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Bis[3-(triethoxysilyl)propyl]tetrasulfide
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Name

Bis[3-(triethoxysilyl)propyl]tetrasulfide

 EINECS 254-896-5
CAS No. 40372-72-3 Density 1.097 g/cm3
PSA 156.58000 LogP 6.54120
Solubility Miscible with toluene, primary alcohols, ketones, benzene, chlorinated hydrocarbons, acetonitrile, dimethylformaminde and dimethysulfoxide. Immiscible with water. Melting Point N/A
Formula C18H42O6S4Si2 Boiling Point 509.6 °C at 760 mmHg
Molecular Weight 538.963 Flash Point 262 °C
Transport Information N/A Appearance Yellowish clear liquid
Safety 23-24/25 Risk Codes N/A
Molecular Structure Molecular Structure of 40372-72-3 (Bis[3-(triethoxysilyl)propyl]tetrasulfide) Hazard Symbols IrritantXi
Synonyms

3,3'-Bis(triethoxysilylpropyl)tetrasulfide;4,4,15,15-Tetraethoxy-3,16-dioxa-8,9,10,11-tetrathia-4,15-disilaoctadecane;A 1289;B 2494;Bis[g-(triethoxysilyl)propyl] tetrasulfide;Cabrus 4;Degussa Si 69;EF 60;EF 60 (coupling agent);KBE 846;KBE 849;KH 845-4;KH846;MB 69;SCA 98;Silquest A 1289;TESPT;TM 69;Unisilan 41;WD 40;WD 40 (coupling agent);Z 6940;

Article Data 15

Bis[3-(triethoxysilyl)propyl]tetrasulfide Synthetic route

5089-70-3

(3-chloropropyl)triethoxysilane

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

Conditions
ConditionsYield
With sodium polysulfide In ethanol at 78℃; Product distribution / selectivity;97.8%
With sodium sulfide; sodium hydrogencarbonate; sulfur In ethanol; water
With sodium sulfide; sulfur In ethanol; toluene for 4h; Reflux; Green chemistry;
With sodium sulfide; sodium borate; dodecyltrimethylammonium bromide; sulfur; potassium iodide In water at 40 - 55℃; for 1h; Temperature; Reagent/catalyst;
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

[(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
5089-70-3

(3-chloropropyl)triethoxysilane

A

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

B

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

C

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

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

F

56706-11-7

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

G

bis(triethoxysilylpropyl)penta-sulphane

Conditions
ConditionsYield
Stage #1: (3-chloropropyl)triethoxysilane With sulfur In toluene at 80℃;
Stage #2: With tetrabutylammomium bromide; sulfur In water; toluene at 80 - 85℃; for 5.58333h; Product distribution / selectivity;
With sodium sulfide; tetrabutylammomium bromide; sulfur In water at 80 - 90℃; for 6.66667h; Product distribution / selectivity;
Stage #1: (3-chloropropyl)triethoxysilane With sodium sulfide; tetrabutylammomium bromide; sulfur In water at 80 - 90℃; for 8.66667h;
Stage #2: With tetrabutylammomium bromide; sulfur In water; toluene at 80 - 85℃; for 5.58333h; Product distribution / selectivity;
Stage #1: (3-chloropropyl)triethoxysilane With sulfur In toluene at 80℃;
Stage #2: With sodium sulfide; tetrabutylammomium bromide In water; toluene at 90 - 95℃; for 5.75h; Product distribution / selectivity;
...Expand
5089-70-3

(3-chloropropyl)triethoxysilane

A

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

B

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

C

60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

D

56706-10-6

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

E

56706-11-7

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

F

bis(triethoxysilylpropyl)penta-sulphane

Conditions
ConditionsYield
With sodium sulfide; tetrabutylammomium bromide; sulfur In water at 80 - 90℃; for 5.66667h; Product distribution / selectivity;
Stage #1: (3-chloropropyl)triethoxysilane With tetrabutylammomium bromide; sulfur at 80℃;
Stage #2: With sodium sulfide; tetrabutylammomium bromide In water at 70 - 80℃; for 5.83333h; 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 5.58333h; Product distribution / selectivity;
Stage #1: (3-chloropropyl)triethoxysilane With tetrabutylammomium bromide In water at 80℃;
Stage #2: With sodium sulfide; sulfur In water at 70 - 80℃; for 5.66667h; Product distribution / selectivity;
...Expand

triethoxysilylpropyl chloride

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

Conditions
ConditionsYield
With disodium tetrasulfide In ethanol
With sodium sulfide; hydrogen sulfide In ethanol
7787-88-4

(n-pr-1-Cl)SiCl3

triethoxysilylpropyl chloride

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

Conditions
ConditionsYield
With disodium tetrasulfide In ethanol
With sodium sulfide; hydrogen sulfide In ethanol
With disodium tetrasulfide In ethanol
With disodium tetrasulfide In ethanol

sodium tetrasulfide

5089-70-3

(3-chloropropyl)triethoxysilane

40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

Conditions
ConditionsYield
With sodium sulfide nonahydrate; hydrogen sulfide; nitrogen In water; toluene
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

Conditions
ConditionsYield
With sodium hydrogen sulfide monohydrate; sodium carbonate; sulfur; sodium hydroxide In ethanol; water at 65 - 75℃; Product distribution / selectivity;
With sodium hydrogen sulfide monohydrate; sodium carbonate; sulfur; sodium hydroxide In ethanol; water at 65 - 75℃; Product distribution / selectivity;
40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

111-46-6

diethylene glycol

1036978-38-7

bis[tri(hydroxydiethyleneoxy)silylpropyl] tetrasulfide

Conditions
ConditionsYield
With sodium ethanolate In ethanol at 150℃; under 20 Torr; for 2h;99%

Bis[3-(triethoxysilyl)propyl]tetrasulfide Specification

The Bis[3-(triethoxysilyl)propyl]tetrasulfide is an organic compound with the formula C18H42O6S4Si2. The IUPAC name of this chemical is triethoxy-[3-(3-triethoxysilylpropyltetrasulfanyl)propyl]silane. With the CAS registry number 40372-72-3, it is also named as 4,4,15,15-Tetraethoxy-3,16-dioxa-8,9,10,11-tetrathia-4,15-disilaoctadecane. The product's categories are Industrial/Fine Chemicals; Sulfur; Adhesion Promoters; Coupling Agents; Dispersing Agents; Sulfur Silanes; Surface Modifiers. Besides, it is a yellowish clear liquid, which should be stored in a closed cool and dry place. It is widely used in radial tires and rubber tire tread, carcass, tire wall, solid rubber tires and other rubber products.

Physical properties about Bis[3-(triethoxysilyl)propyl]tetrasulfide are: (1)ACD/LogP: 8.04; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): 8.04; (4)ACD/LogD (pH 7.4): 8.04; (5)ACD/BCF (pH 5.5): 757450.06; (6)ACD/BCF (pH 7.4): 757450.06; (7)ACD/KOC (pH 5.5): 562356.13; (8)ACD/KOC (pH 7.4): 562356.13; (9)#H bond acceptors: 6; (10)#Freely Rotating Bonds: 23; (11)Polar Surface Area: 156.58 Å2; (12)Index of Refraction: 1.503; (13)Molar Refractivity: 145.33 cm3; (14)Molar Volume: 491.1 cm3; (15)Polarizability: 57.61×10-24cm3; (16)Surface Tension: 34.1 dyne/cm; (17)Density: 1.097 g/cm3; (18)Flash Point: 262 °C; (19)Enthalpy of Vaporization: 75.07 kJ/mol; (20)Boiling Point: 509.6 °C at 760 mmHg; (21)Vapour Pressure: 5.34E-10 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
When you are using it, avoid contact with skin and eyes and do not breathe gas/fumes/vapour/spray (appropriate wording to be specified by the manufacturer).

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC)[Si](OCC)(OCC)CCCSSSSCCC[Si](OCC)(OCC)OCC
(2)InChI: InChI=1/C18H42O6S4Si2/c1-7-19-29(20-8-2,21-9-3)17-13-15-25-27-28-26-16-14-18-30(22-10-4,23-11-5)24-12-6/h7-18H2,1-6H3
(3)InChIKey: VTHOKNTVYKTUPI-UHFFFAOYAN
(4)Std. InChI: InChI=1S/C18H42O6S4Si2/c1-7-19-29(20-8-2,21-9-3)17-13-15-25-27-28-26-16-14-18-30(22-10-4,23-11-5)24-12-6/h7-18H2,1-6H3
(5)Std. InChIKey: VTHOKNTVYKTUPI-UHFFFAOYSA-N

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