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Bis(triethoxysilylpropyl) disulfide
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Name

Bis(triethoxysilylpropyl) disulfide

 EINECS 260-350-7
CAS No. 56706-10-6 Density 1.024 g/cm3
PSA 105.98000 LogP 5.24480
Solubility 14-1000000000μg/L at 20℃ Melting Point oC
Formula C18H42O6S2Si2 Boiling Point 443.5 °C at 760 mmHg
Molecular Weight 474.831 Flash Point 222.1 °C
Transport Information N/A Appearance Yellowish clear liquid
Safety 26-36/37/39 Risk Codes 20/21/22-36/37/38
Molecular Structure Molecular Structure of 56706-10-6 (Bis(triethoxysilylpropyl) disulfide) Hazard Symbols N/A
Synonyms

3,3'-Bis(triethoxysilylpropyl)disulfide;Bis[g-(triethoxysilyl)propyl]disulfide;Cabrus 2A;Degussa Si 75;KBE 886B;SCA 985;SIB 1824.6;Si 266;Si266/2;Si 75;Si 75 (sulfide);Silquest A 1589;Struktol 985;

Article Data 20

Bis(triethoxysilylpropyl) disulfide Synthetic route

5089-70-3

(3-chloropropyl)triethoxysilane

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium sulfide; sodium polysulfide In ethanol at 78℃; Product distribution / selectivity;95.7%
With N2; sodium sulfide nonahydrate; hydrogen sulfide; sodium disulfide In water; toluene
With sodium hydrogen sulfide; tetrabutylammomium bromide; sulfur; sodium hydroxide In n-heptane; water at 75 - 95℃; for 0.5h;
5089-70-3

(3-chloropropyl)triethoxysilane

A

14814-09-6

3-Mercaptopropyltriethoxysilane

B

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium hydrogen sulfate; sodium hydrogensulfide; tetrabutylammomium bromide In water at 75℃; for 5.63333h;A 84%
B 2.7 %Chromat.
C 0.7 %Chromat.
With sodium hydrogensulfide; sulfur; tetrabutylammomium bromide In water at 70 - 94℃; for 3h;A 66.7 %Chromat.
B 3.37 %Chromat.
C 27.9 %Chromat.
With hydrogenchloride; sodium hydrogensulfide; tetrabutylammomium bromide In water at 65 - 70℃; under 760.051 Torr; for 5.25h;A 91.0 %Chromat.
B 1.99 %Chromat.
C 2.34 %Chromat.
2550-04-1

allyltriethoxysilane

A

14814-09-6

3-Mercaptopropyltriethoxysilane

B

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With hydrogen sulfide under 760 Torr; for 2.5h; Irradiation; Yield given;
5089-70-3

(3-chloropropyl)triethoxysilane

A

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

B

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

C

56706-11-7

4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane

D

bis(triethoxysilylpropyl)penta-sulphane

Conditions
ConditionsYield
With sodium oligosulfide In 1,2-dimethoxyethane for 1h; Heating; Further byproducts given;
5089-70-3

(3-chloropropyl)triethoxysilane

A

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

B

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium sulfide; sodium hydrogensulfide; tetrabutylammomium bromide In water at 70 - 82℃; for 3h;A 9.6 %Chromat.
B 17.82 %Chromat.
5089-70-3

(3-chloropropyl)triethoxysilane

A

158588-47-7

C14H32Cl2O5Si2

B

C14H34O5S2Si2

C

14814-09-6

3-Mercaptopropyltriethoxysilane

D

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

E

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium hydrogensulfide In ethanol at 90 - 100℃; for 2 - 4h; Conversion of starting material;
...Expand
135795-91-4

(3-chloropropyl)-diethoxy-chlorosilane

87765-00-2

(3-chloropropyl)-ethoxy-dichlorosilane

64-17-5

ethanol

2550-06-3

3-chloropropyltrichlorosilane

5089-70-3

(3-chloropropyl)triethoxysilane

A

14814-09-6

3-Mercaptopropyltriethoxysilane

B

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium sulfide at 50 - 102℃; for 3h; Product distribution / selectivity;
With sodium hydrogensulfide at 50 - 111℃; for 4.25h; Conversion of starting material;
Stage #1: (3-chloropropyl)-diethoxy-chlorosilane; (3-chloropropyl)-ethoxy-dichlorosilane; ethanol; 3-chloropropyltrichlorosilane; (3-chloropropyl)triethoxysilane With sodium hydrogensulfide at 30 - 110℃; for 3.25h;
Stage #2: With formic acid In ethanol at 50 - 57℃; for 0.25h; Conversion of starting material;
...Expand
64-17-5

ethanol

2550-06-3

3-chloropropyltrichlorosilane

5089-70-3

(3-chloropropyl)triethoxysilane

A

158588-47-7

C14H32Cl2O5Si2

B

C14H34O5S2Si2

C

14814-09-6

3-Mercaptopropyltriethoxysilane

D

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

E

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium hydrogensulfide at 90 - 100℃; for 2 - 4h; Conversion of starting material;
...Expand
64-17-5

ethanol

2550-06-3

3-chloropropyltrichlorosilane

5089-70-3

(3-chloropropyl)triethoxysilane

A

14814-09-6

3-Mercaptopropyltriethoxysilane

B

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

Conditions
ConditionsYield
With sodium sulfide at -10 - 120℃; under 2400.24 Torr; for 2 - 5.33333h; Product distribution / selectivity;
With sodium hydrogensulfide at 93 - 96℃; for 2h; Conversion of starting material;
...Expand
5089-70-3

(3-chloropropyl)triethoxysilane

A

[(MeO)3Si(CH2)3]2S6

B

[(EtO)3Si(CH2)3]2S7

C

[(EtO)3Si(CH2)3]2S8

D

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

E

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

F

56706-10-6

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane

G

56706-11-7

4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane

H

bis(triethoxysilylpropyl)penta-sulphane

Conditions
ConditionsYield
Stage #1: (3-chloropropyl)triethoxysilane With sulfur at 80℃;
Stage #2: With sodium trisulfide; tetrabutylammomium bromide In water at 80 - 90℃; for 3.66667h; Product distribution / selectivity;
Stage #1: (3-chloropropyl)triethoxysilane With sulfur at 80℃;
Stage #2: With sodium sulfide; tetrabutylammomium bromide In water at 80 - 90℃; for 3.66667h; Product distribution / selectivity;
...Expand

Bis(triethoxysilylpropyl) disulfide Specification

The 3,14-Dioxa-8,9-dithia-4,13-disilahexadecane,4,4,13,13-tetraethoxy- is an organic compound with the formula C18H42O6S2Si2. The IUPAC name of this chemical is triethoxy-[3-(3-triethoxysilylpropyldisulfanyl)propyl]silane. With the CAS registry number 56706-10-6, it is also named as 4,4,13,13-Tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane. The product's categories are Industrial/Fine Chemicals; Sulfur; Adhesion Promoters; Coupling Agents; Dispersing Agents; Sulfur Silanes; Surface Modifiers.

Physical properties about 3,14-Dioxa-8,9-dithia-4,13-disilahexadecane,4,4,13,13-tetraethoxy- are: (1)ACD/LogP: 5.85; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.85; (4)ACD/LogD (pH 7.4): 5.85; (5)ACD/BCF (pH 5.5): 16367.72; (6)ACD/BCF (pH 7.4): 16367.72; (7)ACD/KOC (pH 5.5): 36137.66; (8)ACD/KOC (pH 7.4): 36137.66; (9)#H bond acceptors: 6; (10)#Freely Rotating Bonds: 21; (11)Polar Surface Area: 105.98 Å2; (12)Index of Refraction: 1.47; (13)Molar Refractivity: 129.34 cm3; (14)Molar Volume: 463.2 cm3; (15)Polarizability: 51.27×10-24cm3; (16)Surface Tension: 30.1 dyne/cm; (17)Density: 1.024 g/cm3; (18)Flash Point: 222.1 °C; (19)Enthalpy of Vaporization: 67.42 kJ/mol; (20)Boiling Point: 443.5 °C at 760 mmHg; (21)Vapour Pressure: 1.2E-07 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
It is harmful by inhalation, in contact with skin and if swallowed. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. Besides, this chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable gloves and eye/face protection.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC)[Si](OCC)(OCC)CCCSSCCC[Si](OCC)(OCC)OCC
(2)InChI: InChI=1/C18H42O6S2Si2/c1-7-19-27(20-8-2,21-9-3)17-13-15-25-26-16-14-18-28(22-10-4,23-11-5)24-12-6/h7-18H2,1-6H3
(3)InChIKey: FBBATURSCRIBHN-UHFFFAOYAS
(4)Std. InChI: InChI=1S/C18H42O6S2Si2/c1-7-19-27(20-8-2,21-9-3)17-13-15-25-26-16-14-18-28(22-10-4,23-11-5)24-12-6/h7-18H2,1-6H3
(5)Std. InChIKey: FBBATURSCRIBHN-UHFFFAOYSA-N

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