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112-57-2

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112-57-2 Usage

Chemical Properties

Different sources of media describe the Chemical Properties of 112-57-2 differently. You can refer to the following data:
1. colourless to green-yellow viscous liquid
2. Tetraethylenepentamine is a yellow, viscous liquid.

Uses

Solvent for sulfur, acid gases, and various resins and dyes; saponifying agent for acidic materials; manufacture of synthetic rubber; dispersant in motor oils; intermediate for oil additives.

General Description

A 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. Flash point 325°F.

Air & Water Reactions

Soluble in water. Hygroscopic.

Reactivity Profile

1,4,7,10,13-Pentaazatridecane is hygroscopic. 1,4,7,10,13-Pentaazatridecane can react with oxidizing materials and strong acids. 1,4,7,10,13-Pentaazatridecane may attack some forms of plastics.

Hazard

Strong irritant to eyes and skin.

Health Hazard

Inhalation may cause nausea and slight irritation; compound is a sensitizer, and prolonged contact may cause asthma. Ingestion can cause burns of mouth, esophagus, and possibly stomach. Contact with eyes or skin may cause burns. Repeated skin contact may cause dermatitis.

Fire Hazard

Special Hazards of Combustion Products: Ammonia and toxic oxides of nitrogen may form in fires.

Safety Profile

Poison by ingestion and intravenous routes. Moderately toxic by skin contact. Mutation data reported. A corrosive irritant to skin, eyes, and mucous membranes. Combustible when exposed to heat or flame. Can react with oxidizing materials. To fight fire, use CO2, dry chemical. When heated to decomposition it emits toxic fumes of NOx.

Potential Exposure

Tetraethylenepentamine is used as a solvent for resins and dyes, in manufacture of synthetic rubber; and intermediate for oil additives; in papermaking.

Shipping

UN2320 Tetraethylenepentamine, Hazard class: 8; Labels: 8-Corrosive material.

Purification Methods

Distil the amine under vacuum. Also purify via its penta hydrochloride, nitrate or sulfate. Jonassen, Frey and Schaafsma [J Phys Chem 61 504 1957] cooled a solution of 150g of the base in 300mL of 95% EtOH, and added dropwise 180mL of conc HCl, keeping the temperature below 20o. The white precipitate was filtered off, crystallised three times from EtOH/water, then washed with diethyl ether and dried by suction. Reilley and Holloway [J Am Chem Soc 80 2917 1958], starting with a similar solution cooled to 0o, added slowly (keeping the temperature below 10o) a solution of 4.5g-moles of HNO3 in 600mL of aqueous 50% EtOH (also cooled to 0o). The precipitate was filtered by suction, recrystallised five times from aqueous 5% HNO3, then washed with acetone and absolute EtOH and dried at 50o. [For purification via the sulfate see Reilley and Vavoulis (Anal Chem 31 243 1959), and for an additional purification step using the Schiff base with benzaldehyde see Jonassen et al. J Am Chem Soc 79 4279 1957]. [Beilstein 4 IV 1244.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. This chemical is strongly alkaline; reacts with acids.

Check Digit Verification of cas no

The CAS Registry Mumber 112-57-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 1,1 and 2 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 112-57:
(5*1)+(4*1)+(3*2)+(2*5)+(1*7)=32
32 % 10 = 2
So 112-57-2 is a valid CAS Registry Number.
InChI:InChI=1/C8H23N5/c9-1-3-11-5-7-13-8-6-12-4-2-10/h11-13H,1-10H2/p+5

112-57-2 Well-known Company Product Price

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  • CAS number
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  • Detail
  • Aldrich

  • (T11509)  Tetraethylenepentamine  technical grade

  • 112-57-2

  • T11509-100G

  • 293.67CNY

  • Detail
  • Aldrich

  • (T11509)  Tetraethylenepentamine  technical grade

  • 112-57-2

  • T11509-500G

  • 503.10CNY

  • Detail
  • Aldrich

  • (T11509)  Tetraethylenepentamine  technical grade

  • 112-57-2

  • T11509-1KG

  • 1,152.45CNY

  • Detail
  • Aldrich

  • (T11509)  Tetraethylenepentamine  technical grade

  • 112-57-2

  • T11509-2.5KG

  • 2,173.86CNY

  • Detail

112-57-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name tetraethylenepentamine

1.2 Other means of identification

Product number -
Other names Tetraethylenepentamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only. Adhesives and sealant chemicals,Functional fluids (open systems),Intermediates,Ion exchange agents
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:112-57-2 SDS

112-57-2Synthetic 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%

112-57-2Relevant articles and documents

Complexes of tetraethylenepentamine with iron(II) and iron(III). An iron(II) carbonyl derivative

Melby, L. Russell

, p. 2186 - 2188 (1970)

-

TWO-STEP PROCESS FOR CONVERTING CYCLIC ALKYLENE UREAS INTO THEIR CORRESPONDING ALKYLENE AMINES

-

Page/Page column 22-24, (2019/02/25)

The invention pertains to a process for converting cyclic alkyleneureas into their corresponding alkyleneamines, comprising - in a first step converting cyclic alkyleneureas into their corresponding alkyleneamines by reacting cyclic alkyleneureas in the liquid phase with water with removal of CO2, so as to convert between 5 mole% and 95 mole% of alkyleneurea moieties in the feedstock to the corresponding amines, and - in a second step adding an inorganic base and reacting cyclic alkylene ureas remaining from the first step with the inorganic base to convert them partially or completely into their corresponding alkyleneamines. It has been found that the two-step process of the present invention makes it possible to still obtain a high conversion of cyclic alkyleneureas, while using substantially less strong inorganic base. The process according to the invention also shows a higher selectivity to amines than the prior art process.

METHOD FOR PRODUCING POLYETHYLENE POLYAMINES

-

Paragraph 0051-0052; 0059, (2018/02/27)

PROBLEM TO BE SOLVED: To provide a method for producing polyethylene polyamines with high selectivity and high yield. SOLUTION: In the presence of a solid acid catalyst, ethylene amines and aziridine are reacted with each other so that an equivalent of ethylene amines is 3 equivalents or more and 30 equivalents or less relative to aziridine. SELECTED DRAWING: None COPYRIGHT: (C)2018,JPOandINPIT

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