Product Name

  • Name

    3-Mercaptopropyltriethoxysilane

  • EINECS 238-883-1
  • CAS No. 14814-09-6
  • Article Data24
  • CAS DataBase
  • Density 0.969 g/cm3
  • Solubility Hydrolyzes slowly in water.
  • Melting Point
  • Formula C9H22O3SSi
  • Boiling Point 242.2 °C at 760 mmHg
  • Molecular Weight 238.423
  • Flash Point 100.3 °C
  • Transport Information
  • Appearance Clear to straw liquid with unpleasant odor of sulfide
  • Safety 26-36
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 14814-09-6 (3-Mercaptopropyltriethoxysilane)
  • Hazard Symbols IrritantXi
  • Synonyms Triethoxy(3-mercaptopropyl)silane;VP-Si 263;(3-Mercaptopropyl)triethoxysilane;3-(Triethoxysilyl)propyl mercaptan;A 1891;Dynasylan 3201;HD 113;KH 580;Silquest A 1891;
  • PSA 66.49000
  • LogP 2.35470

Synthetic route

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With sodium hydrogen sulfide; sodium ethanolate; sodium iodide; N,N,N',N'-tetramethylguanidine In ethanol; N,N-dimethyl-formamide; butanone at 60 - 70℃; under 2625.26 Torr; for 6h; Temperature; Pressure; Autoclave; Inert atmosphere; Large scale;95.4%
With sodium hydrogen sulfide; tetrabutylammomium bromide In ethanol at 80℃; for 5h; Temperature;95.5%
With sodium sulfide; tetrabutylammomium bromide; water In toluene at 90 - 95℃; for 3h;94.1%
prop-2-ene-1-thiol
870-23-5

prop-2-ene-1-thiol

Triethoxysilane
998-30-1

Triethoxysilane

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
In tetrahydrofuran at 60 - 90℃; for 1.25h; Solvent; Temperature; Inert atmosphere;88%
(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

B

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
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.
(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

ethanol
64-17-5

ethanol

B

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With sodium hydrogensulfide; hydrogen sulfide; N-[bis(diethylamino)methylene]-N-ethylethane ammonium chloride In water at 98℃; under 879.175 - 1034.32 Torr; for 6h; Product distribution / selectivity;A 1.06 %Chromat.
B 74%
With sodium hydrogensulfide; hydrogen sulfide; tetrabutylammomium bromide In water at 98℃; under 1846.09 Torr; for 8h; Product distribution / selectivity;A 2.9 %Chromat.
B 66%
ethanol
64-17-5

ethanol

3-(trimethoxysilyl)-1-propanethiol
4420-74-0

3-(trimethoxysilyl)-1-propanethiol

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With toluene-4-sulfonic acid
allyltriethoxysilane
2550-04-1

allyltriethoxysilane

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With hydrogen sulfide Irradiation;
allyltriethoxysilane
2550-04-1

allyltriethoxysilane

A

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

B

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
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;
S-[3-(trimethoxysilyl)propyl] ethanethioate
64456-54-8

S-[3-(trimethoxysilyl)propyl] ethanethioate

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOMe / methanol
2: TsOH
View Scheme
3-Chloropropyltrimethoxysilan
2530-87-2

3-Chloropropyltrimethoxysilan

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: H2S, Na / methanol
2: TsOH
View Scheme
(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

B

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

Conditions
ConditionsYield
With sodium hydrogensulfide; sodium acetate; tetrabutylammomium bromide In waterA 83.1 %Chromat.
B 7.38 %Chromat.
Stage #1: (3-chloropropyl)triethoxysilane With sodium hydrogensulfide In ethanol; water at 50 - 110℃; for 3h; Heating / reflux;
Stage #2: With formic acid In ethanol; water at 55℃; for 0.25h; Product distribution / selectivity;
With sodium hydrogensulfide; sodium hydrogencarbonate; potassium carbonate; sulfur In ethanol; water at 80℃; under 2625.26 Torr; for 1h; Product distribution / selectivity;
(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

C14H32Cl2O5Si2
158588-47-7

C14H32Cl2O5Si2

B

C14H34O5S2Si2

C14H34O5S2Si2

C

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

D

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

E

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
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;
(3-chloropropyl)-diethoxy-chlorosilane
135795-91-4

(3-chloropropyl)-diethoxy-chlorosilane

(3-chloropropyl)-ethoxy-dichlorosilane
87765-00-2

(3-chloropropyl)-ethoxy-dichlorosilane

ethanol
64-17-5

ethanol

3-chloropropyltrichlorosilane
2550-06-3

3-chloropropyltrichlorosilane

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

B

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
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;
ethanol
64-17-5

ethanol

3-chloropropyltrichlorosilane
2550-06-3

3-chloropropyltrichlorosilane

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

C14H32Cl2O5Si2
158588-47-7

C14H32Cl2O5Si2

B

C14H34O5S2Si2

C14H34O5S2Si2

C

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

D

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

E

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
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;
ethanol
64-17-5

ethanol

3-chloropropyltrichlorosilane
2550-06-3

3-chloropropyltrichlorosilane

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

A

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

B

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

C

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
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;
Si 69

Si 69

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With hydrogen; H 105 BA/W 5percent Ru at 172 - 173℃; under 46879.7 - 66756.7 Torr; for 6.66667 - 6.83333h; Product distribution / selectivity;
With hydrogen; H 105 BA/W 5percent Ru In 1,4-dioxane at 164 - 168℃; under 48004.8 - 66831.7 Torr; for 6.66667 - 6.85h; Product distribution / selectivity;
Si 266

Si 266

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With hydrogen; CE 105R/W 5percentPd + 0.5percent Mo at 175℃; under 37503.8 Torr; for 9.9h; Product distribution / selectivity;
With hydrogen; B 111 W at 141℃; under 38253.8 Torr; for 4.2h; Product distribution / selectivity;
With hydrogen; CE 105 R/W 5percent Pd + 0.5percent Mo In cyclohexane at 157 - 167℃; under 37503.8 Torr; for 6 - 6.95h; Product distribution / selectivity;
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
56706-10-6

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

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With hydrogen; E105Y/W 5percent Pd In ethanol at 155℃; under 38253.8 Torr; Product distribution / selectivity;
With hydrogen; CE 101 XR/W 5percent Pd + 1percent Sn In ethanol at 126℃; under 37503.8 Torr; for 0.916667h; Product distribution / selectivity;
With hydrogen; CE 105 XR/W 5percent Pd + 0.5percent Mo In ethanol at 154℃; under 37503.8 Torr; for 1.33333h; Product distribution / selectivity;
With hydrogen; E 105 XRS/W 5percent Pd; S doped In ethanol at 152℃; under 37503.8 Torr; for 2.28333h; Product distribution / selectivity;
With hydrogen; T-8027 (52percent Ni, doped with 2.4percent zirconium) In ethanol at 161 - 167℃; under 37503.8 Torr; for 2.03333 - 2.31667h; Product distribution / selectivity;
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
56706-10-6

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

A

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

B

4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
56706-11-7

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

Conditions
ConditionsYield
With hydrogen; T-8027 (52percent Ni, doped with 2.4percent zirconium) In ethanol at 159℃; under 37503.8 Torr; for 2.2h; Product distribution / selectivity;
bis(3-triethoxysilylpropyl) tetrasulfide
40372-72-3

bis(3-triethoxysilylpropyl) tetrasulfide

n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

A

3-(octanoylsulfanyl)-1-propyltriethoxysilane
220727-26-4

3-(octanoylsulfanyl)-1-propyltriethoxysilane

B

octanoic acid ethyl ester
106-32-1

octanoic acid ethyl ester

C

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

D

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

E

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

F

4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
56706-10-6

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

G

4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
56706-11-7

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

Conditions
ConditionsYield
Stage #1: bis(3-triethoxysilylpropyl) tetrasulfide With sodium In Solvent 140 at 110℃; for 0.75h;
Stage #2: n-octanoic acid chloride In Solvent 140 at 45 - 104℃; for 1h;
Stage #3: With water In toluene at 45℃; Product distribution / selectivity;
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
56706-10-6

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

n-octanoic acid chloride
111-64-8

n-octanoic acid chloride

A

3-(octanoylsulfanyl)-1-propyltriethoxysilane
220727-26-4

3-(octanoylsulfanyl)-1-propyltriethoxysilane

B

octanoic acid ethyl ester
106-32-1

octanoic acid ethyl ester

C

(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

D

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

E

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

F

4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
56706-11-7

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

Conditions
ConditionsYield
Stage #1: 4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane With sodium In toluene at 110℃; for 0.75 - 1.15h;
Stage #2: n-octanoic acid chloride In toluene at 45 - 60℃; for 1 - 2h;
Stage #3: With water In toluene at 45℃; Product distribution / selectivity;
C10H24N2O3SSi*ClH

C10H24N2O3SSi*ClH

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

Conditions
ConditionsYield
With sodium ethanolate; ethylenediamine at 80 - 90℃;228 g
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

allyl choline phosphate
77075-58-2

allyl choline phosphate

C17H40NO7PSSi

C17H40NO7PSSi

Conditions
ConditionsYield
With benzophenone In ethanol at 20℃; for 0.25h; UV-irradiation; Inert atmosphere;100%
In ethanol at 20℃; for 0.25h; UV-irradiation; Inert atmosphere;
With benzophenone In ethanol at 20℃; for 0.25h; Irradiation;
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

1,3,4,6-tetraallyl glycoluril
229162-26-9

1,3,4,6-tetraallyl glycoluril

1,3,4,6-tetrakis[3-[[3-(triethoxysilyl)propyl]thio]propyl]glycoluril

1,3,4,6-tetrakis[3-[[3-(triethoxysilyl)propyl]thio]propyl]glycoluril

Conditions
ConditionsYield
With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile at 30℃; for 6h;100%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

N-(4-(allyloxy)phenyl)formamide
51515-21-0

N-(4-(allyloxy)phenyl)formamide

N-(4-(3-((3-triethoxysilyl)propylthio)propoxy)phenyl)formamide

N-(4-(3-((3-triethoxysilyl)propylthio)propoxy)phenyl)formamide

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone at 20℃; for 3.5h; Irradiation; Inert atmosphere; Schlenk technique;100%
2-methyl-2,4-pentanediol
107-41-5

2-methyl-2,4-pentanediol

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

3-(2-methyl-2,4-pentanedioxyethoxysilyl)-1-propanethiol

3-(2-methyl-2,4-pentanedioxyethoxysilyl)-1-propanethiol

Conditions
ConditionsYield
toluene-4-sulfonic acid at 33 - 60℃; under 11 Torr; for 2h;99.2%
ethenesulfonic acid ethyl ester
4058-26-8

ethenesulfonic acid ethyl ester

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

triethylamine
121-44-8

triethylamine

C11H25O6S2Si(1-)*C8H20N(1+)

C11H25O6S2Si(1-)*C8H20N(1+)

Conditions
ConditionsYield
In dichloromethane at 20℃; Cooling with ice;99%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

tri-tert-butyl 2,2',2"-(10-allyl-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

tri-tert-butyl 2,2',2"-(10-allyl-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

tri-tert-butyl 2,2',2"-(10-(3-((3-(triethoxysilyl)propyl)thio)propyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

tri-tert-butyl 2,2',2"-(10-(3-((3-(triethoxysilyl)propyl)thio)propyl)-1,4,7,10-tetraazacyclododecane-1,4,7-triyl)triacetate

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran at 20℃; for 72h; Inert atmosphere; Schlenk technique; UV-irradiation;99%
(3-chloropropyl)triethoxysilane
5089-70-3

(3-chloropropyl)triethoxysilane

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

bis-[γ-(triethoxysilyl)propyl]sulfide
60764-86-5

bis-[γ-(triethoxysilyl)propyl]sulfide

Conditions
ConditionsYield
Stage #1: (3-chloropropyl)triethoxysilane; 3-Mercaptopropyltriethoxysilane at 60℃; for 2h;
Stage #2: With sodium ethanolate In ethanol at 65℃; for 2h; Temperature;
98%
3-Bromophenol
591-20-8

3-Bromophenol

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

C15H26O4SSi

C15H26O4SSi

Conditions
ConditionsYield
With C12H17O2Si(1-)*C29H45P*Pd(2+)*Br(1-); triethylamine In tert-butyl alcohol at 20℃; for 24h;98%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

triethoxy (3-(2-(phenylsulfonyl)ethylthio)propyl)silane

triethoxy (3-(2-(phenylsulfonyl)ethylthio)propyl)silane

Conditions
ConditionsYield
With triethylamine In 1,2-dichloro-ethane at 20℃; for 29h;97%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

limonene.
138-86-3

limonene.

(3-((2-(4-methylcyclohex-3-en-1-yl)propan-2-yl)thio)propyl)triethoxysilane

(3-((2-(4-methylcyclohex-3-en-1-yl)propan-2-yl)thio)propyl)triethoxysilane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 6.5h; Inert atmosphere;97%
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 6h; Inert atmosphere;97%
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 6h; Inert atmosphere;97%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

limonene.
138-86-3

limonene.

(3-((2-(4-methyl-3-((3-(triethoxysilyl)propyl)thio)cyclohexyl)propan-2-yl)thio)propyl)triethoxysilane

(3-((2-(4-methyl-3-((3-(triethoxysilyl)propyl)thio)cyclohexyl)propan-2-yl)thio)propyl)triethoxysilane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 6h; Inert atmosphere;97%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

N-methacryloyloxyethyl-N,N-dimethylammonium-α-N-methylcarboxybetaine
62723-61-9

N-methacryloyloxyethyl-N,N-dimethylammonium-α-N-methylcarboxybetaine

C19H39NO7SSi

C19H39NO7SSi

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃; for 24h;96%
4-ethenylcyclohexene
100-40-3

4-ethenylcyclohexene

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

(3-((2-(cyclohex-3-en-1-yl)ethyl)thio)propyl)triethoxysilane

(3-((2-(cyclohex-3-en-1-yl)ethyl)thio)propyl)triethoxysilane

Conditions
ConditionsYield
In toluene at 70℃; for 6.5h; Inert atmosphere;96%
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 6h; Inert atmosphere;95%
anthracenylmethyl chloride
24463-19-2

anthracenylmethyl chloride

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

3-[(anthracen-10-yl)methylthio]propyltriethoxysilane
1239599-24-6

3-[(anthracen-10-yl)methylthio]propyltriethoxysilane

Conditions
ConditionsYield
With potassium carbonate In acetonitrile for 24h; Reflux;95%
2,4,4-trimethyl-1-pentene
107-39-1

2,4,4-trimethyl-1-pentene

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

triethoxy(3-((2,4,4-trimethylpentyl)thio)propyl)silane

triethoxy(3-((2,4,4-trimethylpentyl)thio)propyl)silane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere;95%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

1,6-dichlorohexane
2163-00-0

1,6-dichlorohexane

A

1-chloro-6-thiopropyltriethoxysilylhexane

1-chloro-6-thiopropyltriethoxysilylhexane

B

1,6-bis(thiopropyltriethoxysilyl) hexane

1,6-bis(thiopropyltriethoxysilyl) hexane

Conditions
ConditionsYield
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium ethanolate In ethanol at 20℃; for 3h; Reflux;
Stage #2: 1,6-dichlorohexane In ethanol at 80℃; for 3.5h; Reflux;
A 95%
B 5%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

N-(4-(undec-10-en-1-yloxy)phenyl)formamide

N-(4-(undec-10-en-1-yloxy)phenyl)formamide

N-(4-((11-((3-(triethoxysilyl)propyl)thio)undecyl)oxy)phenyl) formamide

N-(4-((11-((3-(triethoxysilyl)propyl)thio)undecyl)oxy)phenyl) formamide

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In chloroform at 20℃; for 24h; Irradiation; Schlenk technique; Inert atmosphere;95%
1-benzoylpyrrolidine-2,5-dione
6343-27-7

1-benzoylpyrrolidine-2,5-dione

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

S-(3-(triethoxysilyl)propyl) benzothioate

S-(3-(triethoxysilyl)propyl) benzothioate

Conditions
ConditionsYield
With potassium carbonate In toluene at 100℃; for 16h; Schlenk technique;94%
formaldehyd
50-00-0

formaldehyd

2,6-di-tert-butylphenol
128-39-2

2,6-di-tert-butylphenol

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

4-((3-(triethoxysilyl)propylthio)methyl)-2,6-di-tert-butylphenol

4-((3-(triethoxysilyl)propylthio)methyl)-2,6-di-tert-butylphenol

Conditions
ConditionsYield
With 2,6-di-tert-butyl-4-(dimethylaminomethyl)phenol In N,N-dimethyl-formamide at 120℃; for 4h;93%
1-chloro-3,6,9-trioxadecane
52995-76-3

1-chloro-3,6,9-trioxadecane

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

C16H36O6SSi

C16H36O6SSi

Conditions
ConditionsYield
With sodium methylate In tetrahydrofuran at 0 - 20℃; for 2.83333h; Heating / reflux;93%
Stage #1: 3-Mercaptopropyltriethoxysilane With sodium methylate In tetrahydrofuran at 0℃; for 0.166667h;
Stage #2: 1-chloro-3,6,9-trioxadecane In tetrahydrofuran at 0 - 20℃; for 2.66667h; Heating / reflux;
93%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

1,3-bis[4-(3-butenyloxy)-2,6-diisopropylphenyl]imidazolium chloride
1620922-80-6

1,3-bis[4-(3-butenyloxy)-2,6-diisopropylphenyl]imidazolium chloride

1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride
1620922-82-8

1,3-bis[4-(4-{[3-(triethoxysilyl)propyl]thio}butyloxy)-2,6-diisopropylphenyl]imidazolium chloride

Conditions
ConditionsYield
With 2,2-dimethoxy-2-phenylacetophenone In ethanol for 24h; Inert atmosphere; Schlenk technique; Irradiation;93%
With 2,2-bis(hydroxymethyl)propionic acid In ethanol at 20℃; for 24h; Schlenk technique; UV-irradiation; Inert atmosphere;
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

isopropenylbenzene
98-83-9

isopropenylbenzene

triethoxy(3-((2-phenylpropyl)thio)propyl)silane

triethoxy(3-((2-phenylpropyl)thio)propyl)silane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere;93%
3-(tert-butyloxycarbonylamino)propionic acid
3303-84-2

3-(tert-butyloxycarbonylamino)propionic acid

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

C17H35NO6SSi

C17H35NO6SSi

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 5 - 20℃;93%
Beta-pinene
177698-19-0

Beta-pinene

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

C19H38O3SSi

C19H38O3SSi

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere;92%
2-Methyl-1-pentene
763-29-1

2-Methyl-1-pentene

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

triethoxy(3-((2-methylpentyl)thio)propyl)silane

triethoxy(3-((2-methylpentyl)thio)propyl)silane

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere;92%
N-methylmaleimide
930-88-1

N-methylmaleimide

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

2,5-pyrrolidinedione, 1-methyl-3-[[3-(triethoxysilyl)propyl]thio]-
1459802-39-1

2,5-pyrrolidinedione, 1-methyl-3-[[3-(triethoxysilyl)propyl]thio]-

Conditions
ConditionsYield
With triethylamine In ethanol at 20℃; for 2.5h;91%
(E)-β-farnesene
18794-84-8

(E)-β-farnesene

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

C33H68O6S2Si2

C33H68O6S2Si2

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere;91%
1-[(2-bromo-2-methylpropionyl)oxy]-2-propene
40630-82-8

1-[(2-bromo-2-methylpropionyl)oxy]-2-propene

3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

3-(3-(triethoxysilyl)propylthio)propyl 2-bromo-2-methylpropanate

3-(3-(triethoxysilyl)propylthio)propyl 2-bromo-2-methylpropanate

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 3h; Inert atmosphere;91%
3-Mercaptopropyltriethoxysilane
14814-09-6

3-Mercaptopropyltriethoxysilane

3-triethoxysilyl-propylsulfanyl-trimethylsilane

3-triethoxysilyl-propylsulfanyl-trimethylsilane

Conditions
ConditionsYield
With chloro-trimethyl-silane; triethylamine In Petroleum ether90.3%

3-Mercaptopropyltriethoxysilane Specification

The 3-Mercaptopropyltriethoxysilane is an organic compound with the formula C9H22O3SSi. The IUPAC name of this chemical is 3-triethoxysilylpropane-1-thiol. With the CAS registry number 14814-09-6, it is also named as 1-Propanethiol, 3-(triethoxysilyl)-. The product's categories are Industrial/Fine Chemicals; Mercapto; Chloroalkylsilanes, etc. (Silane Coupling Agents); Functional Materials; Si (Classes of Silicon Compounds); Silane Coupling Agents; Si-O Compounds; Trialkoxysilanes; Adhesion Promoters; Coupling Agents; Mecapto Silanes; Surface Modifiers. Besides, it is a clear to straw liquid with unpleasant odor of sulfide, which should be stored in a closed and dark place. It is commonly used as active agent, coupling agent, crosslinking agent, reinforcing agent and so on.

Physical properties about 3-Mercaptopropyltriethoxysilane are: (1)ACD/LogP: 2.68; (2)ACD/LogD (pH 5.5): 2.68; (3)ACD/LogD (pH 7.4): 2.68; (4)ACD/BCF (pH 5.5): 64.39; (5)ACD/BCF (pH 7.4): 64.34; (6)ACD/KOC (pH 5.5): 686.1; (7)ACD/KOC (pH 7.4): 685.51; (8)#H bond acceptors: 3 ; (9)#Freely Rotating Bonds: 10; (10)Polar Surface Area: 52.99 Å2; (11)Index of Refraction: 1.446; (12)Molar Refractivity: 65.59 cm3; (13)Molar Volume: 245.9 cm3; (14)Polarizability: 26×10-24cm3; (15)Surface Tension: 26.9 dyne/cm; (16)Density: 0.969 g/cm3; (17)Flash Point: 100.3 °C; (18)Enthalpy of Vaporization: 45.98 kJ/mol; (19)Boiling Point: 242.2 °C at 760 mmHg; (20)Vapour Pressure: 0.0535 mmHg at 25°C.

Preparation: this chemical can be prepared by thiourea salt and ammonia. Reaction equation is as follows:

Uses of 3-Mercaptopropyltriethoxysilane: it can be used to produce 3-{[3-(1,1,1-Triethoxysilyl)propyl]sulfanyl}propanenitrile at temperature of 0 °C. It will need reagent C2H5ONa with reaction time of 1 hour. The yield is about 70%.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. When you are using it, wear suitable protective clothing. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O(CC)[Si](OCC)(OCC)CCCS
(2)InChI: InChI=1/C9H22O3SSi/c1-4-10-14(11-5-2,12-6-3)9-7-8-13/h13H,4-9H2,1-3H3
(3)InChIKey: DCQBZYNUSLHVJC-UHFFFAOYAR
(4)Std. InChI: InChI=1S/C9H22O3SSi/c1-4-10-14(11-5-2,12-6-3)9-7-8-13/h13H,4-9H2,1-3H3
(5)Std. InChIKey: DCQBZYNUSLHVJC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 3gm/kg (3000mg/kg)   Doklady Akademii Nauk SSSR. Proceedings of the Academy of Sciences of the USSR. For English translation, see DBIOAM and DKBSAS. Vol. 229, Pg. 1011, 1976.

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