Diétilénétriamin

Diethylenetriamine
Names
Preferred IUPAC name N¹-(2-Aminoethyl)ethane-1,2-diamine
Other names N-(2-Aminoethyl)-1,2-ethanediamine; bis(2-Aminoethyl)amine; DETA; 2,2'-Diaminodiethylamine
Identifiers
CAS Number	111-40-0
3D model (JSmol)	Interactive image
Beilstein Reference	605314
ChEBI	CHEBI:30629
ChEMBL	ChEMBL303429
ChemSpider	13835401
ECHA InfoCard	100.003.515
EC Number	203-865-4
Gmelin Reference	2392
MeSH	diethylenetriamine
PubChem CID	8111
RTECS number	IE1225000
UNII	03K6SX4V2J
UN number	2079
CompTox Dashboard (EPA)	DTXSID2025050
InChI
SMILES
Properties
Chemical formula	C₄H₁₃N₃
Molar mass	103.169 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
Solubility in water	miscible
log P	−1.73
Vapor pressure	10 Pa (at 20 °C)
Refractive index (n_D)	1.484
Thermochemistry
Heat capacity (C)	254 J K⁻¹ mol⁻¹ (at 40 °C)
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	−65.7–−64.7 kJ mol⁻¹
Std enthalpy of combustion (Δ_cH^⦵₂₉₈)	−3367.2–−3366.2 kJ mol⁻¹
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H302, H312, H314, H317
Precautionary statements	P280, P305+P351+P338, P310
Flash point	102 °C (216 °F; 375 K)
Autoignition temperature	358 °C (676 °F; 631 K)
Explosive limits	2–6.7%
NIOSH (US health exposure limits):
PEL (Permissible)	none
REL (Recommended)	TWA 1 ppm (4 mg/m³)
IDLH (Immediate danger)	N.D.
Related compounds
Related amines	Dimethylamine Trimethylamine N-Nitrosodimethylamine Diethylamine Triethylamine Diisopropylamine Dimethylaminopropylamine N,N-Diisopropylethylamine Triisopropylamine Tris(2-aminoethyl)amine Mechlorethamine HN1 (nitrogen mustard) HN3 (nitrogen mustard)
Related compounds	Unsymmetrical dimethylhydrazine Biguanide Dithiobiuret Agmatine

Diethylenetriamine (disingkat Dien atawa DETA) jeung katelah ogé 2,2'-Iminodi(éthylamine) ^[1] ) nyaéta sanyawa organik nu boga rumus HN(CH ₂ CH ₂ NH ₂ ) ₂ . Cairan higroskopis anu teu warnaan ieu larut dina cai sareng pangleyur organik polar, tapi sanés hidrokarbon sederhana. Diethylenetrimine mangrupikeun analog struktural tina dietiléna glikol. Sipat kimiana nyarupaan étiléna diamina, sarta miboga kagunaan nu sarupa. Éta basa lemah sareng leyuran cai na basa. DETA mangrupikeun produk sampingan tina produksi étiléna diamin tina étiléna diklorida.

Réaksi jeung kagunaan

Diethylenetriamine mangrupakeun agén curing umum pikeun résin epoxy dina napel epoxy jeung térmosét séjén.^[2] Ieu N-alkylated kana réaksi jeung gugus epoksida ngabentuk crosslinks.

Struktur lem epoksi triamine-kapok. Gugus époksida résin kabéh geus diréaksikeun jeung hardener. Hasilna bahan kacida crosslinked ngandung loba gugus OH, nu maparin sipat napel.

Dina kimia koordinasi, éta boga fungsi salaku ligan tridentate ngabentuk kompléx kayaning Co(dien)(NO ₂ ) ₃ .^[3]

Sapertos sababaraha amina anu aya hubunganana, éta dianggo dina industri minyak pikeun ékstraksi gas asam.

Kawas éthylenediamine, DETA ogé bisa dipaké pikeun sensitize nitromethane, nyieun sanyawa ngabeledug cair sarupa PLX. Sanyawa ieu sénsitip cap kalayan laju ngabeledug sakitar 6200 m / s sarta dibahas dina patén # 3.713.915. Dicampur jeung dimethylhydrazine unsymmetrical dipaké salaku Hydyne, propelén pikeun rokét bahan bakar cair.

DETA parantos dievaluasi pikeun dianggo dina Sistem Countermine anu dikembangkeun ku Kantor Panaliti Angkatan Laut AS, dimana éta bakal dianggo pikeun ngahurungkeun sareng ngonsumsi bahan peledak tina tambang darat di zona pantai sareng surfing .^[4]

Tempo ogé

Triethylenetétramine
Média nu patali jeung Diétilénétriamin di Wikimedia Commons

↑ "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.
↑ Brydson, J. A. (1999). "Epoxide Resins". Dina J. A. Brydson (éd.). Plastics Materials (Édisi Seventh). Oxford: Butterworth-Heinemann. hlm. 744–777. doi:10.1016/B978-075064132-6/50067-X. ISBN 9780750641326.
↑ Crayton, P. H.; Zitomer, F.; Lambert, J. (1963). "Inner Complexes of Cobalt(III) with Diethylenetriamine". Dina Kleinberg, J. (éd.). Inorganic Syntheses. Vol. 7. hlm. 207–213. doi:10.1002/9780470132388.ch56. ISBN 9780470132388.
↑ Hill, Brandon (January 25, 2007). "U.S. Navy Announces "Venom Penetrator" Countermine Projectile". DailyTech. Diarsipkeun ti asli tanggal October 4, 2014. Diaksés tanggal July 16, 2013.

[1] "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.

[2] Brydson, J. A. (1999). "Epoxide Resins". Dina J. A. Brydson (éd.). Plastics Materials (Édisi Seventh). Oxford: Butterworth-Heinemann. hlm. 744–777. doi:10.1016/B978-075064132-6/50067-X. ISBN 9780750641326.

[3] Crayton, P. H.; Zitomer, F.; Lambert, J. (1963). "Inner Complexes of Cobalt(III) with Diethylenetriamine". Dina Kleinberg, J. (éd.). Inorganic Syntheses. Vol. 7. hlm. 207–213. doi:10.1002/9780470132388.ch56. ISBN 9780470132388.

[4] Hill, Brandon (January 25, 2007). "U.S. Navy Announces "Venom Penetrator" Countermine Projectile". DailyTech. Diarsipkeun ti asli tanggal October 4, 2014. Diaksés tanggal July 16, 2013.

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