3333-52-6CC(C)(C#N)C(C)(C)C#NZVQXQPNJHRNGID-UHFFFAOYSA-NTetramethylsuccinonitrile appears as white crystals. (NTP, 1992)
3333-52-6DTXSID0026125CHEMBL3182970Almost no odor
Odorless
1.07 (NTP, 1992) - Denser than water; will sink
1.070
1.07 g/cm³
1.07
Colorless solid
Crystallizes in plates
less than 1 mg/mL at 75 °F (NTP, 1992)
Soluble in ethanol
Insoluble in water
Solubility in water: none
Insoluble
Sublimes (NIOSH, 2024)
Sublimes
Sublimes
338.9 to 340.7 °F (sublimes) (NTP, 1992)
170.5 °C
170 °C (sublimes)
338 °F (Sublimes)
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
This chemical does not meet GHS hazard criteria for 3.2% (22 of 694) of reports.
Danger
H300+H310+H330 (67.1%): Fatal if swallowed, in contact with skin or if inhaled [Danger Acute toxicity, oral; acute toxicity, dermal; acute toxicity, inhalation]
P260, P262, P264, P264+P265, P270, P271, P273, P280, P284, P301+P316, P302+P352, P304+P340, P305+P351+P338, P308+P316, P316, P319, P320, P321, P330, P332+P317, P337+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 694 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Flash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)
Combustible. Gives off irritating or toxic fumes (or gases) in a fire.
Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96)
/It was/... reported that uptake occurs after inhalation and through the skin, but no quantitative data are available.
The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.
TMSN is a decomposition product formed from the heating of a blowing agent, azo-bisisobutyronitrile, during the production of vinyl foam; [ACGIH]
TMSN is also the by-product of a polymerization catalyst in photocopier toner.
Tetramethylsuccinonitrile is a decomposition product of some radical initiators used in polymer manufacture. (L616)
TMSN and nitrogen are released when the blowing agent, azo-bisisobutyronitrile, is heated and decomposes during the production of vinyl foam. The blowing agent itself is of moderate toxicity on inhalation or ingestion, but after heating, the decomposition product, TMSN, is a potent convulsant. TMSN is also the by-product of a polymerization catalyst in photocopier toner.
용도2,2,3,3-Tetramethylsuccinonitrile is used in preparation of 4,5-Dihydro-1,2,3-triazole derivatives as Farnesyltransferase inhibitors.
일반 설명White crystals.
현재 필터 조건에 해당하는 반응 기록이 없습니다.
불러오는 중…
Colorless, solid; odorless. Insoluble in water.
Nitriles, such as TETRAMETHYLSUCCINONITRILE, may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids. This chemical can react violently with (LiAlH4 + H2O). (NTP, 1992)
Fires involving this compound should be controlled with a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
Use water spray, powder, foam, carbon dioxide.
Fresh air, rest. Refer for medical attention.
Remove contaminated clothes. Rinse and then wash skin with water and soap. Refer for medical attention .
First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.
Induce vomiting (ONLY IN CONSCIOUS PERSONS!). Refer for medical attention .
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.
(General first aid procedures)
Sweep spilled substance into containers; if appropriate, moisten first to prevent dusting. Carefully collect remainder, then remove to safe place. (Extra personal protection: complete protective clothing including self-contained breathing apparatus).
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.
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 quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.
Sweep spilled substance into covered containers. If appropriate, moisten first to prevent dusting. Carefully collect remainder. Then store and dispose of according to local regulations. Personal protection: complete protective clothing including self-contained breathing apparatus.
SRP: The scientific literature for the use of contact lenses in industry is conflicting. The benefit or detrimental effects of wearing contact lenses depend not only upon the substance, but also on factors including the form of the substance, characteristics and duration of the exposure, the uses of other eye protection equipment, and the hygiene of the lenses. However, there may be individual substances whose irritating or corrosive properties are such that the wearing of contact lenses would be harmful to the eye. In those specific cases, contact lenses should not be worn. In any event, the usual eye protection equipment should be worn even when contact lenses are in place.
SRP: Contaminated protective clothing should be segregated in such a manner so that there is no direct personal contact by personnel who handle, dispose, or clean the clothing. Quality assurance to ascertain the completeness of the cleaning procedures should be implemented before the decontaminated protective clothing is returned for reuse by the workers. Contaminated clothing should not be taken home at end of shift, but should remain at employee's place of work for cleaning.
The worker should immediately wash the skin when it becomes contaminated.
Work clothing that becomes wet or significantly contaminated should be removed and replaced.
Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.
Antidotes to cyanide poisoning include hydroxocobalamin and sodium nitrite, which release the cyanide from the cytochrome system, and rhodanase, which is an enzyme occurring naturally in mammals that combines serum cyanide with thiosulfate, producing comparatively harmless thiocyanate. Oxygen therapy can also be administered. (L97)
Exposure to high levels of cyanide for a short time harms the brain and heart and can even cause coma, seizures, apnea, cardiac arrest and death. Chronic inhalation of cyanide causes breathing difficulties, chest pain, vomiting, blood changes, headaches, and enlargement of the thyroid gland. Skin contact with cyanide salts can irritate and produce sores. (L96, L97)
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that tetramethylsuccinonitrile is expected to have moderate mobility in soil(SRC). Volatilization of tetramethylsuccinonitrile from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 5.2X10-8 atm-cu m/mole(SRC), using a fragment constant estimation method(3). Tetramethylsuccinonitrile is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 1.1X10-3 mm Hg(SRC), determined from a fragment constant method(4).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 170(SRC), determined from a structure estimation method(2), indicates that tetramethylsuccinonitrile is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 5.2X10-8 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 1.4(SRC), from an estimated log Kow of 1.1(6) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), tetramethylsuccinonitrile, which has an estimated vapor pressure of 1.1X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase tetramethylsuccinonitrile 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 24 days(SRC), calculated from its rate constant of 6.7X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3).
The substance can be absorbed into the body by inhalation of its aerosol, through the skin and by ingestion.
inhalation, skin absorption, ingestion, skin and/or eye contact
Oral (L96) ; inhalation (L96) ; dermal (L96)
Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97)
Convulsions. Dizziness. Headache. Nausea. Unconsciousness. Vomiting.
MAY BE ABSORBED! See Inhalation.
See Inhalation.
headache, nausea; convulsions, coma; liver, kidney, gastrointestinal effects
Cyanide poisoning is identified by rapid, deep breathing and shortness of breath, general weakness, giddiness, headaches, vertigo, confusion, convulsions/seizures and eventually loss of consciousness. (L96, L97)
Medical surveillance should include pre-employment and periodic examinations focused on skin disorders and the cardiovascular, pulmonary and central nervous systems. A history of fainting spells or convulsive disorders might present an added risk for nitrile workers. /Nitriles/
Using a structure estimation method based on molecular connectivity indices(1), the Koc for tetramethylsuccinonitrile can be estimated to be 170(SRC). According to a classification scheme(2), this estimated Koc value suggests that tetramethylsuccinonitrile is expected to have moderate mobility in soil.
/CASE REPORTS/ ...Five cases of acute accidental occupational exposure to tetramethyl succinonitrile /were reported/. All cases showed about the same symptoms. After inhalation they /became/ unconscious with convulsions. Further investigations on workers employed at the same factory displayed that some symptoms were prominent in the group: frequent headaches, excessive salivation and sense of taste, nausea, and vomiting. No exposure levels were reported.
/EPIDEMIOLOGY STUDIES/ /Investigators/ reported headaches, nausea, convulsions, and coma in 7 women and 9 men while employed making vinyl foam products in Germany; of 16 workers 12 complained of headache and 5 experienced convulsions.
/EPIDEMIOLOGY STUDIES/ Only one report of long-term, low-level effects of occupational exposure to a nitrile has been found; ...a study of 16 workers allegedly suffering ill effects form exposure to tetramethylsuccinonitrile vapor at an unknown concentration. The subjects complained of headache, dizziness, nausea, vomiting, a peculiar taste in the mouth, formation of excessive and frothy spittle, respiratory distress, insomnia, lapses of consciousness, and convulsions. The results of physical examination and limited laboratory tests of liver function and serum proteins revealed no consistent or characteristic abnormality. Two of the subjects examined had lost consciousness following acute exposures. The presence of tetramethylsuccinonitrile had not been proven in the work environment. However, the author conjectured that it was released as a thermal decomposition product of azo-isobutyronitrile, which was employed in the workplace as a polyvinyl chloride foaming agent.