Product Name

  • Name

    Bis[3-(triethoxysilyl)propyl]amine

  • EINECS 236-818-1
  • CAS No. 13497-18-2
  • Article Data11
  • CAS DataBase
  • Density 0.958 g/cm3
  • Solubility 23-1000000mg/L at 20℃
  • Melting Point <0 °C
  • Formula C18H43NO6Si2
  • Boiling Point 408 °C at 760 mmHg
  • Molecular Weight 425.714
  • Flash Point 200.6 °C
  • Transport Information UN 2735
  • Appearance Yellowish clear liquid
  • Safety 26-28-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 13497-18-2 (Bis[3-(triethoxysilyl)propyl]amine)
  • Hazard Symbols CorrosiveC
  • Synonyms 3,13-Dioxa-8-aza-4,12-disilapentadecane,4,4,12,12-tetraethoxy- (6CI,8CI);Silane, [iminobis(trimethylene)]bis[triethoxy-(8CI);3,3'-Bis(triethoxysilyl)propylamine;Bis(3-methoxysilylpropyl)amine;Bis(triethoxysilylpropyl)amine;Dynasylan1122;G 402;G 402 (coupling agent);Si 252;
  • PSA 67.41000
  • LogP 3.84390

Synthetic route

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

B

tris-<3-triethoxysilanyl-propyl>-amine and 3-triethoxysilanyl-propylamine

tris-<3-triethoxysilanyl-propyl>-amine and 3-triethoxysilanyl-propylamine

Conditions
ConditionsYield
With ammonia
3-aminopropyltriethoxysilane
919-30-2

3-aminopropyltriethoxysilane

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

Conditions
ConditionsYield
at 70℃; for 5.5h; Inert atmosphere;482 g
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

1,3-chlorobromopropane
109-70-6

1,3-chlorobromopropane

3-chloro-N,N-bis(3-(triethoxysilyl)propyl)propane-1-amine

3-chloro-N,N-bis(3-(triethoxysilyl)propyl)propane-1-amine

Conditions
ConditionsYield
With calcium hydride In N,N-dimethyl-formamide at 23℃; for 15h; Reagent/catalyst;99%
With calcium hydride In N,N-dimethyl-formamide at 23℃; for 15h;99%
2-methoxyethyl acrylate
3121-61-7

2-methoxyethyl acrylate

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

2-methoxyethyl 3-(bis(3-triethoxysilylpropyl)amino)propanoate

2-methoxyethyl 3-(bis(3-triethoxysilylpropyl)amino)propanoate

Conditions
ConditionsYield
In ethanol at 20℃; for 8h; Inert atmosphere;97.3%
Thiobutyrolactone
1003-10-7

Thiobutyrolactone

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

4-mercapto-N,N-bis(3-(triethoxysilyl)propyl)butanamide
1333386-63-2

4-mercapto-N,N-bis(3-(triethoxysilyl)propyl)butanamide

Conditions
ConditionsYield
In toluene for 48h; Reflux; Inert atmosphere;96%
formaldehyd
50-00-0

formaldehyd

ethanol
64-17-5

ethanol

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

N-(ethoxymethyl)-N,N-bis(3-triethoxysilylpropyl)amine
1440531-01-0

N-(ethoxymethyl)-N,N-bis(3-triethoxysilylpropyl)amine

Conditions
ConditionsYield
at 80℃; for 0.0833333h; Inert atmosphere;95%
at 80℃; for 0.0833333h; Inert atmosphere;95 mg
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

propargyl bromide
106-96-7

propargyl bromide

N,N-bis((3-triethoxysilyl)propyl)prop-2-yn-1-amine

N,N-bis((3-triethoxysilyl)propyl)prop-2-yn-1-amine

Conditions
ConditionsYield
With calcium hydride In tetrahydrofuran; water; toluene at 20℃; Inert atmosphere; Schlenk technique;95%
In tetrahydrofuran; water; toluene at 20℃;95%
With calcium hydride In tetrahydrofuran; water; toluene at 20℃; for 16h;95%
1-azido-2-iodoethane
42059-30-3

1-azido-2-iodoethane

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

N‐(2‐azidoethyl)‐3‐(triethoxysilyl)‐N‐(3‐(triethoxysilyl)propyl)propan‐1‐amine

N‐(2‐azidoethyl)‐3‐(triethoxysilyl)‐N‐(3‐(triethoxysilyl)propyl)propan‐1‐amine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 85℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;95%
With potassium carbonate In acetonitrile at 85℃; for 18h; Sealed tube; Inert atmosphere;
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

3-(trimethylsilyl)prop-2-yn-1-yl 4-methylbenzenesulfonate
71321-16-9

3-(trimethylsilyl)prop-2-yn-1-yl 4-methylbenzenesulfonate

(3-trimethylsilylprop-2-ynyl)bis(3-triethoxysilylpropyl)amine

(3-trimethylsilylprop-2-ynyl)bis(3-triethoxysilylpropyl)amine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 85℃; for 15h;94%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

phenoxy tetraethyleneglycol acrylate

phenoxy tetraethyleneglycol acrylate

2-(2-(2-(2-phenoxyethoxy)ethoxy)ethoxy)ethyl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate

2-(2-(2-(2-phenoxyethoxy)ethoxy)ethoxy)ethyl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate

Conditions
ConditionsYield
In ethanol at 20℃; for 8h; Inert atmosphere;93.7%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

methoxy PEG(350) monoacrylate

methoxy PEG(350) monoacrylate

2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate

2,5,8,11,14,17,20,23,26-nonaoxaoctacosan-28-yl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate

Conditions
ConditionsYield
In ethanol at 20℃; for 8h; Inert atmosphere;93.5%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

1-azido-3-iodopropane
58503-62-1

1-azido-3-iodopropane

3‐azido‐N,N‐bis(3‐(triethoxysilyl)propyl)propan‐1‐amine

3‐azido‐N,N‐bis(3‐(triethoxysilyl)propyl)propan‐1‐amine

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 85℃; for 16h; Inert atmosphere; Schlenk technique; Sealed tube;93%
With potassium carbonate In acetonitrile at 85℃; for 16h; Sealed tube; Inert atmosphere;93%
2-(dimethylamino)ethyl methacrylate
2439-35-2

2-(dimethylamino)ethyl methacrylate

bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

2-(dimethylamino)ethyl 3-(bis(3-triethoxysilylpropyl)amino)propanoate

2-(dimethylamino)ethyl 3-(bis(3-triethoxysilylpropyl)amino)propanoate

Conditions
ConditionsYield
In ethanol at 20℃; for 8h; Inert atmosphere;91.7%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

2-phenoxyethyl acrylate
48145-04-6

2-phenoxyethyl acrylate

2-phenoxyethyl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate

2-phenoxyethyl 3-(bis(3-(triethoxysilyl)propyl)amino)propanoate

Conditions
ConditionsYield
In ethanol at 20℃; for 8h; Inert atmosphere;91.6%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C16H18ClNO4

C16H18ClNO4

C34H60N2O10Si2*ClH

C34H60N2O10Si2*ClH

Conditions
ConditionsYield
In dichloromethane at 25℃; for 60h; Inert atmosphere;81%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

1-(3-bromopropyl)-1H-imidazole
144385-79-5

1-(3-bromopropyl)-1H-imidazole

N-(3-(1H-imidazole-1-yl)propyl)-3-(triethoxysilyl)-N-(3-(triethoxysilyl)propyl)propane-1-amine

N-(3-(1H-imidazole-1-yl)propyl)-3-(triethoxysilyl)-N-(3-(triethoxysilyl)propyl)propane-1-amine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 60℃; for 16h;65%
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

3-(triethoxypropyl) isocyanate
24801-88-5

3-(triethoxypropyl) isocyanate

N,N,N'-tris-(3-triethoxysilylpropyl)urea

N,N,N'-tris-(3-triethoxysilylpropyl)urea

Conditions
ConditionsYield
In methanol for 19h;
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

oxiranyl-methanol
556-52-5

oxiranyl-methanol

C27H55N3O10Si2

C27H55N3O10Si2

Conditions
ConditionsYield
Stage #1: bis-(3-triethoxysilylpropyl)amine; isophorone diisocyanate In butanone at 10 - 20℃;
Stage #2: oxiranyl-methanol In butanone at 20 - 60℃; for 24h;
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

3-(triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine
18784-74-2

3-(triethoxysilyl)-N,N-bis[3-(triethoxysilyl)propyl]-1-propanamine

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal at 195℃; for 12.6667h; Product distribution / selectivity; Inert atmosphere;
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C27H58N4O6Si2

C27H58N4O6Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere; Sealed tube
View Scheme
Multi-step reaction with 2 steps
1: tetrahydrofuran; toluene; water / 20 °C
2: triethylamine; [CuBr(PPh3)3] / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere; Schlenk technique
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C28H52N4O6Si2

C28H52N4O6Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.08 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C32H68N4O7Si2

C32H68N4O7Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.33 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C25H52N4O8Si2

C25H52N4O8Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.08 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C27H59N4O9PSi2

C27H59N4O9PSi2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C30H66N4O9Si3

C30H66N4O9Si3

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.33 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C29H55N9O6Si2

C29H55N9O6Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C52H110N8O12Si4

C52H110N8O12Si4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.33 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C50H98N8O12Si4

C50H98N8O12Si4

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcium hydride / tetrahydrofuran; water; toluene / 20 °C / Inert atmosphere; Schlenk technique
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.17 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C26H54N4O8Si2

C26H54N4O8Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 16 h / 85 °C / Inert atmosphere; Schlenk technique; Sealed tube
2: bromotris(triphenylphosphine)copper(I); triethylamine / tetrahydrofuran / 0.08 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme
bis-(3-triethoxysilylpropyl)amine
13497-18-2

bis-(3-triethoxysilylpropyl)amine

C29H55N9O6Si2

C29H55N9O6Si2

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / acetonitrile / 16 h / 85 °C / Inert atmosphere; Schlenk technique; Sealed tube
2: bromotris(triphenylphosphine)copper(I); triethylamine / N,N-dimethyl-formamide / 0.08 h / 100 °C / Inert atmosphere; Sealed tube; Microwave irradiation
View Scheme

Bis[3-(triethoxysilyl)propyl]amine Chemical Properties

IUPAC Name: 3-Triethoxysilyl-N-(3-triethoxysilylpropyl)propan-1-amine
Systematic of 1-Propanamine,3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]- (CAS NO.13497-18-2): Bis(3-triethoxysilylpropyl)amine ; EINECS 236-818-1
CAS NO: 13497-18-2
Molecular Formula of 1-Propanamine,3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]- (CAS NO.13497-18-2): C18H43NO6Si2
Molecular Weight: 425.7081
Molecular Structure:

Melting Point: <0°C 
Polar Surface Area: 58.62 Å2
Index of Refraction: 1.439
Molar Refractivity: 116.94 cm3
Molar Volume: 444.1 cm3
Surface Tension: 27 dyne/cm
Density of 1-Propanamine,3-(triethoxysilyl)-N-[3-(triethoxysilyl)propyl]- (CAS NO.13497-18-2): 0.958 g/cm3
Flash Point: 200.6 °C
Enthalpy of Vaporization: 66 kJ/mol
Boiling Point: 408 °C at 760 mmHg
Vapour Pressure: 7.22E-07 mmHg at 25°C

Bis[3-(triethoxysilyl)propyl]amine Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34 
R34: Causes burns.
Safety Statements: 26-28-36/37/39-45 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S28: After contact with skin, wash immediately with plenty of soap-suds. 
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection. 
S45: In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: 2735
TSCA: Yes

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