(3-chloropropyl)triethoxysilane
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
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% |
Conditions | Yield |
---|---|
In tetrahydrofuran at 60 - 90℃; for 1.25h; Solvent; Temperature; Inert atmosphere; | 88% |
(3-chloropropyl)triethoxysilane
A
3-Mercaptopropyltriethoxysilane
B
bis-[γ-(triethoxysilyl)propyl]sulfide
C
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
Conditions | Yield |
---|---|
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
A
ethanol
B
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
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
3-(trimethoxysilyl)-1-propanethiol
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With toluene-4-sulfonic acid |
allyltriethoxysilane
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With hydrogen sulfide Irradiation; |
allyltriethoxysilane
A
3-Mercaptopropyltriethoxysilane
B
bis-[γ-(triethoxysilyl)propyl]sulfide
C
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
Conditions | Yield |
---|---|
With hydrogen sulfide under 760 Torr; for 2.5h; Irradiation; Yield given; |
S-[3-(trimethoxysilyl)propyl] ethanethioate
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NaOMe / methanol 2: TsOH View Scheme |
3-Chloropropyltrimethoxysilan
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2S, Na / methanol 2: TsOH View Scheme |
(3-chloropropyl)triethoxysilane
A
3-Mercaptopropyltriethoxysilane
B
bis-[γ-(triethoxysilyl)propyl]sulfide
Conditions | Yield |
---|---|
With sodium hydrogensulfide; sodium acetate; tetrabutylammomium bromide In water | A 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
A
C14H32Cl2O5Si2
C
3-Mercaptopropyltriethoxysilane
D
bis-[γ-(triethoxysilyl)propyl]sulfide
E
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
Conditions | Yield |
---|---|
With sodium hydrogensulfide In ethanol at 90 - 100℃; for 2 - 4h; Conversion of starting material; |
(3-chloropropyl)-diethoxy-chlorosilane
(3-chloropropyl)-ethoxy-dichlorosilane
ethanol
3-chloropropyltrichlorosilane
(3-chloropropyl)triethoxysilane
A
3-Mercaptopropyltriethoxysilane
B
bis-[γ-(triethoxysilyl)propyl]sulfide
C
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
Conditions | Yield |
---|---|
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
3-chloropropyltrichlorosilane
(3-chloropropyl)triethoxysilane
A
C14H32Cl2O5Si2
C
3-Mercaptopropyltriethoxysilane
D
bis-[γ-(triethoxysilyl)propyl]sulfide
E
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
Conditions | Yield |
---|---|
With sodium hydrogensulfide at 90 - 100℃; for 2 - 4h; Conversion of starting material; |
ethanol
3-chloropropyltrichlorosilane
(3-chloropropyl)triethoxysilane
A
3-Mercaptopropyltriethoxysilane
B
bis-[γ-(triethoxysilyl)propyl]sulfide
C
4,4,13,13-tetraethoxy-3,14-dioxa-8,9-dithia-4,13-disilahexadecane
Conditions | Yield |
---|---|
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; |
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
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; |
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
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
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
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
A
3-Mercaptopropyltriethoxysilane
B
4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
Conditions | Yield |
---|---|
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
n-octanoic acid chloride
A
3-(octanoylsulfanyl)-1-propyltriethoxysilane
B
octanoic acid ethyl ester
C
(3-chloropropyl)triethoxysilane
D
3-Mercaptopropyltriethoxysilane
E
bis-[γ-(triethoxysilyl)propyl]sulfide
F
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
Conditions | Yield |
---|---|
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
n-octanoic acid chloride
A
3-(octanoylsulfanyl)-1-propyltriethoxysilane
B
octanoic acid ethyl ester
C
(3-chloropropyl)triethoxysilane
D
3-Mercaptopropyltriethoxysilane
E
bis-[γ-(triethoxysilyl)propyl]sulfide
F
4,4,14,14-tetraethoxy-3,15-dioxa-8,9,10-trithia-4,14-disilaheptadecane
Conditions | Yield |
---|---|
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; |
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With sodium ethanolate; ethylenediamine at 80 - 90℃; | 228 g |
Conditions | Yield |
---|---|
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
1,3,4,6-tetraallyl glycoluril
Conditions | Yield |
---|---|
With 2,2’-azobis(4-methoxy-2,4-dimethyl)valeronitrile at 30℃; for 6h; | 100% |
3-Mercaptopropyltriethoxysilane
N-(4-(allyloxy)phenyl)formamide
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone at 20℃; for 3.5h; Irradiation; Inert atmosphere; Schlenk technique; | 100% |
2-methyl-2,4-pentanediol
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
toluene-4-sulfonic acid at 33 - 60℃; under 11 Torr; for 2h; | 99.2% |
ethenesulfonic acid ethyl ester
3-Mercaptopropyltriethoxysilane
triethylamine
Conditions | Yield |
---|---|
In dichloromethane at 20℃; Cooling with ice; | 99% |
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran at 20℃; for 72h; Inert atmosphere; Schlenk technique; UV-irradiation; | 99% |
(3-chloropropyl)triethoxysilane
3-Mercaptopropyltriethoxysilane
bis-[γ-(triethoxysilyl)propyl]sulfide
Conditions | Yield |
---|---|
Stage #1: (3-chloropropyl)triethoxysilane; 3-Mercaptopropyltriethoxysilane at 60℃; for 2h; Stage #2: With sodium ethanolate In ethanol at 65℃; for 2h; Temperature; | 98% |
Conditions | Yield |
---|---|
With C12H17O2Si(1-)*C29H45P*Pd(2+)*Br(1-); triethylamine In tert-butyl alcohol at 20℃; for 24h; | 98% |
PVS
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With triethylamine In 1,2-dichloro-ethane at 20℃; for 29h; | 97% |
3-Mercaptopropyltriethoxysilane
limonene.
Conditions | Yield |
---|---|
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
limonene.
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 6h; Inert atmosphere; | 97% |
3-Mercaptopropyltriethoxysilane
N-methacryloyloxyethyl-N,N-dimethylammonium-α-N-methylcarboxybetaine
Conditions | Yield |
---|---|
With triethylamine In ethanol at 20℃; for 24h; | 96% |
4-ethenylcyclohexene
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
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
3-Mercaptopropyltriethoxysilane
3-[(anthracen-10-yl)methylthio]propyltriethoxysilane
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 24h; Reflux; | 95% |
2,4,4-trimethyl-1-pentene
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere; | 95% |
3-Mercaptopropyltriethoxysilane
1,6-dichlorohexane
Conditions | Yield |
---|---|
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
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In chloroform at 20℃; for 24h; Irradiation; Schlenk technique; Inert atmosphere; | 95% |
1-benzoylpyrrolidine-2,5-dione
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With potassium carbonate In toluene at 100℃; for 16h; Schlenk technique; | 94% |
Conditions | Yield |
---|---|
With 2,6-di-tert-butyl-4-(dimethylaminomethyl)phenol In N,N-dimethyl-formamide at 120℃; for 4h; | 93% |
Conditions | Yield |
---|---|
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
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
Conditions | Yield |
---|---|
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
isopropenylbenzene
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere; | 93% |
3-(tert-butyloxycarbonylamino)propionic acid
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 5 - 20℃; | 93% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere; | 92% |
2-Methyl-1-pentene
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere; | 92% |
N-methylmaleimide
3-Mercaptopropyltriethoxysilane
2,5-pyrrolidinedione, 1-methyl-3-[[3-(triethoxysilyl)propyl]thio]-
Conditions | Yield |
---|---|
With triethylamine In ethanol at 20℃; for 2.5h; | 91% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 60℃; for 3h; Inert atmosphere; | 91% |
1-[(2-bromo-2-methylpropionyl)oxy]-2-propene
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In toluene at 70℃; for 3h; Inert atmosphere; | 91% |
3-Mercaptopropyltriethoxysilane
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; triethylamine In Petroleum ether | 90.3% |
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. |
About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia
Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog
©2008 LookChem.com,License: ICP
NO.:Zhejiang16009103
complaints:service@lookchem.com Desktop View