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Names | |
---|---|
IUPAC name
N′-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine
| |
Other names
1,4,7,10,13,16-Hexaazahexadecane
[1]
Pentaethylenehexaamine 3,6,9,12-Tetra-azatetradecamethylenediamine | |
Identifiers | |
3D model (
JSmol)
|
|
Abbreviations | PEHA |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.021.615 |
EC Number |
|
PubChem
CID
|
|
UNII | |
UN number | 2735 |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C10H28N6 | |
Molar mass | 232.376 g·mol−1 |
Appearance | yellowish liquid |
Odor | ammonia like |
Density | 1 |
Boiling point | 136–144 °C (277–291 °F; 409–417 K) 0.15 mm/Hg [2] |
Hazards | |
GHS labelling: | |
![]() ![]() ![]() | |
Danger | |
H314, H317, H410 | |
P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P333+P313, P363, P391, P405, P501 | |
360 °C; 680 °F; 633 K | |
Related compounds | |
Related compounds
|
Tetraethylenepentamine TEPA Triethylenetetramine TETA |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Pentaethylenehexamine (abbreviated PEHA) is a organic amine. It is composed of five ethylene groups -CH2CH2- joined together in a chain by four secondary amine groups (-NH-) and terminated on each end by primary amine groups (-NH2). Pentaethylenehexamine is a hexadentate ligand, owing to the Lewis basicity of the six amine groups. [3] Pentaethylenehexamine is in the category of polyethyleneamines and is part of mixtures of these sold commercially. [2]
Commercial supplies of pentaethylenehexamine contain, in addition to the linear form, branched and cyclic polyamines. [2] As an amine, it is an organic base and can form ammonium salts by reaction with various acids. Salts with counter- anions such as chloride, sulfate, nitrate, naphthalene-2-sulfonate, and tosylate. Tosylate salts can be used to separate the linear molecule from the other forms, as it is less soluble. [2]
The infrared spectrum of pentaethylenehexamine salts show characteristics of the ammonium present. It has stretching modes, asymmetric and symmetric bending modes, but most useful absorption bands are due to rocking mode, where -NH3+ is at 810 cm−1 and -NH2+- is at 768 cm−1. [2]
Pentaethylenehexamine undergoes an Eschweiler–Clarke reaction with formaldehyde and formic acid to substitute all of the amine hydrogen atoms with methyl groups, giving octamethylpentaethylenehexamine (OMPEHA). [4]
Pentaethylenehexamine can rearrange to form N,N′-bis(2-aminoethyl)piperazine-1,4-diethylamine. [5]
As a ligand pentaethylenehexamine is abbreviated peha or PEHA. [6] It is a strong field ligand. [7] It can coordinate cobalt, [8] nickel, [9] copper, zinc, [10] cadmium [5] lanthanum, [11] neodymium, [3] europium, samarium, [12] lead, [10] thorium, or uranium. [13]
Pentaethylenehexamine is used in ion exchange resins, eg Lewatit 6718 HLH. [14]
Pentaethylenehexamine has been investigated as a component in carbon dioxide capture, including direct from the air for conversion to methanol. [15]
![]() | |
Names | |
---|---|
IUPAC name
N′-[2-[2-[2-(2-aminoethylamino)ethylamino]ethylamino]ethyl]ethane-1,2-diamine
| |
Other names
1,4,7,10,13,16-Hexaazahexadecane
[1]
Pentaethylenehexaamine 3,6,9,12-Tetra-azatetradecamethylenediamine | |
Identifiers | |
3D model (
JSmol)
|
|
Abbreviations | PEHA |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.021.615 |
EC Number |
|
PubChem
CID
|
|
UNII | |
UN number | 2735 |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C10H28N6 | |
Molar mass | 232.376 g·mol−1 |
Appearance | yellowish liquid |
Odor | ammonia like |
Density | 1 |
Boiling point | 136–144 °C (277–291 °F; 409–417 K) 0.15 mm/Hg [2] |
Hazards | |
GHS labelling: | |
![]() ![]() ![]() | |
Danger | |
H314, H317, H410 | |
P260, P261, P264, P272, P273, P280, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P321, P333+P313, P363, P391, P405, P501 | |
360 °C; 680 °F; 633 K | |
Related compounds | |
Related compounds
|
Tetraethylenepentamine TEPA Triethylenetetramine TETA |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Pentaethylenehexamine (abbreviated PEHA) is a organic amine. It is composed of five ethylene groups -CH2CH2- joined together in a chain by four secondary amine groups (-NH-) and terminated on each end by primary amine groups (-NH2). Pentaethylenehexamine is a hexadentate ligand, owing to the Lewis basicity of the six amine groups. [3] Pentaethylenehexamine is in the category of polyethyleneamines and is part of mixtures of these sold commercially. [2]
Commercial supplies of pentaethylenehexamine contain, in addition to the linear form, branched and cyclic polyamines. [2] As an amine, it is an organic base and can form ammonium salts by reaction with various acids. Salts with counter- anions such as chloride, sulfate, nitrate, naphthalene-2-sulfonate, and tosylate. Tosylate salts can be used to separate the linear molecule from the other forms, as it is less soluble. [2]
The infrared spectrum of pentaethylenehexamine salts show characteristics of the ammonium present. It has stretching modes, asymmetric and symmetric bending modes, but most useful absorption bands are due to rocking mode, where -NH3+ is at 810 cm−1 and -NH2+- is at 768 cm−1. [2]
Pentaethylenehexamine undergoes an Eschweiler–Clarke reaction with formaldehyde and formic acid to substitute all of the amine hydrogen atoms with methyl groups, giving octamethylpentaethylenehexamine (OMPEHA). [4]
Pentaethylenehexamine can rearrange to form N,N′-bis(2-aminoethyl)piperazine-1,4-diethylamine. [5]
As a ligand pentaethylenehexamine is abbreviated peha or PEHA. [6] It is a strong field ligand. [7] It can coordinate cobalt, [8] nickel, [9] copper, zinc, [10] cadmium [5] lanthanum, [11] neodymium, [3] europium, samarium, [12] lead, [10] thorium, or uranium. [13]
Pentaethylenehexamine is used in ion exchange resins, eg Lewatit 6718 HLH. [14]
Pentaethylenehexamine has been investigated as a component in carbon dioxide capture, including direct from the air for conversion to methanol. [15]