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Tetraethylenepentamine

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Name

Tetraethylenepentamine

EINECS 203-986-2
CAS No. 112-57-2 Density 0.973 g/cm3
PSA 88.13000 LogP 0.24590
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;

Article Data 26

Tetraethylenepentamine 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;

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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