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N,N'-Bis(3-aminopropyl)-1,2-ethanediamine

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Name

N,N'-Bis(3-aminopropyl)-1,2-ethanediamine

EINECS 234-147-9
CAS No. 10563-26-5 Density 0.939 g/cm3
PSA 76.10000 LogP 1.04560
Solubility 1000g/L at 20℃ Melting Point -1.5 °C
Formula C8H22N4 Boiling Point 314.852 °C at 760 mmHg
Molecular Weight 174.289 Flash Point 153.107 °C
Transport Information N/A Appearance Clear colourless to pale yellow liquid
Safety 26-36/37-45 Risk Codes 22-24-36/37/38
Molecular Structure Molecular Structure of 10563-26-5 (N,N'-BIS(3-AMINOPROPYL)ETHYLENEDIAMINE) Hazard Symbols ToxicT
Synonyms

N4 Amine;NSC 180823;1,3-Propanediamine,N,N''-1,2-ethanediylbis- (9CI);1,3-Propanediamine, N,N''-ethylenebis-(7CI,8CI);1,10-Diamino-4,7-diazadecane;1,2-Bis(3-aminopropyl)ethylenediamine;1,2-Bis(3-aminopropylamino)ethane;1,5,8,12-Tetraazadodecane;3,2,3-Tet;4,7-Diazadecane-1,10-diamine;Bis(3-aminopropyl)ethylenediamine;N,N'-Bis(3-aminopropyl)-1,2-diaminoethane;N,N'-Bis(3-aminopropyl)-1,2-ethanediamine;N,N'-Bis(3-aminopropyl)diaminoethane;N,N'-Bis(3-aminopropyl)ethylenediamine;N,N'-Di(3-aminopropyl)-1,2-ethylenediamine;N,N'-Diaminopropylethylenediamine;N,N'-Ethane-1,2-diylbis(1,3-propanediamine);N-[2-(3-Aminopropylamino)ethyl]-1,3-propanediamine;

Article Data 17

N,N'-Bis(3-aminopropyl)-1,2-ethanediamine Synthetic route

(4aS,4bR)-4a-Phenyl-dodecahydro-4,5,8a,10a-tetraaza-phenanthrene

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
With hydrogenchloride In water at 70℃; for 2h;90%
107-15-3

ethylenediamine

107-13-1

acrylonitrile

A

79506-61-9

N,N,N'-tris(3-aminopropyl)ethylenediamine

B

13531-52-7

N-(2-Aminoethyl)-1,3-propanediamine

C

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

D

4879-98-5

N,N,N',N'-tetrakis(3-aminopropyl)ethylenediamine

Conditions
ConditionsYield
Stage #1: ethylenediamine; acrylonitrile In water at 60℃; for 6.5h;
Stage #2: With hydrogen In water; isopropyl alcohol at 120℃; under 41254.1 Torr; for 5h; Inert atmosphere;
A 11%
B 6%
C 80%
D 2%

(10-methyl-10-nitro-1,4,8,12-tetraazacyclopentadecane)copper(II) nitrate

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
With H2S In water H2S is bubbled through an aq. soln. of the complex for 20 min, .; Filtn., the colourless filtrate is evapd. to dryness, the viscous gum yields a withe solid on trituration with EtOH, chromy. (Dowex H(1+)-form, HCl).;70%

di-tert-butyl ethane-1,2-diylbis((3-(2-(4-((E)-phenyldiazenyl)phenoxy)acetamido)propyl)carbamate)

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
With acetyl chloride In methanol at 0 - 20℃; for 29h;50%
3217-00-3

N,N'-bis-(2-cyanoethyl)ethylenediamine

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
With ammonia; hydrogen; nickel In ethanol
106-93-4

ethylene dibromide

109-76-2

Trimethylenediamine

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

36394-60-2

3,8-dioxo-4,7-diazadecanediamide

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
With borane-THF In tetrahydrofuran for 7h; Heating;
477808-21-2

N-[2-(2-methoxycarbonyl-acetylamino)-ethyl]-malonamic acid methyl ester

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3 / methanol / 7 °C
2: BH3*THF / tetrahydrofuran / 7 h / Heating
View Scheme
3217-00-3

N,N'-bis-(2-cyanoethyl)ethylenediamine

56576-72-8

N,N,N'-tris(2-cyanoethyl)-1,2-ethylenediamine

22584-31-2

N-(β-cyanoethyl)ethylenediamine

A

79506-61-9

N,N,N'-tris(3-aminopropyl)ethylenediamine

B

13531-52-7

N-(2-Aminoethyl)-1,3-propanediamine

C

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

Conditions
ConditionsYield
With ammonia; hydrogen; Raney cobalt 2724 at 75 - 80℃; under 20627.1 Torr; for 4.5h; Product distribution / selectivity;
With hydrogen; Raney cobalt 2724 In isopropyl alcohol at 120℃; under 42133 Torr; for 4h; Product distribution / selectivity;
With hydrogen; lithium hydroxide In water; isopropyl alcohol at 120℃; under 26252.6 - 41254.1 Torr; for 4.16667h; Product distribution / selectivity;
With hydrogen; lithium hydroxide In water at 70 - 80℃; under 20627.1 Torr; Product distribution / selectivity;
With hydrogen; lithium hydroxide at 120℃; under 26252.6 - 41254.1 Torr; for 4.08333h; Product distribution / selectivity;
874306-28-2

(3α,5β)-3,24-bis(3-bromophenoxy)cholane

10563-26-5

N,N'-bis(3-aminopropyl)-1,2-diamine

N-[2-(3-Amino-propylamino)-ethyl]-N'-(3-{(R)-4-[(3S,5R,8R,9S,10S,13R,14S,17R)-3-(3-{3-[2-(3-amino-propylamino)-ethylamino]-propylamino}-phenoxy)-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl]-pentyloxy}-phenyl)-propane-1,3-diamine

Conditions
ConditionsYield
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; bis(dibenzylideneacetone)-palladium(0) In 1,4-dioxane Heating;100%
With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; [Pd(dibenzylideneacetone)2] In 1,4-dioxane for 5h; Heating;90 % Spectr.

N,N'-Bis(3-aminopropyl)-1,2-ethanediamine Chemical Properties

IUPAC Name: N,N'-Bis(gamma-aminopropyl)diaminoethane
The MF of N,N'-Bis(gamma-aminopropyl)diaminoethane (10563-26-5) is C8H22N4.

                           
The MW of N,N'-Bis(gamma-aminopropyl)diaminoethane (10563-26-5) is 174.29.
Synonyms of N,N'-Bis(gamma-aminopropyl)diaminoethane (10563-26-5): N~1~-(2-((3-Aminopropyl)amino)ethyl)-1,3-propanediamine ; 1, 3-Propanediamine, N,N''-1,2-ethanediylbis- ; 1,10-Diamino-4,7-diazadecane ; 1,2-Bis(3-aminopropylamino)ethane ; 1,3-Propanediamine, N,N''-1,2-ethanediylbis- ; N,N'-Bis(3-aminopropyl)-1,2-ethanediamine
Form: clear colourless to pale yellow liquid
Index of Refraction: 1.486 
Density: 0.939 g/ml
Flash Point: 153.1 °C
Boiling Point: 314.9 °C
Melting Point: -1.5 °C
Sensitive: Air Sensitive
BRN: 2203748

N,N'-Bis(3-aminopropyl)-1,2-ethanediamine Uses

    N,N'-Bis(gamma-aminopropyl)diaminoethane (10563-26-5) is used as epoxy curing agents and polyurethane catalyst.

N,N'-Bis(3-aminopropyl)-1,2-ethanediamine Toxicity Data With Reference

1.    

orl-rat LD50:1200 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0539630 .
2.    

skn-rbt LD50:190 mg/kg

    NTIS**    National Technical Information Service. (Springfield, VA 22161) (Formerly U.S. Clearinghouse for Scientific and Technical Information) OTS0539630 .

N,N'-Bis(3-aminopropyl)-1,2-ethanediamine Safety Profile

A poison by skin contact. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.Safety information of N,N'-Bis(gamma-aminopropyl)diaminoethane (10563-26-5):
Hazard Codes  T
Risk Statements 
22  Harmful if swallowed
24  Toxic in contact with skin
36/37/38  Irritating to eyes, respiratory system and skin
Safety Statements 
26  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36/37  Wear suitable protective clothing and gloves
45  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
RIDADR  UN 2810 6.1/PG 2
WGK Germany  3
RTECS  TX8032950
HazardClass  6.1
PackingGroup  II

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