Product Name

  • Name

    1,3-Bis(3-aminopropyl)tetramethyldisiloxane

  • EINECS 219-588-7
  • CAS No. 2469-55-8
  • Article Data12
  • CAS DataBase
  • Density 0.891 g/cm3
  • Solubility Slightly soluble in water.
  • Melting Point
  • Formula C10H28N2OSi2
  • Boiling Point 258.721 °C at 760 mmHg
  • Molecular Weight 248.516
  • Flash Point 110.271 °C
  • Transport Information UN 3267 8/PG 2
  • Appearance
  • Safety 26-28-36/37/39-45
  • Risk Codes 34
  • Molecular Structure Molecular Structure of 2469-55-8 (1,3-Bis(3-aminopropyl)tetramethyldisiloxane)
  • Hazard Symbols CorrosiveC
  • Synonyms 1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyl-1,3-disiloxane;1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane;1,3-Bis(3-aminopropyl)tetramethyldisiloxane;1,3-Bis(aminopropyl)-1,1,3,3-tetramethyldisiloxane;TSL 9306;1,3-Bis(g-aminopropyl)tetramethyldisiloxane;B 1710;BY 16-871EG;H-PAM;PAM-E (siloxane);5-Oxa-4,6-disilanonane-1,9-diamine,4,4,6,6-tetramethyl- (6CI,7CI,8CI);
  • PSA 61.27000
  • LogP 3.51140

Synthetic route

methanol
67-56-1

methanol

bis(trimethylsilylaminopropyl)tetramethyldisiloxane
151565-10-5

bis(trimethylsilylaminopropyl)tetramethyldisiloxane

bis(hexamethyldisilylaminopropyl)tetramethyldisiloxane
59384-10-0

bis(hexamethyldisilylaminopropyl)tetramethyldisiloxane

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
for 2h; Product distribution / selectivity; Heating / reflux;A n/a
B 94.1%
bis(methylcarbamatopropyl)tetra-methyldisiloxane
1070740-24-7

bis(methylcarbamatopropyl)tetra-methyldisiloxane

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
Stage #1: bis(methylcarbamatopropyl)tetra-methyldisiloxane With water; sulfuric acid at 100℃; for 16h;
Stage #2: With sodium hydroxide In water Product distribution / selectivity;
94%
bis(trimethylsilylaminopropyl)tetramethyldisiloxane
151565-10-5

bis(trimethylsilylaminopropyl)tetramethyldisiloxane

bis(hexamethyldisilylaminopropyl)tetramethyldisiloxane
59384-10-0

bis(hexamethyldisilylaminopropyl)tetramethyldisiloxane

A

Hexamethyldisiloxane
107-46-0

Hexamethyldisiloxane

B

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With water at 78 - 80℃; for 1h; Product distribution / selectivity;A n/a
B 92.7%
silyl carbamate

silyl carbamate

tetramethyldivinyldisiloxane
2627-95-4

tetramethyldivinyldisiloxane

platinum
7440-06-4

platinum

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
chloroplatinic acid84%
1,1,3,3-Tetramethyldisiloxane
3277-26-7

1,1,3,3-Tetramethyldisiloxane

1-amino-2-propene
107-11-9

1-amino-2-propene

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
at 80 - 110℃; under 3750.38 Torr; for 6h; Concentration; Pressure; Temperature; Inert atmosphere;80.56%
1,1,3,3-Tetramethyldisiloxane
3277-26-7

1,1,3,3-Tetramethyldisiloxane

allylaminotrimethylsilane

allylaminotrimethylsilane

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With platinum(0)-1,3-divinyl-1,1,3,3-tetramethyldisiloxane complex at 95 - 125℃; Inert atmosphere;58%
allylamino-trimethyl-silane
10519-97-8

allylamino-trimethyl-silane

1,1,3,3-Tetramethyldisiloxane
3277-26-7

1,1,3,3-Tetramethyldisiloxane

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With dihydrogen hexachloroplatinate; ethanol
(3-aminopropyl)(ethoxy)dimethylsilane
18306-79-1

(3-aminopropyl)(ethoxy)dimethylsilane

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With potassium hydroxide
α,ω-Bis-(2-cyan-ethyl)-tetramethyldisiloxan
2603-88-5

α,ω-Bis-(2-cyan-ethyl)-tetramethyldisiloxan

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With hydrogen; Co catalyst
chloropropyl(dimethyl)ethoxysilane
13508-63-9

chloropropyl(dimethyl)ethoxysilane

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NH3
2: aqueous KOH
View Scheme
(3-chloropropyl)dimethylchlorosilane
10605-40-0

(3-chloropropyl)dimethylchlorosilane

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: NH3
3: aqueous KOH
View Scheme
C28H40N2O5Si2

C28H40N2O5Si2

A

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

B

coumarin
91-64-5

coumarin

Conditions
ConditionsYield
In methanol UV-irradiation;
C26H32N2O5Si2

C26H32N2O5Si2

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 70 - 110℃; for 4h; Inert atmosphere;11.9 g
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

acrylic acid methyl ester
292638-85-8

acrylic acid methyl ester

C26H52N2O9Si2
1266558-39-7

C26H52N2O9Si2

Conditions
ConditionsYield
In methanol at 50℃; for 48h;99%
In methanol at 50℃; for 48h;96%
In methanol at 50℃; for 48h; Michael condensation; Inert atmosphere;95%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

acrylonitrile
107-13-1

acrylonitrile

C22H40N6OSi2

C22H40N6OSi2

Conditions
ConditionsYield
In methanol at 50℃; for 48h;99%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

3-methoxy-2-hydroxybenzaldehyde
148-53-8

3-methoxy-2-hydroxybenzaldehyde

C26H40N2O5Si2

C26H40N2O5Si2

Conditions
ConditionsYield
In methanol; chloroform at 20℃; for 8h; Reflux;98%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride
129-64-6

3,6-endomethylene-1,2,3,6-tetrahydrophthalic anhydride

nadic anhydride

nadic anhydride

Conditions
ConditionsYield
In N,N-dimethyl acetamide at 20℃; for 6h; Inert atmosphere;97.2%
isatoic anhydride
118-48-9

isatoic anhydride

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

1,3-bis<3-(2-aminobenzamido)propyl>-1,1,3,3-tetramethyldisiloxane

1,3-bis<3-(2-aminobenzamido)propyl>-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;96%
thiophosgene
463-71-8

thiophosgene

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

1,3-bis(3-isothiocyanatopropyl)-1,1,3,3-tetramethyldisiloxane

1,3-bis(3-isothiocyanatopropyl)-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
With sodium hydrogencarbonate In dichloromethane; water at 20℃; for 2.5h; Reflux;95%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

salicylaldehyde
90-02-8

salicylaldehyde

C24H36N2O3Si2

C24H36N2O3Si2

Conditions
ConditionsYield
In methanol for 10h; Reflux;95%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

(fluorenylmethoxy)carbonyl chloride
28920-43-6

(fluorenylmethoxy)carbonyl chloride

bis((9H-fluoren-9-yl)methyl) ((1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(propane-3,1-diyl))dicarbamate

bis((9H-fluoren-9-yl)methyl) ((1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(propane-3,1-diyl))dicarbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1h;95%
3,5-Dibromosalicylaldehyde
90-59-5

3,5-Dibromosalicylaldehyde

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

C24H32Br4N2O3Si2

C24H32Br4N2O3Si2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;95%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

2,3-dihydroxybenzaldehyde
24677-78-9

2,3-dihydroxybenzaldehyde

C24H36N2O5Si2

C24H36N2O5Si2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h;95%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

3,5-dichlorosalicyclaldehyde
90-60-8

3,5-dichlorosalicyclaldehyde

C24H32Cl4N2O3Si2

C24H32Cl4N2O3Si2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h; Kinetics;95%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

4-methyl-benzaldehyde
104-87-0

4-methyl-benzaldehyde

{3-[1,1,3,3-tetramethyl-3-(3-{[1-p-tolylmeth-(E)-ylidene]amino}propyl)disiloxanyl]propyl}-[1-p-tolylmeth-(E)-ylidene]amine

{3-[1,1,3,3-tetramethyl-3-(3-{[1-p-tolylmeth-(E)-ylidene]amino}propyl)disiloxanyl]propyl}-[1-p-tolylmeth-(E)-ylidene]amine

Conditions
ConditionsYield
With magnesium sulfate In dichloromethane at 20℃;92%
2-pyrrole aldehyde
1003-29-8

2-pyrrole aldehyde

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

N,N'-bis(pyrrol-2-ylmethylene)tetramethyldisiloxane-1,3-bis(propanamine)
1421633-91-1

N,N'-bis(pyrrol-2-ylmethylene)tetramethyldisiloxane-1,3-bis(propanamine)

Conditions
ConditionsYield
In methanol at 20℃; for 3.16667h; Reflux;91%
2-furancarbonyl chloride
527-69-5

2-furancarbonyl chloride

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

C20H32N2O5Si2

C20H32N2O5Si2

Conditions
ConditionsYield
With dmap; triethylamine In dichloromethane at 20℃; for 24h; Cooling with ice;90%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

2-hydroxy-5-methylbenzaldehyde
613-84-3

2-hydroxy-5-methylbenzaldehyde

C26H40N2O3Si2

C26H40N2O3Si2

Conditions
ConditionsYield
In ethanol; chloroform for 4h; Reflux;90%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

benzenesulfonyl chloride
98-09-9

benzenesulfonyl chloride

N,N’-((1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(propane-3,1-diyl))dibenzenesulfonamide

N,N’-((1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(propane-3,1-diyl))dibenzenesulfonamide

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;89%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

4-(diphenylamino)benzaldehyde
4181-05-9

4-(diphenylamino)benzaldehyde

C48H54N4OSi2

C48H54N4OSi2

Conditions
ConditionsYield
In dichloromethane at 20℃; for 24h; Molecular sieve;86%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

C94H196N10O25Si10

C94H196N10O25Si10

C166H388N26O25Si26

C166H388N26O25Si26

Conditions
ConditionsYield
In methanol at 50℃; for 168h;81%
In methanol
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride
128-69-8

perylene-3,4,9,10-tetracarboxylic acid 3,4:9,10-dianhydride

C44H60N4O6Si4
1272671-23-4

C44H60N4O6Si4

Conditions
ConditionsYield
With zinc(II) acetate dihydrate In quinoline at 100 - 160℃; for 12h;80%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

trimellitic Anhydride
552-30-7

trimellitic Anhydride

1,3-bis(3-trimellitylimidopropyl)tetramethyldisiloxane
915101-62-1

1,3-bis(3-trimellitylimidopropyl)tetramethyldisiloxane

Conditions
ConditionsYield
In N,N-dimethyl-formamide for 3h; Reflux;80%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

C26H52N2O9Si2
1266558-39-7

C26H52N2O9Si2

C62H148N10O9Si10

C62H148N10O9Si10

Conditions
ConditionsYield
In methanol at 50℃; for 168h;80%
In methanol
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

isobutyryl chloride
79-30-1

isobutyryl chloride

N,N′-((1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(propane-3,1-diyl))bis(2-methylpropanamide)

N,N′-((1,1,3,3-tetramethyldisiloxane-1,3-diyl)bis(propane-3,1-diyl))bis(2-methylpropanamide)

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 20℃; for 1h;80%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

1,3-bis(3-ammoniumpropyl)tetramethyldisiloxane nitrate

1,3-bis(3-ammoniumpropyl)tetramethyldisiloxane nitrate

Conditions
ConditionsYield
With copper(II) nitrate trihydrate; 4(5)formylimidazole In methanol; dichloromethane at 75℃; for 4h;80%
1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

2,4-Dihydroxybenzaldehyde
95-01-2

2,4-Dihydroxybenzaldehyde

C24H36N2O5Si2
648441-58-1

C24H36N2O5Si2

Conditions
ConditionsYield
In methanol for 10h; Reflux;76.7%
5-Chloroisatoic anhydride
4743-17-3

5-Chloroisatoic anhydride

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane
2469-55-8

1,3-bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane

1,3-bis<3-(5-chloro-2-aminobenzamido)propyl>-1,1,3,3-tetramethyldisiloxane

1,3-bis<3-(5-chloro-2-aminobenzamido)propyl>-1,1,3,3-tetramethyldisiloxane

Conditions
ConditionsYield
In ethanol for 2h; Ambient temperature;74%

1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane Chemical Properties

Product Name: Oxybis((3-aminopropyl)dimethylsilane) (2469-55-8)


Molecular Formula: C10H28N2OSi2
Molecular Weight: 248.51g/mol
Mol File: 2469-55-8.mol
Einecs: 219-588-7
Boiling point: 132 °C11 mm Hg(lit.)
Storage Temperature: 2-8°C
Flash Point: 91°C
Density: 0.901 g/mL at 20 °C(lit.)
Product Categories: Si(classes of silicon compounds) ; Siloxanes ; Si-o compounds
Synonyms of  Oxybis((3-aminopropyl)dimethylsilane) (2469-55-8): 1,3-Bis(aminopropyl)tetramethyldisiloxane ; 1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane ; 1,3-Bis(3-aminopropyl)tetramethyldisiloxane ; Bis(3-aminopropyl)tetramethyldisiloxane ; Bis(aminopropyl)tetramethyldisiloxane ; Tetramethyl-1,3-bis(3-aminopropyl)disiloxane ; 1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyl-disiloxan ; 1,3-Bis(3-aminopropyl)tetramethyldislloxane.

1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 80mg/kg (80mg/kg)   Russian Chemical Reviws Vol. 38, Pg. 975, 1969.
rabbit LD skin > 2gm/kg (2000mg/kg)   National Technical Information Service. Vol. OTS0535667,
rat LDLo oral 500mg/kg (500mg/kg)   National Technical Information Service. Vol. OTS0535667,

1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane Consensus Reports

Reported in EPA TSCA Inventory.

1,3-Bis(3-aminopropyl)-1,1,3,3-tetramethyldisiloxane Safety Profile

Poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.Safety Information of Oxybis((3-aminopropyl)dimethylsilane) (2469-55-8):
Hazard Codes: C
Risk Statements: 34 
34:  Causes burns
Safety Statements: 26-28-36/37/39-45
26:  In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
28:  After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer)
36:  Wear suitable protective clothing 
37:  Wear suitable gloves 
39:  Wear eye/face protection
45:  In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)

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