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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/02/22 22:16:01」(JST)
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"TETA" redirects here. For the album by Propagandhi, see Today's Empires, Tomorrow's Ashes.
Triethylenetetramine
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| Names |
| Other names
N,N'-Bis(2-aminoethyl)ethane-1,2-diamine[citation needed]
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| Identifiers |
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CAS Number
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112-24-3 Y |
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Beilstein Reference
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605448 |
| ChEBI |
CHEBI:39501 Y |
| ChEMBL |
ChEMBL609 Y |
| ChemSpider |
21106175 Y |
| EC Number |
203-950-6 |
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Gmelin Reference
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27008 |
| Jmol interactive 3D |
Image |
| KEGG |
C07166 Y |
| MeSH |
Trientine |
| PubChem |
5565 |
| RTECS number |
YE6650000 |
| UNII |
SJ76Y07H5F Y |
| UN number |
2259 |
InChI
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InChI=1S/C6H18N4/c7-1-3-9-5-6-10-4-2-8/h9-10H,1-8H2 Y
Key: VILCJCGEZXAXTO-UHFFFAOYSA-N Y
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| Properties |
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Chemical formula
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C6H18N4 |
| Molar mass |
146.24 g·mol−1 |
| Appearance |
Colourless liquid |
| Odor |
Ichtyal, ammoniacal |
| Density |
982 mg mL−1 |
| Melting point |
−34.6 °C; −30.4 °F; 238.5 K |
| Boiling point |
266.6 °C; 511.8 °F; 539.7 K |
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Solubility in water
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Miscible |
| log P |
1.985 |
| Vapor pressure |
<1 Pa (at 20 °C) |
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Refractive index (nD)
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1.496 |
| Thermochemistry |
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Specific
heat capacity (C)
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376 J K−1 mol−1 (at 60 °C) |
| Hazards |
| GHS pictograms |
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| GHS signal word |
DANGER |
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GHS hazard statements
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H312, H314, H317, H412 |
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GHS precautionary statements
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P273, P280, P305+351+338, P310 |
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EU classification (DSD)
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C |
| R-phrases |
R21, R34, R43, R52/53 |
| S-phrases |
(S1/2), S26, S36/37/39, S45 |
| Flash point |
129 °C (264 °F; 402 K) |
| Lethal dose or concentration (LD, LC): |
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LD50 (Median dose)
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- 550 mg kg−1 (dermal, rabbit)
- 2.5 g kg−1 (oral, rat)
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| Related compounds |
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Related amines
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- ethylenediamine
- diethylenetriamine
- cyclam
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Related compounds
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- ethylenediaminetetraacetic acid
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Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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| Y verify (what is YN ?) |
| Infobox references |
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Triethylenetetramine, abbreviated TETA and trien, is an organic compound with the formula [CH2NHCH2CH2NH2]2. This oily liquid is colourless but, like many amines, assumes a yellowish color due to impurities resulting from air-oxidation. It is soluble in polar solvents and exhibits the reactivity typical for amines. The branched isomer N(CH2CH2NH2)3 and piperazine derivatives also comprise commercial samples of TETA.[1]
Contents
- 1 Production
- 2 Uses
- 3 Coordination chemistry
- 4 References
ProductionEdit
Triethylenetetramine is prepared by heating ethylenediamine or ethanolamine/ammonia mixtures over an oxide catalyst. This process gives a variety of amines, which are separated by distillation and sublimation.[2]
UsesEdit
The reactivity and uses of TETA are similar to those for the related polyamines ethylenediamine and diethylenetriamine. It was primarily used as a crosslinker ("hardener") in epoxy curing.[2]
The hydrochloride salt of triethylenetetramine, referred to as trientine hydrochloride, is a chelating agent, and is used to bind up and remove copper in the body to treat Wilson's disease, particularly in those who are intolerant to penicillamine. Some recommend trientine as first-line treatment, but experience with penicillamine is more extensive.[3]
Coordination chemistryEdit
Triethylenetetramine is a tetradentate ligand in coordination chemistry, where it is referred to as trien.[4] Octahedral complexes of the type M(trien)Cl3 can adopt several diastereomeric structures, most of which are chiral.[5]
ReferencesEdit
- ^ http://www.huntsman.com/portal/page/portal/performance_products/Media%20Library/a_MC348531CFA3EA9A2E040EBCD2B6B7B06/Products_MC348531D0B9FA9A2E040EBCD2B6B7B06/Amines_MC348531D0BECA9A2E040EBCD2B6B7B06/Ethyleneamines_MC348531D0CD3A9A2E040EBCD2B6B7B06/files/ethyleneamines_brochure_huntsman_ethyleneamines.pdf
- ^ a b Eller, K.; Henkes, E.; Rossbacher, R.; Höke, H. (2005). "Amines, Aliphatic". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a02_001.
- ^ Roberts, E. A.; Schilsky, M. L. (2003). "A practice guideline on Wilson disease" (pdf). Hepatology 37 (6): 1475–1492. doi:10.1053/jhep.2003.50252. PMID 12774027.
- ^ von Zelewsky, A. (1995). Stereochemistry of Coordination Compounds. Chichester: John Wiley. ISBN 047195599X.
- ^ Utsuno, S.; Sakai, Y.; Yoshikawa, Y.; Yamatera, H. (1985). "Three Isomers of the Trans-Diammine-[N,N′-bis(2-Aminoethyl)-1,2-Ethanediamine]-Cobalt(III) Complex Cation". Inorganic Syntheses 23: 79–82. doi:10.1002/9780470132548.ch16.
English Journal
- Removal of Cd(II) and Pb(II) from wastewater by using triethylenetetramine functionalized grafted cellulose acetate-manganese dioxide composite.
- Yakout AA1, El-Sokkary RH2, Shreadah MA3, Abdel Hamid OG4.
- Carbohydrate polymers.Carbohydr Polym.2016 Sep 5;148:406-14. doi: 10.1016/j.carbpol.2016.04.038. Epub 2016 Apr 12.
- In this manuscript, we have studied the removal of Cd(II) and Pb(II) ions from aqueous solution by using triethylenetetramine functionalized cellulose acetate grafted with the copolymer-manganese dioxide composite. The novel sorbent cellulose was extracted from the mangrove trees (Avicennia marina)
- PMID 27185155
- Two novel selenidostannates from mixed structure-directing systems: the large ten-membered ring of [Sn3Se4] semicubes and the 3D [Sn4Se9]n(2n-) with multi-channels.
- Du CF1, Shen NN, Li JR, Hao MT, Wang Z, Cheng CC, Huang XY.
- Dalton transactions (Cambridge, England : 2003).Dalton Trans.2016 Jun 21;45(23):9523-8. doi: 10.1039/c6dt01482h. Epub 2016 May 19.
- Ionothermal syntheses, characterization and properties of two selenidostannate compounds with two- or three-dimensional (D) skeletons by utilizing the synergistic structure-directing effects of the ionic liquid (IL) [Bmmim]Cl (Bmmim = 1-butyl-2,3-dimethylimidazolium) and in-situ generated metal-amin
- PMID 27193871
- Synthesizing 2D and 3D Selenidostannates in Ionic Liquids: The Synergistic Structure-Directing Effects of Ionic Liquids and Metal-Amine Complexes.
- Du CF1,2, Shen NN1,2, Li JR1, Hao MT1,3, Wang Z4, Huang XY5.
- Chemistry, an Asian journal.Chem Asian J.2016 May 20;11(10):1555-64. doi: 10.1002/asia.201600073. Epub 2016 Apr 21.
- Presented are the ionothermal syntheses, characterizations, and properties of a series of two- and three-dimensional selenidostannate compounds synergistically directed by metal-amine complex (MAC) cations and ionic liquids (ILs) of [Bmmim]Cl (Bmmim=1-butyl-2,3-dimethylimidazolium). Four selenidosta
- PMID 27037731
Japanese Journal
- CO₂ Separation from Air by Nanoparticle-Supported Liquid Membranes of Amine and Ionic Liquid Mixtures
- Amine-immobilized Three-dimensional Wormhole Mesostructured MSU-J Silica for CO<sub>2</sub> Adsorption: Effect of Amine Loading and Temperature on the Adsorption Capacity
- Thermal-induced Immuno-nephelometry Using Gold Nanoparticles Conjugated with a Thermoresponsive Polymer for the Detection of Avidin
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トリエンチン
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- trientine hydrochloride、triethylenetetramine
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- triethylenetetramine
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