hazardous substances are subject to the release reporting requirement of CERCLA section 103, codified at 40 CFR part 302, in addition to the requirements of 40 CFR part 355. Dithiobiuret is an extremely hazardous substance (EHS) subject to reporting requirements when stored in amounts in excess of its threshold planning quantity (TPQ) of 100/10,000 lbs.
안전 데이터
- wgk
- 3
- tsca
- TSCA listed
- rtecs
- EC1575000
- ridadr
- UN 2811 6.1/PG 1
- risk_code
- 26/27/28
- hazard_code
- T+
- safety_code
- 22-28-36/37-45
- 포장분류
- I
- 위험 등급
- 6.1
- Hazard Classifications
- Acute Tox. 1 InhalationAcute Tox. 2 DermalAcute Tox. 2 Oral
- 스토리지 클래스
- 6.1A - Combustible acute toxic Cat. 1 and 2very toxic hazardous materials
- 유해 물질 데이터
- 541-53-7(Hazardous Substances Data)
화학 및 산업
약리 정보
Metabolism/Metabolites
Based on the thin-layer chromatographic analysis of urine from animals treated ip with 1 mg/kg of (14)C- or (35)S-labeled dithiobiuret (DTB) two pathways for metabolism are proposed. One pathway is reversible and involves the oxidation of DTB to thiuret and the reduction of thiuret back to DTB. The other pathway consists of the desulfuration of DTB to monothiobiuret.
Absorption, Distribution and Excretion
URINE WAS MAIN ROUTE OF ELIMINATION OF DITHIOBIURET-DERIVED (14)CARBON AFTER ADMIN TO RATS, & FECES WAS A MINOR ROUTE. ONLY 70-75% OF A DAILY DOSE WAS ELIMINATED IN THE FIRST 24 HR WHEN ADMIN @ RATE OF 0.25, 0.5 & 1 MG/KG/DAY. HIGHEST CONCN FOUND IN THYROID GLAND.
(14)C-labeled dithiobiuret (DTB)-derived radioactivity is eliminated by rats with an approx plasma half-life of 8-10 hr after treatment and approx 2-4% appears in the feces during the same time period. Accumulation of DTB or its metabolites in the thyroid gland is greater than in any other tissue and is saturable at 35 mg/kg.
용도 및 제조
Uses
Used as a plasticizer, rubber accelerator, and resin intermediate; Also used to make insecticides and rodenticides and to delay wilting of flowers; [Merck Index]
PLASTICIZER; RUBBER ACCELERATOR; INT IN RESIN MFR; IN MAKING INSECTICIDES & RODENTICIDES; CAN BE USED TO DELAY WILTING OF FLOWERS.
응용 분야
일반 설명Crystalline solid. Used as a plasticizer, as a rubber accelerator, and as an intermediate in manufacturing of pesticides.
상·하류 제품 정보
상류 원료
하류 제품
공급사50 곳
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