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Triethanolamine

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Triethanolamine (TEOA) is an organic compound with the chemical formulaN(CH2CH2OH)3. It is a colourless, viscous liquid. It is both a tertiary amine and a triol. A triol is a molecule with three alcoholgroups. Approximately 150,000 tonnes were produced in 1999. It is a colourless compound although samples may appear yellow because of impurities. ProductionTriethanolamine is produced from the reaction of ethylene oxide with aqueous ammonia, also produced are ethanolamine and diethanolamine.

DiethanolamineDiethanolamineNames Preferred IUPAC name2,2′-Azanediyldi(ethan-1-ol)Other names Bis(hydroxyethyl)amineN,N-Bis(2-hydroxyethyl)amine2,2'-Dihydroxydiethylamineβ,β'-DihydroxydiethylamineDiolamine2-[(2-Hydroxyethyl)amino]ethanol2,2'-IminobisethanolIminodiethanolDi(2-hydroxyethyl)aminebis(2-Hydroxyethyl)amine2,2'-IminodiethanolIdentifiers CAS Number111-42-23D model (JSmol)Interactive imageBeilstein Reference605315 ChEBICHEBI:28123ChEMBLChEMBL119604ChemSpider13835604ECHA InfoCard100.003.517EC Number203-868-0KEGGD02337MeSHdiethanolaminePubChemCID8113RTECS numberKL2975000UNIIAZE05TDV2VCompTox Dashboard(EPA)DTXSID3021932InChIInChI=1S/C4H11NO2/c6-3-1-5-2-4-7/h5-7H,1-4H2Key: ZBCBWPMODOFKDW-UHFFFAOYSA-NSMILESOCCNCCOProperties Chemical formulaC4H11NO2Molar mass105.137 g·mol Appearance Colourless crystals OdorAmmonia odor Density1.097g·mL Melting point28.00 °C; 82.40 °F; 301.15 K Boiling point271.1 °C; 519.9 °F; 544.2 K Solubility in waterMiscible log P−1.761 Vapor pressure<1Pa (at 20 °C) UV-vis (λmax) 260nm Refractive index (nD)1.477 Thermochemistry Heat capacity(C)137J·K·mol Std enthalpy offormation(ΔfH298)−496.4 – −491.2kJ·mol Std enthalpy ofcombustion(ΔcH298)−26.548 – −26.498MJ·kmol Hazards GHS labelling: PictogramsSignal wordDangerHazard statementsH302, H315, H318, H373Precautionary statementsP280, P305+P351+P338Flash point138 °C (280 °F; 411 K) Autoignitiontemperature365 °C (689 °F; 638 K) Explosive limits1.6–9.8% Lethal dose or concentration (LD, LC): LD50 (median dose)120mg·kg (intraperitoneal, rat)710mg·kg (oral, rat)778mg·kg (intravaneous, rat)12.2g·kg (dermal, rabbit)NIOSH (US health exposure limits): PEL (Permissible)None REL (Recommended)TWA: 3ppm (15mg/m) IDLH (Immediate danger)N.D.Safety data sheet (SDS) sciencelab.comRelated compounds Related alkanolsN-MethylethanolamineDimethylethanolamineDiethylethanolamineN,N-DiisopropylaminoethanolMethyl diethanolamineEthanolamineTriethanolamineBis-tris methaneMeglumineRelated compoundsDiethylhydroxylamineExcept where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).Yverify ( ?)Ethylene oxideEthylene oxideCyclic compound (C2H4O)Names Preferred IUPAC nameOxiraneSystematic IUPAC nameEpoxyethaneOxacyclopropaneOther names Ethylene oxideDimethylene oxide1,2-Epoxyethane[3]-crown-1EpoxideIdentifiers CAS Number75-21-83D model (JSmol)Interactive imageAbbreviations EO, EtO Beilstein Reference102378 ChEBICHEBI:27561ChEMBLChEMBL1743219ChemSpider6114ECHA InfoCard100.000.773EC Number200-849-9Gmelin Reference676 KEGGD03474MeSHEthylene+OxidePubChemCID6354RTECS numberKX2450000UNIIJJH7GNN18PUN number1040 CompTox Dashboard(EPA)DTXSID0020600InChIInChI=1S/C2H4O/c1-2-3-1/h1-2H2Key: IAYPIBMASNFSPL-UHFFFAOYSA-NInChI=1/C2H4O/c1-2-3-1/h1-2H2Key: IAYPIBMASNFSPL-UHFFFAOYAXSMILESO1CC1Properties Chemical formulaC2H4O Molar mass44.052 g·mol Appearance Colorless gas OdorLike diethyl ether Density0.8821 g·cm Melting point−112.46 °C (−170.43 °F; 160.69 K) Boiling point10.4 °C (50.7 °F; 283.5 K) Solubility in waterMiscible Vapor pressure1.46 atm (20 °C) Magnetic susceptibility (χ)−30.5·10 cm/mol Refractive index (nD)1.3597 (589 nm) Dipole moment1.94 D Thermochemistry Heat capacity(C)47.9 J·mol·K Std molarentropy(S298)242.5 J·mol·K Std enthalpy offormation(ΔfH298)−52.6 kJ·mol Gibbs free energy(ΔfG)−13.0 kJ·mol Hazards Occupational safety and health (OHS/OSH): Main hazardsCarcinogenExtremely flammable GHS labelling: PictogramsHazard statementsH220, H230, H301, H314, H331, H335, H336, H340, H350, H360FD, H372Precautionary statementsP202, P210, P260, P280, P301+P310+P330, P303+P361+P353, P305+P351+P338+P310, P410+P403NFPA 704 (fire diamond) 343Flash point−20 °C (−4 °F; 253 K) Autoignitiontemperature429 °C (804 °F; 702 K) Explosive limits3 to 100% Lethal dose or concentration (LD, LC): LC50 (median concentration)836 ppm (mouse, 4 hr)4000 ppm (rat, 4 hr)800 ppm (rat, 4 hr)819 ppm (guinea pig, 4 hr)1460 ppm (rat, 4 hr)835 ppm (mouse, 4 hr)960 ppm (dog, 4 hr) NIOSH (US health exposure limits): PEL (Permissible)TWA 1 ppm 5 ppm [15-minute excursion] REL (Recommended)Ca TWA <0.1 ppm (0.18 mg/m) C 5 ppm (9 mg/m) [10-min/day] IDLH (Immediate danger)Ca [800 ppm] Safety data sheet (SDS) ICSC 0155Related compounds Related heterocyclesAziridine,thiirane,boriraneExcept where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).Y verify ( ?)AmmoniaAmmoniaAmmonia is an inorganic chemical compound of nitrogen and hydrogen with the formula NH3. A stable binary hydride and the simplest pnictogen hydride, ammonia is a colourless gas with a distinctive pungent smell. It is widely used in fertilizers, refrigerants, explosives, cleaning agents, and is a precursor for numerous chemicals. Renewable ammonia is considered as an important energy carrier in future energy systems.Organic compoundOrganic compoundOrganic compounds are a subclass of chemical compounds of carbon. Little consensus exists among chemists on the exact definition of organic compound; the only universally accepted definition is the quasi-tautological "organic compounds are the subject matter of organic chemistry". Generally, any large chemical compound containing a carbon–hydrogen or carbon–carbon bond is accepted as an organic compound.EthanolamineEthanolamineEthanolamine (2-aminoethanol, monoethanolamine, ETA, or MEA) is a naturally occurring organic chemical compound with the formula H2NCH2CH2OH or C2H7NO. The molecule is bifunctional, containing both a primary amine and a primary alcohol. Ethanolamine is a colorless, viscous liquid with an odor reminiscent of ammonia. Ethanolamine is commonly called monoethanolamine or MEA in order to be distinguished from diethanolamine (DEA) and triethanolamine (TEOA).PHPHIn chemistry, pH ( or ; ) is a logarithmic scale used to specify the acidity or basicity of aqueous solutions. Acidic solutions (solutions with higher concentrations of hydrogen (H) cations) are measured to have lower pH values than basic or alkaline solutions.Functional groupFunctional groupIn organic chemistry, a functional group is any substituent or moiety in a molecule that causes the molecule's characteristic chemical reactions. The same functional group will undergo the same or similar chemical reactions regardless of the rest of the molecule's composition. This enables systematic prediction of chemical reactions and behavior of chemical compounds and the design of chemical synthesis.TriolTriolIn chemistry, a triol is an organic compound containing three hydroxyl groups (−OHfunctional groups), such as glycerol.Chemical formulaChemical formulaA chemical formula is any of several kinds of notation for expressing the composition and structure of a chemical compound. Chemical formulas use element symbols for the atoms of each chemical element in a compound. There are several conventional types of chemical formula that present different levels of detail.MoleculeMoleculeA molecule is a group of two or more atoms that are held together by attractive forces known as chemical bonds; depending on context, the term may or may not include ions that satisfy this criterion. In quantum physics, organic chemistry, and biochemistry, the distinction from ions is dropped and molecule is often used when referring to polyatomic ions.Alcohol (chemistry)Alcohol (chemistry)In chemistry, an alcohol (from Arabic al-kuḥl'the kohl') is a type of organic compound that carries at least one hydroxyl (−OH) functional group bound to a saturated carbon atom. Alcohols range from the simple, like methanol and ethanol, to complex, like sugar alcohols and cholesterol. The presence of an OH group strongly modifies the properties of hydrocarbons, conferring hydrophilic (water-attracted) properties.TonneTonneThe tonne ( or ; symbol: t) is a unit of mass equal to 1,000 kilograms. It is also referred to as a metric ton in the United States to distinguish it from the non-metric units of the short ton and the long ton. One tonne is equivalent to approximately 2,204.6 pounds, 1.102 short tons, and 0.984 long tons. The exact corresponding SI unit is the megagram (symbol Mg), a less common way to express the same mass.AmineAmineIn chemistry, amines (, UK also ) are organic compounds that contain carbon–nitrogen bonds. Amines are formed when one or more hydrogen atoms in ammonia are replaced by alkyl or aryl groups. The nitrogen atom in an amine possesses a lone pair of electrons. Amines can also exist as heterocyclic compounds.

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