• Name

  N,N'-BIS(3-AMINOPROPYL)ETHYLENEDIAMINE

• EINECS 234-147-9
• CAS No. 10563-26-5
• Article Data17
• CAS DataBase
• Density 0.939 g/cm³
• 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
• Appearance Clear colourless to pale yellow liquid
• Safety 26-36/37-45
• Risk Codes 22-24-36/37/38
• Molecular Structure
• Hazard Symbols T
• 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;
• PSA 76.10000
• LogP 1.04560

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

Conditions	Yield
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

Conditions	Yield
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%

...Expand

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

10563-26-5

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

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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;

...Expand

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

Conditions	Yield
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.

2-chloro-4,6-bis-((2,2,6,6-tetramethyl-piperidin-4-yl)butylamino)-1,3,5-triazine

10563-26-5

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

1,5,8,12-tetrakis[2,4-bis(N-butyl-N-(2,2,6,6-tetramethyl-4-piperidyl)amino)-s-triazine-6-yl]-1, 5,8,12-tetraazadodecane

Conditions

Conditions	Yield
With sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 180℃; for 12h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;	96.5%

383-63-1

ethyl trifluoroacetate,

10563-26-5

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

181181-34-0

2,2,2-Trifluoro-N-(3-{2-[3-(2,2,2-trifluoro-acetylamino)-propylamino]-ethylamino}-propyl)-acetamide

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	96%
In dichloromethane at 0 - 20℃; for 1.5h;
In dichloromethane at 0 - 20℃; for 2h; Inert atmosphere;

383-63-1

ethyl trifluoroacetate,

10563-26-5

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

181181-35-1

2,2,2-Trifluoro-N-[3-(2,2,2-trifluoro-acetylamino)-propyl]-N-{2-[3-(2,2,2-trifluoro-acetylamino)-propylamino]-ethyl}-acetamide

Conditions

Conditions	Yield
In tetrahydrofuran Ambient temperature;	96%

10563-26-5

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

619-66-9

4-Carboxybenzaldehyde

4-({3-[2-(3-amino-propylamino)-ethylamino]-propylamino}-methyl)-benzoic acid

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In methanol at 20℃;	96%

10563-26-5

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

148-53-8

3-methoxy-2-hydroxybenzaldehyde

2-(2'-hydroxy-3'-methoxyphenyl)-1,3-bis[4-aza-5-(2''-hydroxy-3''-methoxyphenyl)but-4'-en-1'-yl]-1,3-imidazolidine

Conditions

Conditions	Yield
In ethanol for 3h; Heating;	95%

131543-46-9

Glyoxal

10563-26-5

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

trans-dodecahydro-4,5,8a,10a-tetraazaphenanthrene

Conditions

Conditions	Yield
With acetic acid In ethanol; acetonitrile at 0 - 5℃; for 2h; Condensation;	95%

10563-26-5

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

765-87-7

cyclohexane-1,2-dione

245650-33-3

C14H26N4

Conditions

Conditions	Yield
With acetic acid In ethanol; acetonitrile at 0 - 5℃; for 2h; Condensation;	95%
In ethanol at 0℃; for 3h;	80%

10563-26-5

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

13939-06-5, 199620-15-0

molybdenum hexacarbonyl

fac-[(NH2(CH2)3NH(CH2)2NH(CH2)3NH2)Mo(CO)3]

Conditions

Conditions	Yield
In dibutyl ether N2-atmosphere; slight excess metal carbonyl, refluxing for 2 h (returning sublimed hexacarbonyl into reaction vessel); cooling to room temp., collection of ppt., washing (hexane), drying (vac., 50°C); elem. anal.;	95%

10563-26-5

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

C20H35ClN6O

C88H158N28O4

Conditions

Conditions	Yield
With sodium hydroxide In 5,5-dimethyl-1,3-cyclohexadiene at 165℃; for 8h; Temperature; Solvent; Autoclave;	94.64%

10563-26-5

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

623-27-8

terephthalaldehyde,

124481-61-4

C32H48N8

Conditions

Conditions	Yield
In tetrahydrofuran at 0℃; for 18h;	94%

71591-96-3

(3E)-3-[(phenylamino)methylidene]-3,4-dihydro-2H-1-benzopyran-2,4-dione

10563-26-5

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

100200-23-5

N,N'-Bis-<(2,4-dioxochroman-3-yliden)-methylen>-1,10-diamino-4,7-diaza-decan

Conditions

Conditions	Yield
In N,N-dimethyl-formamide at 80℃; for 0.666667h;	93%

10563-26-5

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

98-59-9

p-toluenesulfonyl chloride

74676-47-4

N,N',N'',N'''-tetratosyl-1,10-diamino-4,7-diazadecane

Conditions

Conditions	Yield
With sodium hydroxide In water 1.) 1 hr., 5 deg C, 2.) r.t., 3 hrs.;	91%
With sodium hydroxide In diethyl ether; water at 0 - 20℃;	80%
With sodium hydroxide In tetrahydrofuran for 2h; Ambient temperature;	75%
With potassium carbonate at 80℃;	74%
With sodium hydroxide In tetrahydrofuran at 60℃; for 4h;	70%

131543-46-9

Glyoxal

10563-26-5

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

Conditions

Conditions	Yield
In ethanol Condensation; Heating;	90%
In water for 72h; Ambient temperature;	24%

Conditions

Conditions	Yield
With triethylamine In dichloromethane for 1h; Ambient temperature; -30 deg C up to r.t.;	90%

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

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

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

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