Conditions | Yield |
---|---|
With sodium sulfide; tetrabutyl-ammonium chloride; water In toluene at 88 - 92℃; for 4h; | 93.5% |
With N-octylpyridinium tetrafluoroborate; sodium hydrogen sulfide; triphenylethylphosphonium bromide In water at 48 - 120℃; for 3.5h; Reagent/catalyst; Inert atmosphere; | 93.32% |
With hydrogen sulfide; sodium In methanol | |
With hydrogen sulfide; ammonia In methanol | |
Multi-step reaction with 2 steps 1: dodecyltrimethylphosphonium bromide / methanol / 130 - 140 °C 2: ethylenediamine; sodium methylate / 80 - 90 °C View Scheme |
(3-bromopropyl) trimethoxysilane
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
89.4% | |
87.2% |
Conditions | Yield |
---|---|
Stage #1: prop-2-ene-1-thiol at 62 - 64℃; for 0.5h; Inert atmosphere; Stage #2: trimethoxysilane In methanol at 72 - 75℃; for 2h; Solvent; Temperature; | 88.2% |
S-[3-(trimethoxysilyl)propyl] ethanethioate
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With sodium methylate In methanol at 65℃; for 12h; | 88% |
With sodium methylate In methanol |
Conditions | Yield |
---|---|
With hydrogen sulfide In methanol | 79.9% |
Conditions | Yield |
---|---|
With hydrogen sulfide Irradiation; |
allyltrimethoxysilane
A
3-(trimethoxysilyl)-1-propanethiol
B
bis-(3-trimethoxysilylpropyl)-disulphide
C
bis<3-(trimethoxysilyl)propyl> sulfide
Conditions | Yield |
---|---|
With hydrogen sulfide under 760 Torr; for 2.5h; Irradiation; Yield given; |
Conditions | Yield |
---|---|
With hydrogenchloride In water for 1h; |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With sodium methylate; ethylenediamine at 80 - 90℃; | 188 g |
3-(trimethoxysilyl)-1-propanethiol
3,12-bis-(3,5-dimethylphenyl)carbamoyl-N-allyl-deoxycholan-24-amide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) for 20h; Addition; Heating; | 100% |
3-(trimethoxysilyl)-1-propanethiol
3-(3,5-dichlorophenyl)carbamoyl-12-(3,5-dimethylphenyl)carbamoyl-N-allyl-deoxycholan-24-amide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) for 20h; Addition; Heating; | 100% |
3-(trimethoxysilyl)-1-propanethiol
3-(3,5-dimethylphenyl)carbamoyl-12-(3,5-dichlorophenyl)carbamoyl-N-allyl-deoxycholan-24-amide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) for 20h; Addition; Heating; | 100% |
3-(trimethoxysilyl)-1-propanethiol
3,12-bis-(3,5-dichlorophenyl)carbamoyl-N-allyl-deoxycholan-24-amide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) for 20h; Addition; Heating; | 100% |
3-(trimethoxysilyl)-1-propanethiol
N1-{2-[4-(allylamino)-6-{[(1S)-1-(1-naphthyl)ethyl]amino}-1,3,5-triazin-2-yloxy]ethyl}-N2-(3,5-dinitrobenzoyl)leucinamide
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In chloroform for 48h; Heating; | 100% |
3-(trimethoxysilyl)-1-propanethiol
bis-(3-trimethoxysilylpropyl)-disulphide
Conditions | Yield |
---|---|
With 2,2'-dipyridyldisulphide In dichloromethane at 20℃; for 96h; | 100% |
With 2,2'-dipyridyldisulphide In dichloromethane at 20℃; for 96h; Inert atmosphere; | 79.78% |
With bromopentacarbonylmanganese(I); oxygen In benzene at 20℃; for 2h; UV-irradiation; chemoselective reaction; | 36% |
2-[4-(pent-4-enoxy)phenylcarbamatomethyl]-18-crown-6
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With dibenzoyl peroxide In chloroform for 120h; Heating / reflux; | 100% |
Conditions | Yield |
---|---|
With benzophenone In ethanol at 20℃; for 0.25h; UV-irradiation; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 110℃; for 5h; | 100% |
1-allyl-2,3-dimethylimidazolium bis(trifluoromethanesulfonyl)imide
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone for 1h; Inert atmosphere; UV-irradiation; | 100% |
3-(trimethoxysilyl)-1-propanethiol
4'-but-3-enyl-4-methyl-2,2'-bipyridinyl
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In chloroform for 12h; Heating; | 99% |
3-(trimethoxysilyl)-1-propanethiol
2-methylene-2,3-dihydrothieno[3,4-b][1,4]dioxine
(3-((2,3-dihydrothieno[3,4-b][1,4]dioxin-2-yl)methylthio)propyl)trimethoxysilane
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol at 90℃; UV-irradiation; | 99% |
3-(trimethoxysilyl)-1-propanethiol
methyl 2-[(tert-butoxycarbonyl)amino]pent-4-enoate
Conditions | Yield |
---|---|
In ethanol at 60 - 70℃; for 6h; Irradiation; | 99% |
3-(trimethoxysilyl)-1-propanethiol
1-allyl-3-methylimidazol-3-ium N-bis(trifluoromethanesulfonyl)imidate
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 99% |
3-(trimethoxysilyl)-1-propanethiol
1-(3-buten-1-yl)-3-methylimidazolium bis(trifluoromethanesulfonyl)imide
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 99% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 99% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 99% |
3-(trimethoxysilyl)-1-propanethiol
1,3,4,6-tetraallyl glycoluril
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) at 60℃; for 3h; | 99% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In tetrahydrofuran for 0.5h; UV-irradiation; | 99% |
Conditions | Yield |
---|---|
With 1-hydroxycyclohexyl phenyl ketone In tetrahydrofuran for 4h; UV-irradiation; | 98% |
In neat (no solvent) at 20℃; for 0.5h; UV-irradiation; |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 98% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 98% |
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide; acetonitrile at 100℃; for 24h; Inert atmosphere; | 98% |
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone for 0.333333h; Inert atmosphere; UV-irradiation; | 97% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 97% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 97% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 97% |
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
With 2,2-dimethoxy-2-phenylacetophenone In methanol; dichloromethane at 20℃; for 8h; Inert atmosphere; Sealed tube; UV-irradiation; | 97% |
Conditions | Yield |
---|---|
In methanol at 65℃; for 1h; | 97% |
N-[2-(methacryloyloxy)ethyl]-N,N,N-trimethylammonium bis(trifluoromethylsulfonyl)imide
3-(trimethoxysilyl)-1-propanethiol
Conditions | Yield |
---|---|
In acetonitrile at 20℃; for 5h; | 96.7% |
IUPAC Name: 3-Trimethoxysilylpropane-1-thiol
Synonyms of Trimethoxysilylpropanethiol (CAS NO.4420-74-0): (3-Mercaptopropyl)trimethoxysilane ; (gamma-mercaptopropyl)trimethoxysilane ; 3-(Trimethoxysilyl)propyl mercaptan ; Silane, 3-mercaptopropyltrimethoxy-
CAS NO: 4420-74-0
Molecular Formula: C6H16O3SSi
Molecular Weight: 196.34
Molecular Structure:
EINECS: 224-588-5
H bond acceptors: 3
H bond donors: 0
Freely Rotating Bonds: 7
Polar Surface Area: 52.99 Å2
Index of Refraction: 1.439
Molar Refractivity: 51.69 cm3
Molar Volume: 196.4 cm3
Surface Tension: 25.3 dyne/cm
Density: 0.999 g/cm3
Flash Point: 48.9 °C
Enthalpy of Vaporization: 41.64 kJ/mol
Boiling Point: 198 °C at 760 mmHg
Vapour Pressure: 0.518 mmHg at 25°C
Melting Point: <-50°C
Storage temp: 2-8°C
Water Solubility: decomposes
Sensitive: Air & Moisture Sensitive
Stability: Stable, but moisture sensitive - may decomposes on exposure to moist air. Incompatible with water, alcohols, strong oxidizing agents, strong acids.
Appearance: Water white to light straw liquid clear liquid
Product Categories of Trimethoxysilylpropanethiol (CAS NO.4420-74-0): 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
Trimethoxysilylpropanethiol (CAS NO.4420-74-0) is used in rubber, plastic, glass fibers, coatings, adhesives and sealants products.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 633mg/kg (633mg/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. | |
rabbit | LD50 | skin | 2140uL/kg (2.14mL/kg) | Journal of Toxicology, Cutaneous and Ocular Toxicology. Vol. 15, Pg. 261, 1996. | |
rat | LD50 | oral | 730uL/kg (0.73mL/kg) | Journal of Toxicology, Cutaneous and Ocular Toxicology. Vol. 15, Pg. 261, 1996. |
Reported in EPA TSCA Inventory.
Safety Information about Trimethoxysilylpropanethiol (CAS NO.4420-74-0):
Hazard Codes: Xn,N
Risk Statements: 22-43-51/53
R22: Harmful if swallowed.
R43: May cause sensitization by skin contact.
R51/53: Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
Safety Statements: 24/25-36/37-61-57
S24/25: Avoid contact with skin and eyes.
S36/37: Wear suitable protective clothing and gloves.
S57: Use appropriate container to avoid environmental contamination.
S61: Avoid release to the environment. Refer to special instructions / safety data sheets.
RIDADR: UN 3082 9/PG 3
WGK Germany: 2
RTECS: TZ7800000
F: 1-10-13
TSCA: Yes
HazardClass: 9
PackingGroup: III
HS Code: 29310095
Moderately toxic by ingestion and intraperitoneal routes. Mildly toxic by skin contact. A skin irritant. When heated to decomposition it emits toxic fumes of SOx. See also MERCAPTANS and SILANE.
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Combustible liquid.
Extinguishing Media: Use water spray, dry chemical, carbon dioxide, or chemical foam.
Handling: Avoid breathing dust, vapor, mist, or gas. Avoid contact with skin and eyes. Use only in a chemical fume hood.
Storage: Keep away from heat and flame. Keep away from sources of ignition. Store in a cool, dry place. Store in a tightly closed container..
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