Tris(2-aminoethyl)amine

Tris(2-aminoethyl)amine
Names
	Preferred IUPAC name N1,N1-Bis(2-aminoethyl)ethane-1,2-diamine
	Other names 2,2′,2′′-Nitrilotri(ethan-1-amine); 2,2′,2′′-Nitrilotriethylamine; 2,2′,2′′-Triaminotriethylamine; TAEA;
Identifiers
CAS Number	4097-89-6 ; 14350-52-8 (3 HCl);
3D model (JSmol)	Interactive image;
Beilstein Reference	1739626
ChEBI	CHEBI:30631 ;
ChEMBL	ChEMBL19823 ;
ChemSpider	70131 ;
ECHA InfoCard	100.021.689
EC Number	223-857-4;
Gmelin Reference	27074
MeSH	Tris(2-aminoethyl)amine
PubChem CID	77731;
RTECS number	KH8587082;
UNII	3GY3QSG6H5 ;
UN number	2922
CompTox Dashboard (EPA)	DTXSID4063296 ;
	InChI InChI=1S/C6H18N4/c7-1-4-10(5-2-8)6-3-9/h1-9H2 Key: MBYLVOKEDDQJDY-UHFFFAOYSA-N ;
	SMILES NCCN(CCN)CCN;
Properties
Chemical formula	C6H18N4
Molar mass	146.238 g·mol−1
Appearance	Colorless liquid
Odor	Ichtyal, ammoniacal
Density	0.976 g/mL (20 °C)
Melting point	−16 °C (3 °F; 257 K)
Boiling point	265 °C (509 °F; 538 K)
Solubility in water	Miscible
log P	−2.664
Vapor pressure	3 Pa (at 20 °C)
Refractive index (nD)	1.497
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−74.3–−72.9 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−4860.6–−4859.2 kJ mol−1
Hazards
	GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H310, H314
Precautionary statements	P280, P302+P350, P305+P351+P338, P310
Flash point	113 °C (235 °F; 386 K)
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	117 mg kg−1 (dermal, rabbit); 246 mg kg−1 (oral, rat);
Safety data sheet (SDS)	fishersci.com
Related compounds
Related amines	Dimethylamine; Trimethylamine; N-Nitrosodimethylamine; Diethylamine; Triethylamine; Diisopropylamine; Dimethylaminopropylamine; Diethylenetriamine; N,N-Diisopropylethylamine; Triisopropylamine; Mechlorethamine; HN1 (nitrogen mustard); HN3 (nitrogen mustard);
Related compounds	Unsymmetrical dimethylhydrazine; Biguanide; Dithiobiuret; Agmatine;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Tris(2-aminoethyl)amine is the organic compound with the formula N(CH₂CH₂NH₂)₃. This colourless liquid is soluble in water and is highly basic, consisting of a tertiary amine center and three pendant primary amine groups. Tris(2-aminoethyl)amine is commonly abbreviated as tren or TREN. It is used a crosslinking agent in the synthesis of polyimine networks and a tripodal ligand in coordination chemistry.

Names

Preferred IUPAC name N¹,N¹-Bis(2-aminoethyl)ethane-1,2-diamine
Other names 2,2′,2′′-Nitrilotri(ethan-1-amine) 2,2′,2′′-Nitrilotriethylamine 2,2′,2′′-Triaminotriethylamine TAEA
Identifiers
CAS Number	4097-89-6^Y 14350-52-8 (3 HCl)
3D model (JSmol)	Interactive image
Beilstein Reference	1739626
ChEBI	CHEBI:30631^Y
ChEMBL	ChEMBL19823^Y
ChemSpider	70131^Y
ECHA InfoCard	100.021.689
EC Number	223-857-4
Gmelin Reference	27074
MeSH	Tris(2-aminoethyl)amine
PubChem CID	77731
RTECS number	KH8587082
UNII	3GY3QSG6H5^Y
UN number	2922
CompTox Dashboard (EPA)	DTXSID4063296
InChI InChI=1S/C6H18N4/c7-1-4-10(5-2-8)6-3-9/h1-9H2^N Key: MBYLVOKEDDQJDY-UHFFFAOYSA-N^N
SMILES NCCN(CCN)CCN
Properties
Chemical formula	C₆H₁₈N₄
Molar mass	146.238 g·mol⁻¹
Appearance	Colorless liquid
Odor	Ichtyal, ammoniacal
Density	0.976 g/mL (20 °C)
Melting point	−16 °C (3 °F; 257 K)
Boiling point	265 °C (509 °F; 538 K)
Solubility in water	Miscible
log P	−2.664
Vapor pressure	3 Pa (at 20 °C)
Refractive index (n_D)	1.497
Thermochemistry
Std enthalpy of formation (Δ_fH^⦵₂₉₈)	−74.3–−72.9 kJ mol⁻¹
Std enthalpy of combustion (Δ_cH^⦵₂₉₈)	−4860.6–−4859.2 kJ mol⁻¹
Hazards
GHS labelling:
Pictograms
Signal word	Danger
Hazard statements	H301, H310, H314
Precautionary statements	P280, P302+P350, P305+P351+P338, P310
Flash point	113 °C (235 °F; 386 K)
Lethal dose or concentration (LD, LC):
LD₅₀ (median dose)	117 mg kg⁻¹ (dermal, rabbit) 246 mg kg⁻¹ (oral, rat)
Safety data sheet (SDS)	fishersci.com
Related compounds
Related amines	Dimethylamine Trimethylamine N-Nitrosodimethylamine Diethylamine Triethylamine Diisopropylamine Dimethylaminopropylamine Diethylenetriamine N,N-Diisopropylethylamine Triisopropylamine Mechlorethamine HN1 (nitrogen mustard) HN3 (nitrogen mustard)
Related compounds	Unsymmetrical dimethylhydrazine Biguanide Dithiobiuret Agmatine
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references