1-Piperazineethanamine
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1-Piperazineethanamine
structure -
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CAS No:
140-31-8
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Formula:
C6H15N3
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Chemical Name:
1-Piperazineethanamine
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Synonyms:
1-Piperazineethanamine;Piperazine,1-(2-aminoethyl)-;N-(β-Aminoethyl)piperazine;1-(2-Aminoethyl)piperazine;N-(2-Aminoethyl)piperazine;1-Piperazineethylamine;2-Piperazinylethylamine;4-(2-Aminoethyl)piperazine;1-(β-Aminoethyl)piperazine;AEP;2-(1-Piperazinyl)ethylamine;Ancamine AEP;2-(1-Piperazinyl)ethanamine;N-AEP;NSC 38968;Epikure 3202;Epicure 3200;2-(Piperazinyl-1-yl)ethanamine;2-(Piperazin-1-yl)ethaneamine;2-(Piperazin-1-yl)ethan-1-amine;935701-76-1
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CAS No:
Description
viscous light yellow liquid N-Aminoethypiperazine is a combustible and corrosive aliphatic amine It is a colorless to light yellow liquidAn amine combining a primary, secondary, and ter- tiary amine in one molecule. A colorless liquid with a faint fishlike odor. Flash point 199°F. Corrosive to tissue. Toxic oxides of nitrogen are produced by combustion.
N-aminoethylpiperazine appears as a colorless liquid with a faint fishlike odor. Flash point 199°F. Corrosive to tissue. Toxic oxides of nitrogen are produced by combustion.|Liquid
N-aminoethylpiperazine appears as a colorless liquid with a faint fishlike odor. Flash point 199°F. Corrosive to tissue. Toxic oxides of nitrogen are produced by combustion.
1-Piperazineethanamine Basic Attributes
129.2
129.20
104363
205-411-0
I86052F9F6
38968
2815
DTXSID2021997
Light-colored liquid
29335995
Characteristics
41.3
-1.57 (est)
Clear colorless to slightly yellow Liquid
0.9837 g/cm3
-19 °C
222 °C
200 °F
n20/D 1.500
H2O: soluble
Store below +30°C.
0.05 mm Hg ( 20 °C)
4.4 (Air = 1)
Oral-rat LD50: 2110 mg/kg; peritoneal-mouse LD50: 250 mg/kg
Inflammable in case of heat, near fire, in contact with Mars or strong oxidizer; decomposes toxic nitrogen oxide gas in case of heat
2.1-10.5%(V)
Henry's Law constant = 6.59X10-13 atm-cu m/mol at 25 °C (est)
pKa1 = 8.42 (est)
Specific gravity: 0.9852 at 20 °C/20 °C|Hydroxyl radical reaction rate constant = 2.14X10-10 cu cm/molec-sec at 25 °C (est)
Water soluble.
Amines, Phosphines, and Pyridines
N-AMINOETHYLPIPERAZINE neutralizes acids to form salts plus water in exothermic reactions. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated in combination with strong reducing agents, such as hydrides.
Safety Information
III
8
UN 2815 8/PG 3
2
21/22-34-43-52/53
26-36/37/39-45-61
TK8050000
C
Treasury is ventilated, low temperature and dry; stored separately from acid
Explosive when mixed with air
Stable. Flammable. Incompatible with acids, acid anhydrides, acid chlorides, strong oxidizing agents, chloroformates.
P273-P280-P305 + P351 + P338-P310
H302-H311-H314-H317-H412
Disposal of N-aminoethylpiperazine only via incineration at federal approved incinerators.|This combustible material may be burned in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material.
Materials to avoid: oxidizing agents
European Commission, ESIS; IUCLID Dataset, 1-Aminoethylpiperazine (140-31-8) (2000 CD-ROM Edition) contains information on use, toxicology, and environmental effects of this chemical as supplied to the European Union by industry.[Available from, as of February 8, 2009: http://esis.jrc.ec.europa.eu/]|Organisation for Economic Cooperation and Development; Screening Information Data Set for Aminoethylpiperazine, CAS No. 140-31-8 (December 2005). This OECD Initial Assessment of HPV Chemicals is part of a series of OECD SIDS documents published by UNEP Chemicals to facilitate the access to information needed for health and environmental risk assessments of chemicals.
Special Hazards of Combustion Products: Toxic fumes of NO x (USCG, 1999)|Corrosives, Flammable - 2nd degree
|Danger|H302: Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P363, P405, and P501|H302 (94.52%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P272, P273, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P361, P363, P405, and P501|Aggregated GHS information provided by 1953 companies from 29 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H227: Combustible liquid [Warning Flammable liquids]|P210, P260, P261, P264, P270, P272, P280, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P321, P322, P330, P333+P313, P361, P363, P370+P378, P403+P235, P405, and P501
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (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)
Excerpt from ERG Guide 153 [Substances - Toxic and/or Corrosive (Combustible)]: ELIMINATE all ignition sources (no smoking, flares, sparks or flames in immediate area). Do not touch damaged containers or spilled material unless wearing appropriate protective clothing. Stop leak if you can do it without risk. Prevent entry into waterways, sewers, basements or confined areas. Absorb or cover with dry earth, sand or other non-combustible material and transfer to containers. DO NOT GET WATER INSIDE CONTAINERS. (ERG, 2016)
Wear approved respirator, chemical resistant gloves, safety goggles rubber boots, and protective clothing. (USCG, 1999)
If material on fire or involved in fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Solid streams of water may be ineffective. Use "alcohol" foam, dry chemical, or carbon dioxide.|Wear positive pressure self-contained breathing appartus when fighting fires involving this material.
Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Do not let product enter drains. Discharge into the environment must be avoided. Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.
If material not on fire and not involved in fire: Keep sparks, flames, and other sources of ignition away. Keep material out of water sources and sewers. Build dikes to contain flow as necessary.|Personnel protection: Avoid breathing vapors. Keep upwind. Avoid bodily contact with the material ... Do not handle broken packages unless wearing appropriate personal protective equipment. Wash away any material with may have contacted the body with copious amounts of water or soap and water ... If contact with the material anticipated, wear appropriate chemical protective clothing.|Environmental considerations - land spill: Dig a pit, pond, lagoon, holding area to contain liquid or solid material. /SRP: If time permits, pits, ponds, lagoons, soak holes, or holding areas should be sealed with an impermeable flexible membrane liner./ Dike surface flow using soil, sand bags, foamed polyurethane, or foamed concrete. Absorb bulk liquid with fly ash, cement powder, or commercial sorbents.|Avoid contact with skin and eyes. Avoid inhalation of vapor or mist. Keep away from sources of ignition - No smoking. Take measures to prevent the build up of electrostatic charge.
/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Fire or Explosion: Combustible material: may burn but does not ignite readily. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Those substances designated with a (P) may polymerize explosively when heated or involved in a fire. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated. Runoff may pollute waterways. Substance may be transported in a molten form.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Health: 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.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Public Safety: CALL Emergency Response Telephone Number on Shipping Paper first. If Shipping Paper not available or no answer, refer to appropriate telephone number listed on the inside back cover. 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. Keep unauthorized personnel away. Stay upwind. Keep out of low areas. Ventilate enclosed areas.|/GUIDE 153: SUBSTANCES - TOXIC and/or CORROSIVE (Combustible)/ Protective Clothing: Wear positive pressure self-contained breathing apparatus (SCBA). Wear chemical protective clothing that is specifically recommended by the manufacturer. It may provide little or no thermal protection. Structural firefighters' protective clothing provides limited protection in fire situations ONLY; it is not effective in spill situations where direct contact with the substance is possible.|For more DOT Emergency Guidelines (Complete) data for N-(2-Aminoethyl)piperazine (8 total), please visit the HSDB record page.
No person may /transport,/ offer or accept a hazardous material for transportation in commerce unless that person is registered in conformance ... and the hazardous material is properly classed, described, packaged, marked, labeled, and in condition for shipment as required or authorized by ... /the hazardous materials regulations (49 CFR 171-177)./|The International Air Transport Association (IATA) Dangerous Goods Regulations are published by the IATA Dangerous Goods Board pursuant to IATA Resolutions 618 and 619 and constitute a manual of industry carrier regulations to be followed by all IATA Member airlines when transporting hazardous materials.|The International Maritime Dangerous Goods Code lays down basic principles for transporting hazardous chemicals. Detailed recommendations for individual substances and a number of recommendations for good practice are included in the classes dealing with such substances. A general index of technical names has also been compiled. This index should always be consulted when attempting to locate the appropriate procedures to be used when shipping any substance or article.
Strong irritant to tissue.[Lewis RJ Sr; Hawley's Condensed Chemical Dictionary 15th ed Wiley (2007)
| 2 - Materials that, under emergency conditions, can cause temporary incapacitation or residual injury.| 2 - Materials that must be moderately heated or exposed to relatively high ambient temperatures before ignition can occur. Materials would not under normal conditions form hazardous atmospheres with air, but under high ambient temperatures or under moderate heating could release vapor in sufficient quantities to produce hazardous atmospheres with air.| 0 - Materials that in themselves are normally stable, even under fire conditions.
Toxicity
moderately toxic
LD50 Rat oral 2140 mg/kg|LD50 Mouse ip 250 mg/kg|LD50 Rabbit skin 880 mg/kg
N-(2-Aminoethyl)piperazine's production and use as an epoxy curing agent, intermediate for pharmaceuticals, anthelmintics, surface-active agents, and synthetic fibers(1) may result in its release to the environment through various waste streams(SRC).
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a structure estimation method(2), indicates that N-(2-aminoethyl)piperazine is expected to have very high mobility in soil(SRC). However, N-(2-aminoethyl)piperazine will exist primarily as a cation in the environment, and cations are expected to adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3), suggesting that mobility may be much lower in some soils(SRC). Volatilization of N-(2-aminoethyl)piperazine from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 6.6X10-13 atm-cu m/mole(SRC), using a fragment constant estimation method(4). N-(2-Aminoethyl)piperazine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.6X10-2 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). Utilizing the Japanese MITI test, 0-1% of the theoretical BOD was reached in 4 weeks(6) indicating that biodegradation is not an important environmental fate process in soil(SRC).|AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 43(SRC), determined from a structure estimation method(2), indicates that N-(2-aminoethyl)piperazine is not expected to adsorb to suspended solids and sediment(SRC). However, N-(2-aminoethyl)piperazine will exist primarily as a cation in the environment, and cations are expected to adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3), suggesting that mobility may be much lower in some soils(SRC). Volatilization from water surfaces is not expected(4) based upon an estimated Henry's Law constant of 6.6X10-13 atm-cu m/mole(SRC), developed using a fragment constant estimation method(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from an estimated log Kow of -1.6(7) and a regression-derived equation(8), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Utilizing the Japanese MITI test, 0-1% of the theoretical BOD was reached in 4 weeks(9) indicating that biodegradation is not an important environmental fate process in water(SRC).|ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-(2-aminoethyl)piperazine, which has an estimated vapor pressure of 6.6X10-2 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 N-(2-aminoethyl)piperazine 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 1.8 hrs(SRC), calculated from its rate constant of 2.1X10-10 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). N-(2-Aminoethyl)piperazine does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
The rate constant for the vapor-phase reaction of N-(2-aminoethyl)piperazine with photochemically-produced hydroxyl radicals has been estimated as 2.1X10-10 cu cm/molecule-sec at 25 °C(SRC) using a structure estimation method(1). This corresponds to an atmospheric half-life of about 1.8 hours at an atmospheric concentration of 5X10+5 hydroxyl radicals per cu cm(1). N-(2-Aminoethyl)piperazine is not expected to undergo hydrolysis in the environment due to the lack of functional groups that hydrolyze under environmental conditions(2). N-(2-Aminoethyl)piperazine does not contain chromophores that absorb at wavelengths >290 nm(2) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
An estimated BCF of 3 was calculated in fish for N-(2-aminoethyl)piperazine(SRC), using an estimated log Kow of -1.6(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).
Using a structure estimation method based on molecular connectivity indices(1), the Koc of N-(2-aminoethyl)piperazine can be estimated to be 43(SRC). According to a classification scheme(2), this estimated Koc value suggests that N-(2-aminoethyl)piperazine is expected to have very high mobility in soil. However, N-(2-aminoethyl)piperazine will exist primarily as a cation in the environment, and cations are expected to adsorb more strongly to soils containing organic carbon and clay than their neutral counterparts(3), suggesting that mobility may be much lower in some soils(SRC).
The Henry's Law constant for N-(2-aminoethyl)piperazine is estimated as 6.6X10-13 atm-cu m/mole(SRC) using a fragment constant estimation method(1). This Henry's Law constant indicates that N-(2-aminoethyl)piperazine is expected to be essentially nonvolatile from water surfaces(2). N-(2-Aminoethyl)piperazine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 6.6X10-2 mm Hg(SRC), determined from a fragment constant method(3).
According to the 2006 TSCA Inventory Update Report, the number of persons reasonably likely to be exposed in the industrial manufacturing, processing, and use persons for N-(2-aminoethyl)piperazine is 100 to 999; the data may be greatly underestimated(1).|NIOSH (NOES Survey 1981-1983) has statistically estimated that 60,625 workers (12,978 of these were female) were potentially exposed to N-(2-aminoethyl)piperazine in the US(1). Occupational exposure to N-(2-aminoethyl)piperazine may occur through inhalation and dermal contact with this compound at workplaces where N-(2-aminoethyl)piperazine is produced or used. Use data indicate that the general population may be exposed to N-(2-aminoethyl)piperazine via dermal contact with consumer products containing N-(2-aminoethyl)piperazine(SRC).
Drug Information
INHALATION: Burning sensation, coughing, wheezing, laryngitis, shortness of breath, headache, nausea, and vomiting. EYES AND SKIN: Extremely destructive to mucous membranes, upper respiratory tract, eyes and skin. Causes burns on short contact. (USCG, 1999)
INHALATION: Remove to fresh air; if not breathing, give artificial respiration; if breathing difficult, give oxygen. SKIN: Remove contaminated clothing and shoes; flush affected areas with plenty of water. EYES: Hold eyelids open and flush with water for at least 15 minutes. (USCG, 1999)
Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Organic bases/Amines and related compounds/|Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). 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 0.9% saline (NS) 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 ... . /Organic bases/Amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. 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 ... . Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. DIRECT PHYSICIAN ORDER ONLY ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/
/SIGNS AND SYMPTOMS/ Strong irritant to tissue.[Lewis RJ Sr; Hawley's Condensed Chemical Dictionary 15th ed Wiley (2007)|/SIGNS AND SYMPTOMS/ Inhalation: May be harmful if inhaled. Material is extremely destructive to the tissue of the mucous membranes and upper respiratory tract. Skin: Toxic if absorbed through skin. Causes skin burns. Eyes: Causes eye burns. Ingestion: May be harmful if swallowed. Causes burns.|/GENOTOXICITY/ Clastogenic activity /d-1-aminoethylpiperazine/ in cultured human lymphocytes was measured without S-9 mix at 100, 200, 300, and 400 ug/mL; and with S-9 mix (24 and 48 hr sampling times) at 200, 400, 800, and 900 ug/m. Results were negative.
1-aminoethylpiperazine
1-Piperazineethanamine Use and Manufacturing
Reaction of ethylene dichloride with NH3, neutralization with NaOH and salt removal. Separation of N-aminoethylpiperazine by fractionated distillation. Manufacturing process completely closed.
Used for studying corrosion inhibition
Adhesives and sealant chemicals
Paper products
1,000,000 - 10,000,000 lb|1-Piperazineethanamine is listed as a High Production Volume (HPV) chemical (65FR81686). Chemicals listed as HPV were produced in or imported into the U.S. in >1 million pounds in 1990 and/or 1994. The HPV list is based on the 1990 Inventory Update Rule. (IUR) (40 CFR part 710 subpart B; 51FR21438).|Production volumes for non-confidential chemicals reported under the Inventory Update Rule. [Table#5477]|Production volume for non-confidential chemicals reported under the 2006 Inventory Update Rule. Chemical: 1-Piperazineethanamine. Aggreated National Production Volume: 10 to < 50 million lbs.
Adhesive manufacturing|1-Piperazineethanamine: ACTIVE|Alkyl mercury compounds have been used as seed disinfectants and for fungicides. They have also been used in organic synthesis. /Mercury alkyl compounds/
Fire Hazards -> Corrosives, Flammable - 2nd degree
Computed Properties
Molecular Weight:129.20
XLogP3:-1.3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:129.126597491
Monoisotopic Mass:129.126597491
Topological Polar Surface Area:41.3
Heavy Atom Count:9
Complexity:68.7
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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