Acetylthiourea
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Acetylthiourea
structure -
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CAS No:
591-08-2
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Formula:
C3H6N2OS
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Chemical Name:
Acetylthiourea
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Synonyms:
Acetamide,N-(aminothioxomethyl)-;Urea,1-acetyl-2-thio-;N-(Aminothioxomethyl)acetamide;Acetylthiourea;N-Acetylthiourea;1-Acetyl-2-thiourea;1-Acetylthiourea;Acetothiourea;N-Acetylthiocarbamide;N-Acetyl-2-thiourea;Acetylthiocarbamide;NSC 7597
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CAS No:
Description
white crystalline powder 1-Acetyl-2-thiourea is a white crystalline solid; forming needles
1-acetyl-2-thiourea is a white crystalline solid. Noncombustible, but decomposes with heating.
1-acetyl-2-thiourea is a white crystalline solid. Noncombustible, but decomposes with heating.
Acetylthiourea Basic Attributes
118.16
118.16
969960
209-699-9
ZNZ5N1H713
7597
2811|3077
DTXSID4060446
PRISMS FROM WATER; RHOMBIC CRYSTALS FROM ALCOHOL
Characteristics
87.2
-0.60
Pale cream Crystalline Powder
1.4±0.1 g/cm3
165 °C
208.6ºC at 760 mmHg
1.543
Slightly soluble in water and ethyl ether; soluble in ethanol.
Store below +30°C.
Oral-rat LD50:50 mg/kg;Oral-Mouse LD50:94 mg/kg
Flammable; decomposes by heating to release toxic sulfur oxides and nitrogen oxide fumes
Slightly soluble in water, soluble in hot water. Hydrolysis occurs rapidly with strong acid/base media.
Amides and Imides
1-ACETYL-2-THIOUREA is incompatible with strong oxidizing agents, strong acids and strong bases. Decomposes when heated to give toxic oxides of sulfur and nitrogen.
Safety Information
II
6.1
UN 2811 6.1/PG 2
3
25
36/37/39-45
YR7700000
T
Warehouse ventilated, low temperature and dry
Highly Toxic
P264-P301 + P310
H300
Generators of waste (equal to or greater than 100 kg/mo) containing this contaminant, EPA hazardous waste number P002, must conform with USEPA regulations in storage, transportation, treatment and disposal of waste.|A potential candidate for liquid injection incineration at a temperature range of 650 to 1600 °C and a residence time of 0.1 to 2 seconds. A potential candidate for rotary kiln incineration at a temperature range of 820 to 1600 °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.
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: Non-combustible, substance itself does not burn but may decompose upon heating to produce corrosive and/or toxic fumes. Some are oxidizers and may ignite combustibles (wood, paper, oil, clothing, etc.). Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. For electric vehicles or equipment, ERG Guide 147 (lithium ion batteries) or ERG Guide 138 (sodium batteries) should also be consulted. (ERG, 2016)
|Danger|H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]|P264, P270, P301+P310, P321, P330, P405, and P501|Aggregated GHS information provided by 56 companies from 3 notifications to the ECHA C&L Inventory.
This compound is not very flammable but any fire involving this compound may produce dangerous vapors. You should evacuate the area. All firefighters should wear full-body protective clothing and use self-contained breathing apparatuses. You should extinguish any fires involving this chemical with a dry chemical, carbon dioxide, foam, or halon extinguisher. (NTP, 1992)
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: As an immediate precautionary measure, isolate spill or leak area in all directions for at least 50 meters (150 feet) for liquids and at least 25 meters (75 feet) for solids. SPILL: Increase, in the downwind direction, as necessary, the isolation distance shown above. FIRE: If tank, rail car or tank truck is involved in a fire, ISOLATE for 800 meters (1/2 mile) in all directions; also, consider initial evacuation for 800 meters (1/2 mile) in all directions. (ERG, 2016)
SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, you should dampen the solid spill material with alcohol, then transfer the dampened material to a suitable container. Use absorbent paper dampened with alcohol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with alcohol followed by washing with a strong soap and water solution. Do not reenter the contaminate area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should keep this material in a tightly-closed container under an inert atmosphere, and store it in a freezer. (NTP, 1992)
RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with a combination filter cartridge, i.e. organic vapor/acid gas/HEPA (specific for organic vapors, HCl, acid gas, SO2 and a high efficiency particulate filter). RECOMMENDED GLOVE MATERIALS: Permeation data indicate that Viton gloves may provide protection to contact with this compound. Viton over latex gloves is recommended. However, if this chemical makes direct contact with your gloves, or if a tear, hole or puncture develops, remove them at once. (NTP, 1992)
P002; An acute hazardous waste when a discarded commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate.
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 1000 lb or 454 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).
P002; As stipulated in 40 CFR 261.33, when 1-acetyl-2-thiourea, 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)).
Toxicity
highly toxic
LD50 Rat oral 50 mg/kg|LD50 Mouse ip 100 mg/kg
1-Acetyl-2-thiourea is not manufactured or used as an end-product industrially in the USA.
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 22(SRC), determined from a structure estimation method(2), indicates that 1-acetyl-2-thiourea is expected to have very high mobility in soil(SRC). Volatilization of 1-acetyl-2-thiourea from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 2.6X10-11 atm-cu m/mole(SRC), using a fragment constant estimation method(3). 1-Acetyl-2-thiourea is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.7X10-4 mm Hg(SRC), determined from a fragment constant method(4).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 22(SRC), determined from an estimation method(2), indicates that 1-acetyl-2-thiourea is not expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 2.6X10-11 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from an estimated log Kow of -0.27(6), suggests the potential for bioconcentration in aquatic organisms is low.|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), 1-acetyl-2-thiourea, which has an estimated vapor pressure of 3.7X10-4 mm Hg at 25 °C(2), is expected to exist solely in the vapor phase in the ambient atmosphere. Vapor-phase 1-acetyl-2-thiourea 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 10 hours(SRC), calculated from its rate constant of 3.8X10-11 cu cm/molecule-sec at 25 °C, determined using a structure estimation method(3). 1-Acetyl-2-thiourea (in a methanol solvent) absorbs UV light in the region between 290-330 nm(4); although the absorbance is relatively weak, there may be a potential for direct photolysis in the environment(SRC).
The rate constant for the vapor-phase reaction of 1-acetyl-2-thiourea with photochemically-produced hydroxyl radicals has been estimated as 3.8X10-11 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 10 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). 1-Acetyl-2-thiourea has experimentally measured hydrolysis rate constants of 4.7X10-9 and 4.2X10-4 L/mole-sec at pH values of 7 and 11, respectively(2); and 7.1X10-5 L/mole-sec at a pH of 9.65(3). These rate constants correspond to half-lives of 4.6 years(2), 2.7 hours(SRC) and 0.46 hours(SRC) at pH values of 7, 9.65 and 11, respectively. The aqueous hydrolysis products of 1-acetyl-2-thiourea are acetic acid and thiourea(3). 1-Acetyl-2-thiourea (in a methanol solvent) absorbs UV light in the region between 290-330 nm(4); although the absorbance is relatively weak, there may be a potential for direct photolysis in the environment(SRC).
An estimated BCF of 3.2 was calculated for 1-acetyl-2-thiourea(SRC), using an estimated log Kow of -0.27(1,SRC) and a regression-derived equation(2). According to a classification scheme(3), this BCF suggests the potential for bioconcentration in aquatic organisms is low.
Using a structure estimation method based on molecular connectivity indices(1), the Koc for 1-acetyl-2-thiourea can be estimated to be 22(SRC). According to a classification scheme(2), this estimated Koc value suggests that 1-acetyl-2-thiourea is expected to have very high mobility in soil.
The Henry's Law constant for 1-acetyl-2-thiourea is estimated as 2.6X10-11 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that 1-acetyl-2-thiourea is expected to be essentially nonvolatile(2). 1-Acetyl-2-thiourea is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.7X10-4 mm Hg(3).
There are no data available which suggest that the general population is exposed to 1-acetyl-2-thiourea. (SRC)
Drug Information
Excerpt from ERG Guide 154 [Substances - Toxic and/or Corrosive (Non-Combustible)]: TOXIC; inhalation, ingestion or skin contact with material may cause severe injury or death. Contact with molten substance may cause severe burns to skin and eyes. Avoid any skin contact. Effects of contact or inhalation may be delayed. Fire may produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution. (ERG, 2016)
EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. IMMEDIATELY call a physician and be prepared to transport the victim to a hospital even if no symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Generally, the induction of vomiting is NOT recommended outside of a physician's care due to the risk of aspirating the chemical into the victim's lungs. However, if the victim is conscious and not convulsing and if medical help is not readily available, consider the risk of inducing vomiting because of the high toxicity of the chemical ingested. Ipecac syrup or salt water may be used in such an emergency. IMMEDIATELY transport the victim to a hospital. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)
Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /SRP: Organic bases/amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W TKO /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /SRP: Organic bases/amines and related compounds/
In the manufacture of rubber, irritant contact dermatitis may occur from a variety of acids, alkalis, detergents, and solvents used in the process. Allergic contact dermatitis occurs not infrequently and is almost always due to an organic accelerator or antioxidant. While the list of potential sensitizing accelerators and antioxidants is enormous, common allergens include ... thioureas. /Thioureas/
1-acetylthiourea
Acetylthiourea Use and Manufacturing
Derived from the reaction of thiourea and acetyl chloride. In a three-necked flask with a reflux condenser, 38 g of thiourea, 40 g of acetyl chloride and 500 ml of toluene were added. Stir and reflux on an oil bath for 16h (until hydrogen chloride is no longer released) to distill off toluene, and the remainder is recrystallized with three times the amount of ethanol. The product is 19 g, melting point 163-165°C, yield 34%.
Organic Synthesis.
Acetamide, N-(aminothioxomethyl)-: ACTIVE|1-Acetyl-2-thiourea is not manufactured or used as an end-product industrially in the USA.
EPA Method 8250. Packed Column Gas Chromatography/Mass Spectrometry Technique for the determination of semivolatile organic compounds in extracts prepared from all types of solid waste matrices, soil, and groundwater. This method is applicable to quantify most neutral, acidic, and basic organic compounds that are soluble in methylene chloride and capable of being eluted with derivatization as sharp peaks from a gas chromatographic packed column. Under the prescribed conditions, 1-acetyl-2-thiourea detection limit has not been determined. Precision and method accuracy were found to be directly related to the concentration of the analyte and essentially independent of the sample matrix.|EPA Method 8270B-W. Determination Semivolatile Organic compounds by Gas Chromatography/Mass Spectrometry (GC/MS): Capillary Column Technique. This method is applicable to all types of waters. The estimated quantitation limit is reported to be 1000 ug/l.|EPA Method 8270B-S. Determination Semivolatile Organic Compounds by Gas Chromatography/Mass Spectrometry (GC/MS): Capillary Column Technique. This method is applicable to all types of solid waste matrices and soils. Detection limits are not specified.|SFSAS_29. Extraction and Analysis of Organics in Biological Tissue. Detection limit= 2.000 mg/kg.
Computed Properties
Molecular Weight:118.16
XLogP3:-0.1
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Exact Mass:118.02008399
Monoisotopic Mass:118.02008399
Topological Polar Surface Area:87.2
Heavy Atom Count:7
Complexity:101
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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