Product Name

  • Name

    N-(3-Triethoxysilylpropyl)ethylenediamine

  • EINECS 225-806-1
  • CAS No. 5089-72-5
  • Density 0.953 g/cm3
  • Solubility 240g/L at 20℃
  • Melting Point 135 °C at 5 mmHg
  • Formula C11H28N2O3Si
  • Boiling Point 308.742 °C at 760 mmHg
  • Molecular Weight 264.44
  • Flash Point 140.522 °C
  • Transport Information
  • Appearance Colorless clear liquid
  • Safety 26-36/37/39
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 5089-72-5 (N-(3-Triethoxysilylpropyl)ethylenediamine)
  • Hazard Symbols
  • Synonyms Aminoethylaminopropyltriethoxysilane;GF 90 (amine);Geniosil GF 94;N-(2-Aminoethyl)-3-aminopropyltriethoxysilane;N-(b-Aminoethyl)-g-aminopropyltriethoxysilane;SH 6026;Silquest Y 11763;[3-[(2-Aminoethyl)amino]propyl]triethoxysilane;1,2-Ethanediamine,N-[3-(triethoxysilyl)propyl]- (9CI);(g-Ethylenediaminepropyl)triethoxysilane;3-(2-Aminoethylamine)propyltriethoxysilane;1,2-Ethanediamine,N1-[3-(triethoxysilyl)propyl]-;
  • PSA 65.74000
  • LogP 2.06440

Synthetic route

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

ethylenediamine
107-15-3

ethylenediamine

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N-Benzyloxycarbonyl-L-proline
1148-11-4

N-Benzyloxycarbonyl-L-proline

N,N'-bis[(S)-N-benzyloxycarbonylprolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine
502186-02-9

N,N'-bis[(S)-N-benzyloxycarbonylprolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine

Conditions
ConditionsYield
Stage #1: N-Benzyloxycarbonyl-L-proline With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 5 - 10℃; for 0.5h;
Stage #2: 3-[N-(2-aminoethyl)]aminopropyltriethoxysilane In tetrahydrofuran at 0℃; for 1h;		96%
triethanolamine
102-71-6

triethanolamine

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N-[3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-propyl]-ethane-1,2-diamine
52035-79-7

N-[3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-propyl]-ethane-1,2-diamine

Conditions
ConditionsYield
95.4%
trimethylsilyl diethylcarbamate
18279-61-3

trimethylsilyl diethylcarbamate

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

2,2-dimethoxy-1,6,9,2-oxadiazasilecane
1230037-31-6

2,2-dimethoxy-1,6,9,2-oxadiazasilecane

Conditions
ConditionsYield
Inert atmosphere; Reflux;95%
trimethylsilyl isocyanate
1118-02-1

trimethylsilyl isocyanate

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

trimethylsilyl-N'-[(E)-7,7,17,17-tetramethoxy-9-oxo-18-oxa-3,8,10,13-tetraaza-7,17-disilanonadec-1-yl]imidocarbamate
1230037-60-1

trimethylsilyl-N'-[(E)-7,7,17,17-tetramethoxy-9-oxo-18-oxa-3,8,10,13-tetraaza-7,17-disilanonadec-1-yl]imidocarbamate

Conditions
ConditionsYield
Reflux; Inert atmosphere;94%
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

Methacryloyl chloride
920-46-7

Methacryloyl chloride

N-methacryloyl-N-(2-(N-(3-(triethoxysilyl)propyl)methacrylamido)ethyl)methacrylamide

N-methacryloyl-N-(2-(N-(3-(triethoxysilyl)propyl)methacrylamido)ethyl)methacrylamide

Conditions
ConditionsYield
Stage #1: 3-[N-(2-aminoethyl)]aminopropyltriethoxysilane With trimethylamine In dichloromethane for 0.166667h; Cooling with ice; Inert atmosphere;
Stage #2: Methacryloyl chloride In dichloromethane at 20℃; for 8h; Cooling with ice; Inert atmosphere;		92.8%
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

acryloyl chloride
814-68-6

acryloyl chloride

N-acryloyl-N-(2-(N-(3-(triethoxysilyl)propyl)acrylamido)ethyl)acrylamide

N-acryloyl-N-(2-(N-(3-(triethoxysilyl)propyl)acrylamido)ethyl)acrylamide

Conditions
ConditionsYield
Stage #1: 3-[N-(2-aminoethyl)]aminopropyltriethoxysilane With trimethylamine In dichloromethane for 0.166667h; Cooling with ice; Inert atmosphere;
Stage #2: acryloyl chloride In dichloromethane at 20℃; for 8h; Cooling with ice; Inert atmosphere;		92.4%
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N-benzyl-L-proline
31795-93-4

N-benzyl-L-proline

N,N'-bis[(S)-N-benzylprolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine
479677-97-9

N,N'-bis[(S)-N-benzylprolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine

Conditions
ConditionsYield
Stage #1: N-benzyl-L-proline With chloroformic acid ethyl ester; triethylamine In tetrahydrofuran at 5 - 10℃; for 0.5h;
Stage #2: 3-[N-(2-aminoethyl)]aminopropyltriethoxysilane In tetrahydrofuran at 0℃; for 1h;		90%
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

4-Vinylbenzyl chloride
1592-20-7

4-Vinylbenzyl chloride

C20H36N2O3Si

C20H36N2O3Si

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-methyl-phenol In cyclohexane at 50 - 90℃; for 2h;90%
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

3-(triethoxypropyl) isocyanate
24801-88-5

3-(triethoxypropyl) isocyanate

C21H49N3O7Si2

C21H49N3O7Si2

Conditions
ConditionsYield
In acetone at 65℃; for 12h;
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N,N'-bis[(S)-prolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine
479677-96-8

N,N'-bis[(S)-prolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: triethylamine; ethyl chloroformate / tetrahydrofuran / 0.5 h / 5 - 10 °C
1.2: 96 percent / tetrahydrofuran / 1 h / 0 °C
2.1: 98 percent / cyclohexene / Pd/C / ethanol / 1 h / Heating
View Scheme
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N,N'-bis[(S)-N-benzylprolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine
479677-97-9

N,N'-bis[(S)-N-benzylprolyl]-N-(2-aminoethyl-3-aminopropyl)triethoxysilylethylenediamine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: triethylamine; ethyl chloroformate / tetrahydrofuran / 0.5 h / 5 - 10 °C
1.2: 96 percent / tetrahydrofuran / 1 h / 0 °C
2.1: 98 percent / cyclohexene / Pd/C / ethanol / 1 h / Heating
3.1: triethylamine / tetrahydrofuran / 6 h / 0 °C
View Scheme
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

2,2-dimethyl-3-oxopropyl isobutyrate
32783-82-7

2,2-dimethyl-3-oxopropyl isobutyrate

C20H42N2O5Si

C20H42N2O5Si

Conditions
ConditionsYield
With molecular sieves 4Å In ethanol at 28℃; for 0.25h;
3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

2-cyanoethyltriethoxysilane
919-31-3

2-cyanoethyltriethoxysilane

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

calcium(II) nitrate
13477-34-4

calcium(II) nitrate

europium(III) nitrate

europium(III) nitrate

CaSiO3#dotEu(3+), β, monoclinic

CaSiO3#dotEu(3+), β, monoclinic

Conditions
ConditionsYield
With HNO3; NH3*H2O In water solns. of Eu(NO3)3 and Ca(NO3)2 mixed (3% of Eu); pH adjusted by HNO3 and NH3*H2O to 5; stoich. amt. of Si source added; evapd.; dried (80°C, 24 h); thermolyzed (1150°C, 4 h); SEM;
...Expand
lauric acid
143-07-7

lauric acid

formaldehyd
50-00-0

formaldehyd

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

isobutyraldehyde
78-84-2

isobutyraldehyde

C28H58N2O5Si

C28H58N2O5Si

Conditions
ConditionsYield
Stage #1: lauric acid; formaldehyd; isobutyraldehyde With toluene-4-sulfonic acid In water for 4h; Heating / reflux;
Stage #2: 3-[N-(2-aminoethyl)]aminopropyltriethoxysilane In ethanol at 26℃; for 0.25h;
...Expand
triethanolamine
102-71-6

triethanolamine

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N1-(3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecan-1-yl)propyl)ethane-1,2-diamine
125895-13-8

N1-(3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecan-1-yl)propyl)ethane-1,2-diamine

Conditions
ConditionsYield
Schlenk technique; Inert atmosphere;
(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N1,N1-bis[3-(triethoxysilyl)propyl]-1,2-ethanediamine

N1,N1-bis[3-(triethoxysilyl)propyl]-1,2-ethanediamine

Conditions
ConditionsYield
at 130℃; for 7h;467.9 g
ammonium hydroxide
1336-21-6

ammonium hydroxide

tetraethoxy orthosilicate
78-10-4

tetraethoxy orthosilicate

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane
5089-72-5

3-[N-(2-aminoethyl)]aminopropyltriethoxysilane

N-[3-(trimethoxysilyl)propyl]ethylenediamine

N-[3-(trimethoxysilyl)propyl]ethylenediamine

aminated silica

aminated silica

Conditions
ConditionsYield
Stage #1: ammonium hydroxide With Igepal CO-520; Igepal CO-720 In cyclohexane; water at 20℃; for 0.166667h;
Stage #2: tetraethoxy orthosilicate; 3-[N-(2-aminoethyl)]aminopropyltriethoxysilane; N-[3-(trimethoxysilyl)propyl]ethylenediamine In cyclohexane; water for 12h;
Stage #3: tetraethoxy orthosilicate In cyclohexane; water for 48h;
...Expand

N-(3-Triethoxysilylpropyl)ethylenediamine Specification

The N-(3-Triethoxysilylpropyl)ethylenediamine, with the CAS registry number 5089-72-5, is also known as 3-(2-Aminoethylamine)propyltriethoxysilane. It belongs to the product categories of Amino; Amino Silanes (Silane Coupling Agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Si-O Compounds; Trialkoxysilanes; Amino Silanes. Its EINECS number is 225-806-1. This chemical's molecular formula is C11H28N2O3Si and molecular weight is 264.44. What's more, its systematic name is N-[3-(Triethoxysilyl)propyl]-1,2-ethanediamine. It is stable at common pressure and temperature, and it should be sealed and stored in a cool and dry place. Moreover, it should be protected from light. Its storage temperature is below 5° C. This chemical is used in the coupling of thermosetting resins such as epoxy, phenolic aldehyde, melamine and hot-fusible resins such as polystyrene, polyamide.

Physical properties of N-(3-Triethoxysilylpropyl)ethylenediamine are: (1)ACD/LogP: 2.176; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.66; (4)ACD/LogD (pH 7.4): -0.48; (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: 3; (11)#Freely Rotating Bonds: 13; (12)Polar Surface Area: 65.74 Å2; (13)Index of Refraction: 1.447; (14)Molar Refractivity: 74.093 cm3; (15)Molar Volume: 277.427 cm3; (16)Polarizability: 29.373×10-24cm3; (17)Surface Tension: 29.21 dyne/cm; (18)Density: 0.953 g/cm3; (19)Flash Point: 140.522 °C; (20)Enthalpy of Vaporization: 54.944 kJ/mol; (21)Boiling Point: 308.742 °C at 760 mmHg; (22)Vapour Pressure: 0.001 mmHg at 25°C.

Uses of N-(3-Triethoxysilylpropyl)ethylenediamine: it can be used to produce N-[3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-propyl]-ethane-1,2-diamine. The yield is about 95.4%.

N-(3-Triethoxysilylpropyl)ethylenediamine can be used to produce N-[3-(2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undec-1-yl)-propyl]-ethane-1,2-diamine

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. When using it, you need to wear suitable protective clothing, gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC)[Si](OCC)(OCC)CCCNCCN
(2)Std. InChI: InChI=1S/C11H28N2O3Si/c1-4-14-17(15-5-2,16-6-3)11-7-9-13-10-8-12/h13H,4-12H2,1-3H3
(3)Std. InChIKey: INJVFBCDVXYHGQ-UHFFFAOYSA-N 

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