Product Name

  • Name

    N-[3-(Trimethoxysilyl)propyl]ethylenediamine

  • EINECS 217-164-6
  • CAS No. 1760-24-3
  • Article Data17
  • CAS DataBase
  • Density 0.975 g/cm3
  • Solubility reacts with water
  • Melting Point 0ºC
  • Formula C8H22N2O3Si
  • Boiling Point 272.2 ºC at 760 mmHg
  • Molecular Weight 222.36
  • Flash Point 108.1 ºC
  • Transport Information UN 3267 8/PG 2
  • Appearance colorless transparent liquid
  • Safety 26-39-61-37/39-24-36/37/39-23
  • Risk Codes 38-41-43-52/53-42/43-37/38
  • Molecular Structure Molecular Structure of 1760-24-3 (N-[3-(Trimethoxysilyl)propyl]ethylenediamine)
  • Hazard Symbols HarmfulXn,IrritantXi
  • Synonyms 1,2-Ethanediamine,N-[3-(trimethoxysilyl)propyl]- (9CI);(2-Aminoethyl)(3-(trimethoxysilyl)propyl)amine;DynasylanDAMO-T;Geniosil GF 9;N-(Aminoethyl)aminopropyltrimethoxysilane;N-b-Aminoethyl-g-aminopropyyltrimethoxysilane;Prosil 3128;SilaneA 0700;en-APTAS;g-(Ethylenediamino)propyltrimethoxysilane;N-(β-aminoethyl)-γ-aminopropyl]trimethoxysilane;[3-(2-Aminoethyl)Aminopropyl]Trimethoxysilane;
  • PSA 65.74000
  • LogP 0.89410

Synthetic route

ethylenediamine
107-15-3

ethylenediamine

3-Chloropropyltrimethoxysilan
2530-87-2

3-Chloropropyltrimethoxysilan

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

Conditions
ConditionsYield
Heating;90%
3-Chloropropyltrimethoxysilan
2530-87-2

3-Chloropropyltrimethoxysilan

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

Conditions
ConditionsYield
In ethylenediamine70.1%
methanol
67-56-1

methanol

C11H28N2O4Si

C11H28N2O4Si

A

2-ethoxy-ethanol
110-80-5

2-ethoxy-ethanol

B

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

Conditions
ConditionsYield
at 20℃; Kinetics; Equilibrium constant; Further Variations:; Temperatures;
phenyl isothiocyanate
103-72-0

phenyl isothiocyanate

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C22H32N4O3S2Si

C22H32N4O3S2Si

Conditions
ConditionsYield
In ethanol for 0.25h; Heating;100%
1-[(2-oxazepan-1-yl)carbonyl]azepan-2-one
19494-73-6

1-[(2-oxazepan-1-yl)carbonyl]azepan-2-one

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

A

caprolactam
105-60-2

caprolactam

B

C15H31N3O5Si

C15H31N3O5Si

Conditions
ConditionsYield
In toluene at 75℃; for 3h;A n/a
B 100%
2-Isocyanatoethyl methacrylate
30674-80-7

2-Isocyanatoethyl methacrylate

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

4,9-dioxo-5-(3-(trimethoxysilyl)propyl)-3,5,8,10-tetraazadodecane-1,12-diyl bis(2-methylacrylate)

4,9-dioxo-5-(3-(trimethoxysilyl)propyl)-3,5,8,10-tetraazadodecane-1,12-diyl bis(2-methylacrylate)

Conditions
ConditionsYield
at 55℃;100%
carbon disulfide
75-15-0

carbon disulfide

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C10H20N2O3S4Si(2-)*2Li(1+)

C10H20N2O3S4Si(2-)*2Li(1+)

Conditions
ConditionsYield
With lithium hydride In tetrahydrofuran for 2h; Heating;99%
N,N-Dimethylacrylamide
2680-03-7

N,N-Dimethylacrylamide

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C13H31N3O4Si

C13H31N3O4Si

Conditions
ConditionsYield
at 70 - 100℃; for 8.5h;98%
N,N-dimethyl-formamide dimethyl acetal
4637-24-5

N,N-dimethyl-formamide dimethyl acetal

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

1-[3-(trimethoxysilyl)propyl]-4,5-dihydro-1H-imidazole

1-[3-(trimethoxysilyl)propyl]-4,5-dihydro-1H-imidazole

Conditions
ConditionsYield
In toluene at 80℃; for 24h;98%
maleic anhydride
108-31-6

maleic anhydride

3-methyl-Δ4-tetrahydrophthalic anhydride
5333-84-6

3-methyl-Δ4-tetrahydrophthalic anhydride

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C17H32N2O6Si

C17H32N2O6Si

Conditions
ConditionsYield
In ethyl acetate at 50 - 60℃;97%
maleic anhydride
108-31-6

maleic anhydride

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

(E)3-{N-[3-(trimethoxysilyl)propylammonioethyl]carbamoyl}propenoate

(E)3-{N-[3-(trimethoxysilyl)propylammonioethyl]carbamoyl}propenoate

Conditions
ConditionsYield
In ethyl acetate at 50 - 60℃;97%
phthalic anhydride
85-44-9

phthalic anhydride

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C16H26N2O6Si

C16H26N2O6Si

Conditions
ConditionsYield
In ethyl acetate at 50 - 60℃;97%
carbon disulfide
75-15-0

carbon disulfide

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C10H20N2O3S4Si(2-)*2Na(1+)

C10H20N2O3S4Si(2-)*2Na(1+)

Conditions
ConditionsYield
With sodium hydride In tetrahydrofuran for 2h; Heating;96%
Trimethylsilanol
1066-40-6

Trimethylsilanol

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

1-[3-N-(2-aminoethyl)aminopropyl]-1,1-dimethoxy-3,3,3-trimethyldisiloxane
199327-09-8

1-[3-N-(2-aminoethyl)aminopropyl]-1,1-dimethoxy-3,3,3-trimethyldisiloxane

Conditions
ConditionsYield
at 20℃;95.5%
carbon disulfide
75-15-0

carbon disulfide

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C10H20N2O3S4Si(2-)*2K(1+)

C10H20N2O3S4Si(2-)*2K(1+)

Conditions
ConditionsYield
With potassium hydride In tetrahydrofuran for 2h; Heating;95%
{Bu2Sn(diethylmalonato)}x

{Bu2Sn(diethylmalonato)}x

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

{Bu2Sn(diethylmalonato)(γ-((aminoethyl)amino)propyl)trimethoxysilane}x

{Bu2Sn(diethylmalonato)(γ-((aminoethyl)amino)propyl)trimethoxysilane}x

Conditions
ConditionsYield
In dichloromethane dissolved together in dry CH2Cl2; evapn. in vac., oil crystd. after standing at 25°C for several days, recrystn. from CH2Cl2 at -30°C; elem. anal.;95%
toluene diisocyanate trimer
98474-79-4

toluene diisocyanate trimer

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C35H40N8O9Si

C35H40N8O9Si

Conditions
ConditionsYield
With dibutyltin dilaurate In tetrahydrofuran at 20℃; for 5h; Dry environment;95%
1-(2-chlorovinyl)benzene
622-25-3

1-(2-chlorovinyl)benzene

acetic acid
64-19-7

acetic acid

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

N'-aminoethyl-N-vinylbenzyl-N-aminopropylpolysiloxane hydroacetate

N'-aminoethyl-N-vinylbenzyl-N-aminopropylpolysiloxane hydroacetate

Conditions
ConditionsYield
Stage #1: [1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane With water In methanol for 1h;
Stage #2: 1-(2-chlorovinyl)benzene at 50 - 64℃; for 3h;
Stage #3: acetic acid With 2,6-di-tert-butyl-4-methyl-phenol; sodium methylate more than 3 stages;
94%
Stage #1: [1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane With water In methanol for 1h;
Stage #2: 1-(2-chlorovinyl)benzene at 50 - 64℃; for 3h;
Stage #3: acetic acid With 4-tert-Butylcatechol; sodium methylate more than 3 stages;
88%
Trimethylsilanol
1066-40-6

Trimethylsilanol

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

3-[3-N-(2-aminoethyl)aminopropyl]-3-methoxy-1,1,1,5,5,5-hexamethyltrisiloxane

3-[3-N-(2-aminoethyl)aminopropyl]-3-methoxy-1,1,1,5,5,5-hexamethyltrisiloxane

Conditions
ConditionsYield
Heating;92.5%
[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

n-hexadecanoyl chloride
112-67-4

n-hexadecanoyl chloride

[2-(N-hexadecanoylamino)ethyl]-[3-(trimethoxysilyl)propyl]ammonium chloride

[2-(N-hexadecanoylamino)ethyl]-[3-(trimethoxysilyl)propyl]ammonium chloride

Conditions
ConditionsYield
In dichloromethane Cooling with ice;92%
bis(2-hydroxyethyl)(2-hydroxybutyl)amine
4435-57-8

bis(2-hydroxyethyl)(2-hydroxybutyl)amine

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

1[N-(2-aminoethyl)aminopropyl]-3-ethylsilatrane

1[N-(2-aminoethyl)aminopropyl]-3-ethylsilatrane

Conditions
ConditionsYield
With potassium hydroxide In toluene for 3h; Heating;91.8%
acryloyl chloride
814-68-6

acryloyl chloride

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

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

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

Conditions
ConditionsYield
Stage #1: [1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane 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;
91.8%
ethanolamine
141-43-5

ethanolamine

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C11H31N5O3Si
1134640-03-1

C11H31N5O3Si

Conditions
ConditionsYield
Heating;91.3%
di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium
12092-47-6

di-μ-chloro-bis(1,5-cyclooctadiene)dirhodium

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

Rh(C8H12)(1+)*NH2(CH2)2NH(CH2)3Si(OCH3)3*Cl(1-)=Rh(C8H12)[NH2(CH2)2NH(CH2)3Si(OCH3)3]Cl
255390-98-8, 237428-36-3

Rh(C8H12)(1+)*NH2(CH2)2NH(CH2)3Si(OCH3)3*Cl(1-)=Rh(C8H12)[NH2(CH2)2NH(CH2)3Si(OCH3)3]Cl

Conditions
ConditionsYield
In dichloromethane (N2); stirring (room temp., 1 h); washing (hexane), dryig (vac.); elem. anal.;91%
n-dodecanoyl chloride
112-16-3

n-dodecanoyl chloride

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

[2-(N-dodecanoylamino)ethyl]-[3-(trimethoxysilyl)propyl]ammonium chloride

[2-(N-dodecanoylamino)ethyl]-[3-(trimethoxysilyl)propyl]ammonium chloride

Conditions
ConditionsYield
In dichloromethane Cooling with ice;90%
2-hydroxy-5-methoxybenzaldehyde
672-13-9

2-hydroxy-5-methoxybenzaldehyde

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-5-methoxysalicylaldimine
1293408-57-7

N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-5-methoxysalicylaldimine

Conditions
ConditionsYield
With formic acid In ethanol for 6h; Reflux;88%
4-(pyrrolidin-1-yl)benzaldehyde
51980-54-2

4-(pyrrolidin-1-yl)benzaldehyde

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

((4-pyrrolidin-1-yl)benzylidene)-3-(trimethoxysilyl)propylethane-1,2-diamine

((4-pyrrolidin-1-yl)benzylidene)-3-(trimethoxysilyl)propylethane-1,2-diamine

Conditions
ConditionsYield
In toluene for 4h; Inert atmosphere; Reflux;87%
2-methoxy-3-methylbenzaldehyde
824-42-0

2-methoxy-3-methylbenzaldehyde

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-3-methylsalicylaldimine
1293408-54-4

N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-3-methylsalicylaldimine

Conditions
ConditionsYield
With formic acid In ethanol for 6h; Reflux;85%
ruthenium(II) bis(triphenylphosphine) dichloride

ruthenium(II) bis(triphenylphosphine) dichloride

dichloromethane
75-09-2

dichloromethane

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

C44H52Cl2N2O3P2RuSi*CH2Cl2

C44H52Cl2N2O3P2RuSi*CH2Cl2

Conditions
ConditionsYield
Stage #1: ruthenium(II) bis(triphenylphosphine) dichloride; [1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane In tetrahydrofuran for 4h; Reflux; Inert atmosphere; Schlenk technique;
Stage #2: dichloromethane In hexane
85%
4-(4-morpholinyl)benzaldehyde
1204-86-0

4-(4-morpholinyl)benzaldehyde

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

(4-morpholinobenzylidene)-3-(trimethoxysilyl)propylethane-1,2-diamine

(4-morpholinobenzylidene)-3-(trimethoxysilyl)propylethane-1,2-diamine

Conditions
ConditionsYield
In toluene for 4h; Inert atmosphere; Reflux;85%
4′-[(4-formylphenoxy)methyl]biphenyl-2-carbonitrile
1430399-27-1

4′-[(4-formylphenoxy)methyl]biphenyl-2-carbonitrile

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

4'-((4-((1E)-9,9-dimethoxy-10-oxa-2,5-diaza-9-silaundec-1-en-1-yl)phenoxy)methyl)[1,1'-biphenyl]-2-carbonitrile

4'-((4-((1E)-9,9-dimethoxy-10-oxa-2,5-diaza-9-silaundec-1-en-1-yl)phenoxy)methyl)[1,1'-biphenyl]-2-carbonitrile

Conditions
ConditionsYield
In toluene Inert atmosphere; Schlenk technique; Dean-Stark; Reflux;85%
2-hydroxy-5-methylbenzaldehyde
613-84-3

2-hydroxy-5-methylbenzaldehyde

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane
1760-24-3

[1-(2-aminoethyl)-3-aminopropyl]trimethoxysilane

N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-5-methylsalicylaldimine
1293408-56-6

N-[N-(3-(trimethoxysilyl)propyl)ethylenediamine]-5-methylsalicylaldimine

Conditions
ConditionsYield
With formic acid In ethanol for 6h; Reflux;84%

N-[3-(Trimethoxysilyl)propyl]ethylenediamine Chemical Properties


IUPAC Name: N-(3-Trimethoxysilylpropyl)ethane-1,2-diamine
Molecular Formula: C8H22N2O3Si
Molecular Weight: 222.36 g/mol
SMILES: [Si](CCCNCCN)(OC)(OC)OC
InChI: InChI=1/C8H22N2O3Si/c1-11-14(12-2,13-3)8-4-6-10-7-5-9/h10H,4-9H2,1-3H3
EINECS: 217-164-6
Classification Code: Skin / Eye Irritant
Product Categories: Amino; Amino Silanes (Silane Coupling agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Si-O Compounds; Trialkoxysilanes; Adhesion Promoters; Amino Silanes; Coupling Agents; Dispersing Agents; Surface Modifiers; Silane series
Water Solubility: REACTS
Sensitive: Air & Moisture Sensitive
Index of Refraction: 1.441 
Molar Refractivity: 60.19 cm3 
Molar Volume: 227.9 cm
Polarizability: 23.86×10-24 cm3 
Surface Tension: 28.2 dyne/cm 
Density: 0.975 g/cm3 
Flash Point: 108.1 °C 
Enthalpy of Vaporization: 51.05 kJ/mol 
Boiling Point: 272.2 °C at 760 mmHg 
Vapour Pressure of Z 6020 (CAS NO.1760-24-3): 0.00616 mmHg at 25 °C

N-[3-(Trimethoxysilyl)propyl]ethylenediamine Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intravenous 180mg/kg (180mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#03517,
rabbit LDLo skin 16mL/kg (16mL/kg)   Union Carbide Data Sheet. Vol. 4/2/1971,
rat LD50 oral 7460uL/kg (7.46mL/kg)   Union Carbide Data Sheet. Vol. 4/2/1971,

N-[3-(Trimethoxysilyl)propyl]ethylenediamine Consensus Reports

Reported in EPA TSCA Inventory.

N-[3-(Trimethoxysilyl)propyl]ethylenediamine Safety Profile

Poison by intravenous route. Mildly toxic by ingestion and skin contact. A skin and severe eye irritant. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes: HarmfulXn,IrritantXi
Risk Statements: 38-41-43-52/53-42/43-37/38 
R38:Irritating to skin. 
R41:Risk of serious damage to the eyes. 
R43:May cause sensitization by skin contact. 
R52/53:Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. 
R42/43:May cause sensitization by inhalation and skin contact. 
R37/38:Irritating to respiratory system and skin.
Safety Statements: 26-39-61-37/39-24-36/37/39-23 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S39:Wear eye / face protection. 
S61:Avoid release to the environment. Refer to special instructions / safety data sheets. 
S37/39:Wear suitable gloves and eye/face protection. 
S24:Avoid contact with skin. 
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection. 
S23:Do not breathe vapour.
RIDADR: UN 3267 8/PG 2
WGK Germany: 3
RTECS: KV7400000
F: 1-10
TSCA: Yes
HazardClass: 8
PackingGroup of Z 6020 (CAS NO.1760-24-3): III

N-[3-(Trimethoxysilyl)propyl]ethylenediamine Specification

 Z 6020 (CAS NO.1760-24-3), its Synonyms are AAS-M ; AP 132 ; Dow corning Z-6020 silane ; N-(3-Trimethoxysilylpropyl)-ethylenediamine ; 1,2-Ethanediamine, N-(3-(trimethoxysilyl)propyl)- ; 1,2-Ethanediamine, N1-(3-(trimethoxysilyl)propyl)- ; Ethylenediamine, N-(3-(trimethoxysilyl)propyl)- ; N-(3-(Trimethoxysilyl)propyl)-1,2-ethanediamine ; Silane, (3-(2-aminoethyl)aminopropyl)trimethoxy- . It is colorless transparent liquid.

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