Product Name

  • Name

    1,4,7,10,13-Pentaazatridecane

  • EINECS 203-986-2
  • CAS No. 112-57-2
  • Article Data26
  • CAS DataBase
  • Density 0.973 g/cm3
  • Solubility Soluble in water
  • Melting Point -40 °C(lit.)
  • Formula C8H23N5
  • Boiling Point 341.5 °C at 760 mmHg
  • Molecular Weight 189.304
  • Flash Point 185 °C
  • Transport Information UN 2320 8/PG 3
  • Appearance colourless to green-yellow viscous liquid
  • Safety 26-36/37/39-45-61
  • Risk Codes 21/22-34-43-51/53
  • Molecular Structure Molecular Structure of 112-57-2 (1,4,7,10,13-Pentaazatridecane)
  • Hazard Symbols CorrosiveC,DangerousN
  • Synonyms 1,2-Ethanediamine,N-(2-aminoethyl)-N'-[2-[(2-aminoethyl)amino]ethyl]- (9CI);Tetraethylenepentamine(8CI);1,11-Diamino-3,6,9-triazaundecane;1,4,7,10,13-Pentaazatridecane;3,6,9-Triaza-1,11-diaminoundecane;3,6,9-Triazaundecane-1,11-diamine;AncamineTEPA;Bis[2-(2-aminoethylamino)ethyl]amine;DEH 26;EthoxylatedTetraethylenepentamine;N-(2-Aminoethyl)-N'-(2-((2-aminoethyl)amino)ethyl)-1,2-ethanediamine;NSC 88603;T 11509;Tetren;
  • PSA 88.13000
  • LogP 0.24590

Synthetic route

1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

B

ethylenediamine
107-15-3

ethylenediamine

Conditions
ConditionsYield
With ammonia
1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With ammonia; water; 1,2-dichloro-ethane unter Druck;
ethyleneimine
151-56-4

ethyleneimine

triethylentetramine
112-24-3

triethylentetramine

A

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

B

tris(2-aminoethyl)-N,N,N'-ethyldiamine
31295-46-2

tris(2-aminoethyl)-N,N,N'-ethyldiamine

Conditions
ConditionsYield
With hydrogenchloride In water at 25℃; Kinetics; Thermodynamic data; acid-catalyzed ring opening reactions at various temperature, Ea, ΔH are given;
With hydrogenchloride In water at 55℃;A 64.5 % Chromat.
B 35.5 % Chromat.
With hydrogenchloride In water at 35℃;A 61.4 % Chromat.
B 38.6 % Chromat.
1-<2-<(2-aminoethyl)amino>ethyl>aziridine
23435-23-6

1-<2-<(2-aminoethyl)amino>ethyl>aziridine

ethylenediamine
107-15-3

ethylenediamine

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen cation In water at 40 - 60℃; Rate constant; Thermodynamic data; Ea, ΔH;
With hydrogen cation In water
{COFeC8H23N5}(2+)
46467-99-6

{COFeC8H23N5}(2+)

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
In water in acidic medium;
In water in acidic medium;
diethylenetriaminediacetonitrile
1051939-66-2

diethylenetriaminediacetonitrile

A

1-<2-(2-aminoethyl)aminoethyl>piperazine
24028-46-4

1-<2-(2-aminoethyl)aminoethyl>piperazine

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen; Cr-doped Raney cobalt In tetrahydrofuran at 120℃; under 75007.5 Torr; for 3h; Product distribution / selectivity; Autoclave;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

B

ethylenediamine
107-15-3

ethylenediamine

C

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

D

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-ethane With ammonia
Stage #2: With sodium hydroxide Product distribution / selectivity;
With ammonium hydroxide at 140℃; under 105011 Torr;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

piperazine
110-85-0

piperazine

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C

ethylenediamine
107-15-3

ethylenediamine

D

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

E

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
With ammonium hydroxide In water at 120℃; under 90009 Torr; Concentration;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

piperazine
110-85-0

piperazine

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

D

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
With ammonium hydroxide; ethylenediamine In water at 100℃; under 18751.9 Torr;
ethanolamine
141-43-5

ethanolamine

A

piperazine
110-85-0

piperazine

B

1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

C

aminoethylpiperazine
140-31-8

aminoethylpiperazine

D

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

E

ethylenediamine
107-15-3

ethylenediamine

F

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

G

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
With ammonia; hydrogen In water at 92℃; under 26463 Torr; Temperature;
ethylenediamine
107-15-3

ethylenediamine

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

A

2-[2-(2-aminoethylamino)ethylamino]ethanol
1965-29-3

2-[2-(2-aminoethylamino)ethylamino]ethanol

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With imidazolidone at 270℃; for 5h; Inert atmosphere;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

B

ethylenediamine
107-15-3

ethylenediamine

Conditions
ConditionsYield
With ammonia
1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With ammonia; water; 1,2-dichloro-ethane unter Druck;
ethyleneimine
151-56-4

ethyleneimine

triethylentetramine
112-24-3

triethylentetramine

A

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

B

tris(2-aminoethyl)-N,N,N'-ethyldiamine
31295-46-2

tris(2-aminoethyl)-N,N,N'-ethyldiamine

Conditions
ConditionsYield
With hydrogenchloride In water at 25℃; Kinetics; Thermodynamic data; acid-catalyzed ring opening reactions at various temperature, Ea, ΔH are given;
With hydrogenchloride In water at 55℃;A 64.5 % Chromat.
B 35.5 % Chromat.
With hydrogenchloride In water at 35℃;A 61.4 % Chromat.
B 38.6 % Chromat.
1-<2-<(2-aminoethyl)amino>ethyl>aziridine
23435-23-6

1-<2-<(2-aminoethyl)amino>ethyl>aziridine

ethylenediamine
107-15-3

ethylenediamine

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen cation In water at 40 - 60℃; Rate constant; Thermodynamic data; Ea, ΔH;
With hydrogen cation In water
{COFeC8H23N5}(2+)
46467-99-6

{COFeC8H23N5}(2+)

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
In water in acidic medium;
In water in acidic medium;
diethylenetriaminediacetonitrile
1051939-66-2

diethylenetriaminediacetonitrile

A

1-<2-(2-aminoethyl)aminoethyl>piperazine
24028-46-4

1-<2-(2-aminoethyl)aminoethyl>piperazine

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With hydrogen; Cr-doped Raney cobalt In tetrahydrofuran at 120℃; under 75007.5 Torr; for 3h; Product distribution / selectivity; Autoclave;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

B

ethylenediamine
107-15-3

ethylenediamine

C

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

D

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
Stage #1: 1,2-dichloro-ethane With ammonia
Stage #2: With sodium hydroxide Product distribution / selectivity;
With ammonium hydroxide at 140℃; under 105011 Torr;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

piperazine
110-85-0

piperazine

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C

ethylenediamine
107-15-3

ethylenediamine

D

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

E

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
With ammonium hydroxide In water at 120℃; under 90009 Torr; Concentration;
1,2-dichloro-ethane
107-06-2

1,2-dichloro-ethane

A

piperazine
110-85-0

piperazine

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

D

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
With ammonium hydroxide; ethylenediamine In water at 100℃; under 18751.9 Torr;
ethanolamine
141-43-5

ethanolamine

A

piperazine
110-85-0

piperazine

B

1-(2-hydroxyethyl)piperazine
103-76-4

1-(2-hydroxyethyl)piperazine

C

aminoethylpiperazine
140-31-8

aminoethylpiperazine

D

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

E

ethylenediamine
107-15-3

ethylenediamine

F

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

G

triethylentetramine
112-24-3

triethylentetramine

Conditions
ConditionsYield
With ammonia; hydrogen In water at 92℃; under 26463 Torr; Temperature;
ethylenediamine
107-15-3

ethylenediamine

2,2'-iminobis[ethanol]
111-42-2

2,2'-iminobis[ethanol]

A

2-[2-(2-aminoethylamino)ethylamino]ethanol
1965-29-3

2-[2-(2-aminoethylamino)ethylamino]ethanol

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
With imidazolidone at 270℃; for 5h; Inert atmosphere;
2-oxo-imidazolidine-1-ethanol
3699-54-5

2-oxo-imidazolidine-1-ethanol

2-aminoethylimidazolidone
6281-42-1

2-aminoethylimidazolidone

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
Stage #1: 2-oxo-imidazolidine-1-ethanol; 2-aminoethylimidazolidone; 3-azapentane-1,5-diamine at 270℃; under 3375.34 - 10501.1 Torr; for 9h; Autoclave; Inert atmosphere;
Stage #2: With water; sodium hydroxide at 200℃; under 2550.26 Torr; for 4h; Autoclave; Inert atmosphere;
2-oxo-imidazolidine-1-ethanol
3699-54-5

2-oxo-imidazolidine-1-ethanol

1,5-diamino-3-azapentane
111-40-0

1,5-diamino-3-azapentane

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
at 270℃; under 2475.25 - 7125.71 Torr; for 6h; Autoclave; Inert atmosphere;
U1TEPA

U1TEPA

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
Stage #1: U1TEPA With water at 235 - 270℃; under 22502.3 Torr; for 5h; Inert atmosphere;
Stage #2: With water; sodium hydroxide at 220℃; for 2.5h; Concentration; Temperature; Inert atmosphere;
U1TEPA

U1TEPA

A

DU1,3TEPA

DU1,3TEPA

B

DU1,4TEPA

DU1,4TEPA

C

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
at 220 - 280℃; under 2.25023 - 12.7513 Torr; for 10h;
U2TEPA

U2TEPA

A

DU1,3TEPA

DU1,3TEPA

B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Conditions
ConditionsYield
at 220 - 280℃; under 2.25023 - 12.7513 Torr; for 10h;
ethyl trifluoroacetate,
383-63-1

ethyl trifluoroacetate,

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

N,N'-(((azanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(ethane-2,1-diyl))bis(2,2,2-trifluoroacetamide)
936720-60-4

N,N'-(((azanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(ethane-2,1-diyl))bis(2,2,2-trifluoroacetamide)

Conditions
ConditionsYield
In methanol at -78 - 20℃; for 25h;100%
In dichloromethane at 0 - 20℃; for 1.5h;
In dichloromethane at 0 - 20℃; for 3.5h; Inert atmosphere;
guanidine hydrochloride
50-01-1

guanidine hydrochloride

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

tridecanoic acid
638-53-9

tridecanoic acid

C37H77N11O2*ClH

C37H77N11O2*ClH

Conditions
ConditionsYield
Stage #1: N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine; tridecanoic acid With toluene-4-sulfonic acid at 155℃; for 2.75h;
Stage #2: guanidine hydrochloride at 152 - 176℃; for 5h;
98.5%
N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

Stearoyl chloride
112-76-5

Stearoyl chloride

Octadecanoic acid bis-{2-[octadecanoyl-(2-octadecanoylamino-ethyl)-amino]-ethyl}-amide

Octadecanoic acid bis-{2-[octadecanoyl-(2-octadecanoylamino-ethyl)-amino]-ethyl}-amide

Conditions
ConditionsYield
With triethylamine In acetone for 3h; Ambient temperature;98%
2-acetyldimedone
1755-15-3

2-acetyldimedone

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

1,13-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-tetraethylenepentamine
936720-58-0

1,13-bis[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]-tetraethylenepentamine

Conditions
ConditionsYield
With molecular sieve In ethanol at 20℃; for 24h;98%
N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

2-hydroxy-3-(2-(2-methoxyethoxy)ethoxy)benzaldehyde
122174-22-5

2-hydroxy-3-(2-(2-methoxyethoxy)ethoxy)benzaldehyde

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2CH2OCH2CH2OCH3)2
155990-29-7

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2CH2OCH2CH2OCH3)2

Conditions
ConditionsYield
In methanol for 2h; Heating;96%
N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

2-Hydroxy-3-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-benzaldehyde
155990-24-2

2-Hydroxy-3-{2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-ethoxy}-benzaldehyde

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2(CH2OCH2)5CH2OH)2
155990-31-1

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2(CH2OCH2)5CH2OH)2

Conditions
ConditionsYield
In methanol for 2h; Heating;96%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

tetrabutylammonium hexachlororhenate(IV)

tetrabutylammonium hexachlororhenate(IV)

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

[Ni(tetraethylpentamine)][ReCl6]
840454-35-5

[Ni(tetraethylpentamine)][ReCl6]

Conditions
ConditionsYield
In methanol a soln. of Ni-salt and pentamine in methanol was added dropwise to the hot (50°C) soln. of (N(C4H9)4)2ReCl6 in methanol, the mixt. was slowly heated up to 50°C for about 0.5 h; filtered, washed with methanol and diethyl ether; elem. anal.;96%
N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

2-Hydroxy-3-[2-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzaldehyde
155990-23-1

2-Hydroxy-3-[2-(2-{2-[2-(2-methoxy-ethoxy)-ethoxy]-ethoxy}-ethoxy)-ethoxy]-benzaldehyde

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2(CH2OCH2)4CH2OCH3)2
155990-30-0

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2(CH2OCH2)4CH2OCH3)2

Conditions
ConditionsYield
In methanol for 2h; Heating;95%
methanol
67-56-1

methanol

nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

tetrabutylammonium hexachlororhenate(IV)

tetrabutylammonium hexachlororhenate(IV)

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

[Ni(tetraethylpentamine)][ReCl6]*CH3OH
840454-36-6

[Ni(tetraethylpentamine)][ReCl6]*CH3OH

Conditions
ConditionsYield
In methanol a soln. of Ni-salt and pentamine in methanol was added dropwise to the soln. of (N(C4H9)4)2ReCl6 in methanol, the mixt. was stirred at room temp.; filtered, washed with methanol and diethyl ether; elem. anal.;92%
rhodamine B
81-88-9

rhodamine B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

N-(rhodamine B)lactam-tetraethylenepentamine
1313741-43-3

N-(rhodamine B)lactam-tetraethylenepentamine

Conditions
ConditionsYield
In ethanol at 80℃; for 12h; Solvent; Temperature;90.8%
In ethanol at 80℃; Inert atmosphere;87%
at 80℃; Inert atmosphere;87%
In ethanol for 12h; Reflux;72%
rhodamine B
81-88-9

rhodamine B

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C36H53N7O2

C36H53N7O2

Conditions
ConditionsYield
In ethanol for 12h; Reflux;90.8%
4-amino-2-methoxy-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidine
75482-16-5

4-amino-2-methoxy-1-methyl-5-nitroso-6-oxo-1,6-dihydropyrimidine

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C18H31N13O4

C18H31N13O4

Conditions
ConditionsYield
In methanol at 20℃;90%
N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

acrylonitrile
107-13-1

acrylonitrile

3-(Bis-{2-[{2-[bis-(2-cyano-ethyl)-amino]-ethyl}-(2-cyano-ethyl)-amino]-ethyl}-amino)-propionitrile

3-(Bis-{2-[{2-[bis-(2-cyano-ethyl)-amino]-ethyl}-(2-cyano-ethyl)-amino]-ethyl}-amino)-propionitrile

Conditions
ConditionsYield
In water for 24h; Heating;89%
salicylaldehyde
90-02-8

salicylaldehyde

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C29H35N5O3
1427062-13-2

C29H35N5O3

Conditions
ConditionsYield
In ethanol for 8h; Reflux;89%
In ethanol
p-acetoxycinnamoyl chloride
53901-95-4, 108608-06-6, 58523-18-5

p-acetoxycinnamoyl chloride

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

N1,N4,N7,N10,N13-penta(4-o-acetylcoumaroyl)tetraethylenepentamine
364049-01-4

N1,N4,N7,N10,N13-penta(4-o-acetylcoumaroyl)tetraethylenepentamine

Conditions
ConditionsYield
With triethylamine In tetrahydrofuran at 20℃;87%
hydrogen iodide
10034-85-2

hydrogen iodide

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

lead(II) iodide

lead(II) iodide

C8H23N5*Pb(2+)*5I(1-)*3H(1+)

C8H23N5*Pb(2+)*5I(1-)*3H(1+)

Conditions
ConditionsYield
In ethanol; water at 150℃; for 96h;87%
3,5-dichloropyridine
2457-47-8

3,5-dichloropyridine

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

A

N-(2-aminoethyl)-N'-{2-{{2-[(5-chloropyridin-3-yl)amino]ethyl}amino}ethyl}ethane-1,2-diamine

N-(2-aminoethyl)-N'-{2-{{2-[(5-chloropyridin-3-yl)amino]ethyl}amino}ethyl}ethane-1,2-diamine

B

N,N'-bis-(2-{2-[2-(2-amino-ethylamino)-ethylamino]-ethylamino}-ethyl)-pyridine-3,5-diamine

N,N'-bis-(2-{2-[2-(2-amino-ethylamino)-ethylamino]-ethylamino}-ethyl)-pyridine-3,5-diamine

Conditions
ConditionsYield
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane for 5h; Heating;A 86%
B 14%
3,4,5-Trimethoxybenzoyl chloride
4521-61-3

3,4,5-Trimethoxybenzoyl chloride

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

C58H73N5O20

C58H73N5O20

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate85%
N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

silver(I) iodide

silver(I) iodide

lead(II) iodide

lead(II) iodide

[(tepa)(PbAg2I4)]n

[(tepa)(PbAg2I4)]n

Conditions
ConditionsYield
With potassium iodide In N,N-dimethyl-formamide at 90℃; for 72h; Autoclave;85%
carbon disulfide
75-15-0

carbon disulfide

dimethyltin dichloride
753-73-1

dimethyltin dichloride

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

tetraethylenepentamine bis(dithiocarbamate) dimethyltin(IV)
1228345-48-9

tetraethylenepentamine bis(dithiocarbamate) dimethyltin(IV)

Conditions
ConditionsYield
With KOH In methanol addn. of CS2 to methanolic soln. of amine deriv. at 0°C, addn. ofmethanolic soln. of KOH, stirring for 3 h at 4°C, addn. of metha nolic soln. of tin compd., stirring for 3 h at room temp.; evapn., washing with methanol and diethyl ether, drying in vac. over P2O5, elem. anal.;81%
phosphoric acid
86119-84-8, 7664-38-2

phosphoric acid

water
7732-18-5

water

zinc(II) acetate dihydrate
5970-45-6

zinc(II) acetate dihydrate

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

6Zn(2+)*5PO4(3-)*HPO4(2-)*H2N(CH2CH2NH2CH2CH2NH3)2(5+)*5H2O=[Zn6(PO4)5(HPO4)][H2N(CH2CH2NH2CH2CH2NH3)2]*5H2O

6Zn(2+)*5PO4(3-)*HPO4(2-)*H2N(CH2CH2NH2CH2CH2NH3)2(5+)*5H2O=[Zn6(PO4)5(HPO4)][H2N(CH2CH2NH2CH2CH2NH3)2]*5H2O

Conditions
ConditionsYield
In water High Pressure; Zn(OAc)2*2H2O dispersed into H2O; H3PO4 slowly added; tetraethylenepentamine added dropwise with stirring; heated in autoclave at 393 K for 2 dsunder autogenous pressure; filtered; washed (H2O); dried at room temp.; elem. anal.;80%
cis-3-(6-bromohexyl)-8-(4-isopropyl-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one trifluoroacetate

cis-3-(6-bromohexyl)-8-(4-isopropyl-cyclohexyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one trifluoroacetate

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

cis-8-(4-isopropyl-cyclohexyl)-3-(7,10,14,17,20-pentaazaeicosanyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one trifluoroacetate

cis-8-(4-isopropyl-cyclohexyl)-3-(7,10,14,17,20-pentaazaeicosanyl)-1-phenyl-1,3,8-triaza-spiro[4.5]decan-4-one trifluoroacetate

Conditions
ConditionsYield
In ethanol at 20℃; for 24h;78%
pyridine-2-carbaldehyde
1121-60-4

pyridine-2-carbaldehyde

copper(II) choride dihydrate

copper(II) choride dihydrate

water
7732-18-5

water

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

[Cu(C5H4NCHNCH2CH2(NHCH2CH2)3NCHC5H4N)](2+)*2Cl(1-)*H2O=[Cu(C5H4NCHNCH2CH2(NHCH2CH2)3NCHC5H4N)]Cl2*H2O

[Cu(C5H4NCHNCH2CH2(NHCH2CH2)3NCHC5H4N)](2+)*2Cl(1-)*H2O=[Cu(C5H4NCHNCH2CH2(NHCH2CH2)3NCHC5H4N)]Cl2*H2O

Conditions
ConditionsYield
In methanol polyamine (2 mmol) and 2-pyridinecarboxaldehyde (4 mmol) refluxed in MeOH, MeOH soln. of CuCl2*2H2O (2 mmol) added, mixt. refluxed for 1 h; concd., ppt. filtered off, washed (Et2O), dried (vac.), elem. anal.;78%
ferrocenecarboxaldehyde
12093-10-6

ferrocenecarboxaldehyde

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

1,15-diferrocenyl-2,5,8,11,14-pentaazapentadecane
217494-67-2

1,15-diferrocenyl-2,5,8,11,14-pentaazapentadecane

Conditions
ConditionsYield
Stage #1: ferrocenecarboxaldehyde; N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine In methanol at 70℃; for 24h; Inert atmosphere;
Stage #2: With sodium tetrahydroborate In methanol at 0 - 20℃; for 12.5h; Inert atmosphere;
77%
With LiAlH4 In tetrahydrofuran; ethanol refluxing the aldehyde and the amine in EtOH for 3 h, evapn. to dryness,dissoln. (THF), addn. of LiAlH4, reflux under argon for 1 h, quenching with H2O; filtration, evapn. to dryness, addn. of basic H2O and CH2Cl2, drying (Na2SO4), chromy. (alumina; CH2Cl2, then CH2Cl2/MeOH); elem. anal.;70%
carbon monoxide
201230-82-2

carbon monoxide

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

{COFeC8H23N5}(2+)*2I(1-)={COFeC8H23N5}I2

{COFeC8H23N5}(2+)*2I(1-)={COFeC8H23N5}I2

Conditions
ConditionsYield
With sodium hydroxide; hydrogen iodide; iron(II) sulfate In water at room temp. under CO pressure of 3 atm for 6 d; washing with ethanol, then ether, drying in vacuum;76%
With HI; FeSO4; NaOH In water at room temp. under CO pressure of 3 atm for 6 d; washing with ethanol, then ether, drying in vacuum;76%
With sodium hydroxide; hydrogen iodide; iron(II) sulfate In water at room temp. under CO pressure of 3 atm for 3 d; washing with ethanol, then ether, drying in vacuum;57%
With FeSO4; HI; NaOH In water at room temp. under CO pressure of 3 atm for 3 d; washing with ethanol, then ether, drying in vacuum;57%
selenium
7782-49-2

selenium

tin (IV) chloride pentahydrate

tin (IV) chloride pentahydrate

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

[Co(tetraethylenepentamine)]2(μ2-Sn2Se6)

[Co(tetraethylenepentamine)]2(μ2-Sn2Se6)

Conditions
ConditionsYield
In water High Pressure; mixt. of CoCl2*6H2O, SnCl4*5H2O, Se amine and water heated in sealed tube at 157°C for 1 d; washed with EtOH, dried in vac.; elem. anal.;75%
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

germanium dioxide

germanium dioxide

sulfur
7704-34-9

sulfur

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

[Mn(II)(tetraetylenepentamine)]2(μ2-Ge2S6)

[Mn(II)(tetraetylenepentamine)]2(μ2-Ge2S6)

Conditions
ConditionsYield
In water High Pressure; tetraethylenepentamine/H2O soln. heated at 180 °C for 7 d in container under autogenous pressure; filtration, washing (ethanol, diethyl ether), drying and stored under vac., elem. anal.;75%
dimethyl 5,5'-(oxybis(methylene))bis(furan-2-carboxylate)
36801-99-7

dimethyl 5,5'-(oxybis(methylene))bis(furan-2-carboxylate)

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine
112-57-2

N-(2-aminoethyl)-N'-{2-[(2-aminoethyl)amino]ethyl}ethane-1,2-diamine

1,4,7-Trioxa-10,13,16,19,22-pentaazadifuro<2,1,5-a,x:2,1,5-f,g>cyclotetraeicosane-9,23-dione
102432-83-7

1,4,7-Trioxa-10,13,16,19,22-pentaazadifuro<2,1,5-a,x:2,1,5-f,g>cyclotetraeicosane-9,23-dione

Conditions
ConditionsYield
In ethanol for 20h; Heating;73.8%

Tetraethylenepentamine Consensus Reports

Reported in EPA TSCA Inventory.

Tetraethylenepentamine Standards and Recommendations

DOT Classification:  8; Label: Corrosive

Tetraethylenepentamine Specification

The Tetraethylenepentamine, with the CAS registry number 112-57-2,is also known as 1,11-Diamino-3,6,9-triazaundecane; 1,4,7,10,13-Pentaazatridecane; 3,6,9-Triaza-1,11-undecanediamine; 3,6,9-Triazaundecamethylenediamine. It belongs to the product categories of Chemical Synthesis;Nitrogen Compounds;Organic Building .Its EINECS number is 203-986-2. This chemical's molecular formula is C8H23N5 and molecular weight is 189.30. What's more,Its systematic name is Tetraethylenepentamine.It is a colourless to green-yellow viscous liquid. Slightly less dense than water. Vapors heavier than air. Corrosive to the eyes, skin, mouth, throat and stomach. Vapors irritate the eyes and corrosive to the upper respiratory tract. Vapors may irritate the eyes.

Physical properties about Tetraethylenepentamine are:
(1)ACD/LogP:  -2.241; (2)# of Rule of 5 Violations:  1; (3)ACD/LogD (pH 5.5):  -7.36; (4)ACD/LogD (pH 7.4):  -7.15; (5)ACD/BCF (pH 5.5):  1.00; (6)ACD/BCF (pH 7.4):  1.00; (7)ACD/KOC (pH 5.5):  1.00; (8)ACD/KOC (pH 7.4):  1.00; (9)#H bond acceptors:  5; (10)#H bond donors:  7; (11)#Freely Rotating Bonds:  12; (12)Index of Refraction:  1.498; (13)Molar Refractivity:  56.967 cm3; (14)Molar Volume:  194.392 cm3; (15)Surface Tension:  41.1599998474121 dyne/cm; (16)Density:  0.974 g/cm3; (17)Flash Point:  185 °C; (18)Enthalpy of Vaporization:  58.516 kJ/mol; (19)Boiling Point:  341.499 °C at 760 mmHg; (20)Vapour Pressure:  0 mmHg at 25°C;

You can still convert the following datas into molecular structure:
(1)SMILES:C(CNCCNCCNCCN)N;
(2)Std. InChI:InChI=1S/C8H23N5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h11-13H,1-10H2;
(3)Std. InChIKey:FAGUFWYHJQFNRV-UHFFFAOYSA-N.

Safety Information of Tetraethylenepentamine:
The Tetraethylenepentamine may cause nausea and slight irritation by inhale.The compound is a sensitizer, and prolonged contact may cause asthma. And it  can cause burns of mouth, esophagus, and possibly stomach. Contact with eyes or skin may cause burns by assimilate. Repeated skin contact may cause dermatitis.So when you use it ,wear suitable protective clothing, gloves and eye/face protection. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Or if you feel unwell, seek medical advice immediately (show the label whenever possible.).Avoid release to the environment. Refer to special instructions / safety data sheets.

The toxicity data of Tetraethylenepentamine as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 320mg/kg (320mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03522,
rabbit LD50 skin 660uL/kg (.66mL/kg)   Journal of Industrial Hygiene and Toxicology. Vol. 31, Pg. 60, 1949.
rat LD50 intraperitoneal 205mg/kg (205mg/kg)   Inorganica Chimica Acta. Vol. 91, Pg. L51, 1984.
rat LD50 oral 3990mg/kg (3990mg/kg)   Union Carbide Data Sheet. Vol. 3/20/1973,

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