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112-57-2

Basic Information
CAS No.: 112-57-2
Name: Tetraethylenepentamine
Molecular Structure:
Molecular Structure of 112-57-2 (Tetraethylenepentamine)
Formula: C8H23N5
Molecular Weight: 189.31
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;
EINECS: 203-986-2
Density: 0.973 g/cm3
Melting Point: -40 °C(lit.)
Boiling Point: 341.5 °C at 760 mmHg
Flash Point: 185 °C
Solubility: Soluble in water
Appearance: colourless to green-yellow viscous liquid
Hazard Symbols: CorrosiveC,DangerousN
Risk Codes: 21/22-34-43-51/53
Safety: 26-36/37/39-45-61
Transport Information: UN 2320 8/PG 3
PSA: 88.13000
LogP: 0.24590
Synthetic route
107-06-2

1,2-dichloro-ethane

A

112-57-2

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

B

107-15-3

ethylenediamine

Conditions
ConditionsYield
With ammonia
111-40-0

1,5-diamino-3-azapentane

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;
151-56-4

ethyleneimine

112-24-3

triethylentetramine

A

112-57-2

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

B

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.
23435-23-6

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

107-15-3

ethylenediamine

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
46467-99-6

{COFeC8H23N5}(2+)

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;
1051939-66-2

diethylenetriaminediacetonitrile

A

24028-46-4

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

B

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;
107-06-2

1,2-dichloro-ethane

A

112-57-2

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

B

107-15-3

ethylenediamine

C

111-40-0

1,5-diamino-3-azapentane

D

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;
107-06-2

1,2-dichloro-ethane

A

110-85-0

piperazine

B

112-57-2

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

C

107-15-3

ethylenediamine

D

111-40-0

1,5-diamino-3-azapentane

E

112-24-3

triethylentetramine

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

1,2-dichloro-ethane

A

110-85-0

piperazine

B

112-57-2

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

C

111-40-0

1,5-diamino-3-azapentane

D

112-24-3

triethylentetramine

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

ethanolamine

A

110-85-0

piperazine

B

103-76-4

1-(2-hydroxyethyl)piperazine

C

140-31-8

aminoethylpiperazine

D

112-57-2

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

E

107-15-3

ethylenediamine

F

111-40-0

1,5-diamino-3-azapentane

G

112-24-3

triethylentetramine

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

ethylenediamine

111-42-2

2,2'-iminobis[ethanol]

A

1965-29-3

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

B

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;
107-06-2

1,2-dichloro-ethane

A

112-57-2

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

B

107-15-3

ethylenediamine

Conditions
ConditionsYield
With ammonia
111-40-0

1,5-diamino-3-azapentane

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;
151-56-4

ethyleneimine

112-24-3

triethylentetramine

A

112-57-2

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

B

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.
23435-23-6

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

107-15-3

ethylenediamine

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
46467-99-6

{COFeC8H23N5}(2+)

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;
1051939-66-2

diethylenetriaminediacetonitrile

A

24028-46-4

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

B

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;
107-06-2

1,2-dichloro-ethane

A

112-57-2

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

B

107-15-3

ethylenediamine

C

111-40-0

1,5-diamino-3-azapentane

D

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;
107-06-2

1,2-dichloro-ethane

A

110-85-0

piperazine

B

112-57-2

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

C

107-15-3

ethylenediamine

D

111-40-0

1,5-diamino-3-azapentane

E

112-24-3

triethylentetramine

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

1,2-dichloro-ethane

A

110-85-0

piperazine

B

112-57-2

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

C

111-40-0

1,5-diamino-3-azapentane

D

112-24-3

triethylentetramine

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

ethanolamine

A

110-85-0

piperazine

B

103-76-4

1-(2-hydroxyethyl)piperazine

C

140-31-8

aminoethylpiperazine

D

112-57-2

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

E

107-15-3

ethylenediamine

F

111-40-0

1,5-diamino-3-azapentane

G

112-24-3

triethylentetramine

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

ethylenediamine

111-42-2

2,2'-iminobis[ethanol]

A

1965-29-3

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

B

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;
3699-54-5

2-oxo-imidazolidine-1-ethanol

6281-42-1

2-aminoethylimidazolidone

111-40-0

1,5-diamino-3-azapentane

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;
3699-54-5

2-oxo-imidazolidine-1-ethanol

111-40-0

1,5-diamino-3-azapentane

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

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

A

DU1,3TEPA

B

DU1,4TEPA

C

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

A

DU1,3TEPA

B

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;
383-63-1

ethyl trifluoroacetate,

112-57-2

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

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;
50-01-1

guanidine hydrochloride

112-57-2

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

638-53-9

tridecanoic acid

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%
112-57-2

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

112-76-5

Stearoyl chloride

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

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

2-acetyldimedone

112-57-2

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

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%
112-57-2

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

122174-22-5

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

155990-29-7

NH(CH2CH2NHCH2CH2NCHC6H3(OH)OCH2CH2OCH2CH2OCH3)2

Conditions
ConditionsYield
In methanol for 2h; Heating;96%
112-57-2

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

155990-24-2

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

155990-31-1

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

Conditions
ConditionsYield
In methanol for 2h; Heating;96%

nickel(II) chloride hexahydrate

tetrabutylammonium hexachlororhenate(IV)

112-57-2

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

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%
112-57-2

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

155990-23-1

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

155990-30-0

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

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

methanol

nickel(II) chloride hexahydrate

tetrabutylammonium hexachlororhenate(IV)

112-57-2

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

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%
81-88-9

rhodamine B

112-57-2

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

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%
81-88-9

rhodamine B

112-57-2

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

C36H53N7O2

Conditions
ConditionsYield
In ethanol for 12h; Reflux;90.8%
75482-16-5

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

112-57-2

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

C18H31N13O4

Conditions
ConditionsYield
In methanol at 20℃;90%
112-57-2

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

107-13-1

acrylonitrile

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%
90-02-8

salicylaldehyde

112-57-2

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

1427062-13-2

C29H35N5O3

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

p-acetoxycinnamoyl chloride

112-57-2

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

364049-01-4

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

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

hydrogen iodide

112-57-2

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

lead(II) iodide

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

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

3,5-dichloropyridine

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

B

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%
4521-61-3

3,4,5-Trimethoxybenzoyl chloride

112-57-2

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

C58H73N5O20

Conditions
ConditionsYield
With potassium carbonate In water; ethyl acetate85%
112-57-2

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

silver(I) iodide

lead(II) iodide

[(tepa)(PbAg2I4)]n

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

carbon disulfide

753-73-1

dimethyltin dichloride

112-57-2

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

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%
86119-84-8, 7664-38-2

phosphoric acid

5970-45-6

zinc(II) acetate dihydrate

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

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

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

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

pyridine-2-carbaldehyde

copper(II) choride dihydrate

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

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%
12093-10-6

ferrocenecarboxaldehyde

112-57-2

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

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%
201230-82-2

carbon monoxide

112-57-2

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

{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%
7782-49-2

selenium

tin (IV) chloride pentahydrate

cobalt(II) chloride hexahydrate

112-57-2

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

[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

germanium dioxide

7704-34-9

sulfur

112-57-2

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

[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%
36801-99-7

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

112-57-2

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

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%
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Consensus Reports

Reported in EPA TSCA Inventory.

Standards and Recommendations

DOT Classification:  8; Label: Corrosive

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,