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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2018/03/21 06:18:43」(JST)
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Diethylenetriamine
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| Names |
| Other names
N-(2-Aminoethyl)-1,2-ethanediamine; bis(2-Aminoethyl)amine; DETA; 2,2'-Diaminodiethylamine
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| Identifiers |
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CAS Number
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|
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3D model (JSmol)
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Beilstein Reference
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605314 |
| ChEBI |
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| ChEMBL |
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| ChemSpider |
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| ECHA InfoCard |
100.003.515 |
| EC Number |
203-865-4 |
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Gmelin Reference
|
2392 |
| MeSH |
diethylenetriamine |
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|
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| RTECS number |
IE1225000 |
| UNII |
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| UN number |
2079 |
InChI
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InChI=1S/C4H13N3/c5-1-3-7-4-2-6/h7H,1-6H2 Y
Key: RPNUMPOLZDHAAY-UHFFFAOYSA-N Y
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| Properties |
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Chemical formula
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C4H13N3 |
| Molar mass |
103.17 g·mol−1 |
| Appearance |
Colourless liquid |
| Odor |
Ammoniacal |
| Density |
955 mg mL−1 |
| Melting point |
−39.00 °C; −38.20 °F; 234.15 K |
| Boiling point |
204.1 °C; 399.3 °F; 477.2 K |
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Solubility in water
|
miscible[1] |
| log P |
−1.73 |
| Vapor pressure |
10 Pa (at 20 °C) |
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Refractive index (nD)
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1.484 |
| Thermochemistry |
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Specific
heat capacity (C)
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254 J K−1 mol−1 (at 40 °C) |
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Std enthalpy of
formation (ΔfHo298)
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−65.7–−64.7 kJ mol−1 |
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Std enthalpy of
combustion (ΔcHo298)
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−3367.2–−3366.2 kJ mol−1 |
| Hazards |
| GHS pictograms |
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| GHS signal word |
DANGER |
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GHS hazard statements
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H302 |
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GHS precautionary statements
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P280, P305+351+338, P310 |
| Flash point |
102 °C (216 °F; 375 K) |
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Autoignition
temperature
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358 °C (676 °F; 631 K) |
| Explosive limits |
2–6.7% |
| US health exposure limits (NIOSH): |
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PEL (Permissible)
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none[1] |
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REL (Recommended)
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TWA 1 ppm (4 mg/m3)[1] |
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IDLH (Immediate danger)
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N.D.[1] |
| Related compounds |
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Related amines
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- Dimethylamine
- Trimethylamine
- N-Nitrosodimethylamine
- Diethylamine
- Triethylamine
- Diisopropylamine
- Dimethylaminopropylamine
- N,N-Diisopropylethylamine
- Triisopropylamine
- Tris(2-aminoethyl)amine
- Mechlorethamine
- HN1 (nitrogen mustard)
- HN3 (nitrogen mustard)
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Related compounds
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- Unsymmetrical dimethylhydrazine
- Biguanide
- Dithiobiuret
- Agmatine
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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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| N verify (what is YN ?) |
| Infobox references |
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Diethylenetriamine (abbreviated DETA and also known as 2,2’-Iminodi(ethylamine)[2]) is an organic compound with the formula HN(CH2CH2NH2)2. This colourless hygroscopic liquid is soluble in water and polar organic solvents, but not simple hydrocarbons. Diethylenetriamine is structural analogue of diethylene glycol. Its chemical properties resemble those for ethylene diamine, and it has similar uses. It is a weak base and its aqueous solution is alkaline. DETA is a byproduct of the production of ethylenediamine from ethylene dichloride.[3]
Contents
- 1 Reactions and uses
- 2 See also
- 3 References
- 4 External links
Reactions and uses
Diethylenetriamine is a common curing agent for Epoxy-resins in epoxy adhesives. In coordination chemistry, it serves as a tridentate ligand forming complexes such as Co(dien)(NO2)3.[4]
Like some related amines, it is used in oil industry for the extraction of acid gas.
Like ethylenediamine, DETA can also be used to sensitize nitromethane, making a liquid explosive compound similar to PLX. This compound is cap sensitive with an explosive velocity of around 6200 m/s and is discussed in patent #3,713,915. Mixed with unsymmetrical dimethylhydrazine it was used as Hydyne, a propellent for liquid-fuel rockets.
DETA has been evaluated for use in the Countermine System under development by the U.S. Office of Naval Research, where it would be used to ignite and consume the explosive fill of land mines in beach and surf zones.[5]
See also
References
- ^ a b c d "NIOSH Pocket Guide to Chemical Hazards #0211". National Institute for Occupational Safety and Health (NIOSH).
- ^ "Health Council of the Netherlands: Committee on Updating of Occupational Exposure Limits. 2,2'-Iminodi(ethylamine); Health-based Reassessment of Administrative Occupational Exposure Limits" (PDF). 2005.
- ^ 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
- ^ Crayton, P. H.; Zitomer, F.; Lambert, J. (1963). "Inner Complexes of Cobalt(III) with Diethylenetriamine". In Kleinberg, J. Inorganic Syntheses. 7. pp. 207–213. doi:10.1002/9780470132388.ch56.
- ^ Hill, Brandon (January 25, 2007). "U.S. Navy Announces "Venom Penetrator" Countermine Projectile". DailyTech. Retrieved July 16, 2013.
External links
- Media related to Diethylenetriamine at Wikimedia Commons
UpToDate Contents
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English Journal
- Sonochemical synthesis, characterization, antimicrobial activity and textile dyeing behavior of nano-sized cobalt(III) complexes.
- Bala R1, Behal J2, Kaur V2, Jain SK3, Rani R4, Manhas RK4, Prakash V5.
- Ultrasonics sonochemistry.Ultrason Sonochem.2017 Mar;35(Pt A):294-303. doi: 10.1016/j.ultsonch.2016.10.005. Epub 2016 Oct 8.
- Using ultrasonic irradiations, nano-sized cobalt(III) coordination complexes, [Co(NH3)6]Cl3·2H2O (A), [Co(en)3]Cl3·3H2O (B) (en-ethylenediamine) and [Co(dien)2]Cl3·3.5H2O (C) (dien-diethylenetriamine) were synthesized. These complexes were characterized by spectroscopic studies like IR, UV/Visibl
- PMID 27756522
- Synergistic antitumor efficacy of redox and pH dually responsive micelleplexes for co-delivery of camptothecin and genes.
- Chen M1, Zhang Y1, Chen Z1, Xie S1, Luo X1, Li X2.
- Acta biomaterialia.Acta Biomater.2017 Feb;49:444-455. doi: 10.1016/j.actbio.2016.12.005. Epub 2016 Dec 7.
- Challenges remain to load and deliver two or multiple drugs of complementary effects for synergistic cancer therapies. In the current study, multiarmed amphiphilic copolymers of 4-arm poly(ethylene glycol) (PEG) and polyaspartate (PAsp) are created for conjugation of camptothecin (CPT) and condensat
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- Amine-functionalized PVA-co-PE nanofibrous membrane as affinity membrane with high adsorption capacity for bilirubin.
- Wang W1, Zhang H1, Zhang Z1, Luo M1, Wang Y1, Liu Q1, Chen Y1, Li M1, Wang D2.
- Colloids and surfaces. B, Biointerfaces.Colloids Surf B Biointerfaces.2017 Feb 1;150:271-278. doi: 10.1016/j.colsurfb.2016.10.034. Epub 2016 Oct 18.
- In this study, poly(vinyl alcohol-co-ethylene) (PVA-co-PE) nanofibrous membrane was activated by sodium hydroxide and cyanuric chloride, and then the activated membranes were functionalized by 1,3-propanediamine, hexamethylenediamine and diethylenetriamine to be affinity membranes for bilirubin remo
- PMID 28029549
Japanese Journal
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- Development and Characterization of Novel LipoCEST Agents Based on Thermosensitive Liposomes
- Masking Effects for Mo, Re, Pd and Ru by S and N-Donor Reagents through MIDOA and Ntaamide Extraction
- Solvent Extraction Research and Development, Japan 23(2), 161-174, 2016
- NAID 130005152884
Related Links
- [Diethylenetriamine] [111-40-0] | 価格や在庫、物性値などの詳細情報ページです。 ... ・川口の在庫は即日，つくばの在庫は2〜3日以内の出荷となります。・詳細につきましては，お手数ですが営業部までお問い合わせください。
- Sigma-Aldrich offers Sigma-Aldrich-D93856, Diethylenetriamine for your research needs. Find product specific information including CAS, MSDS, protocols and references. ... Packaging 1, 2.5 L in glass bottle 18 L in VerSA ...
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