(3-Mercaptopropyl)trimethoxysilane

Base Information

• Chemical Name: (3-Mercaptopropyl)trimethoxysilane
• CAS No.: 4420-74-0
• Deprecated CAS: 161756-15-6,53241-23-9,56938-96-6,383189-28-4,89468-78-0,1818863-79-4,53241-23-9,56938-96-6,89468-78-0
• Molecular Formula: C6H16O3SSi
• Molecular Weight: 196.343
• Hs Code.: 29310095
• European Community (EC) Number: 224-588-5
• UNII: 8CB1M08OIW
• DSSTox Substance ID: DTXSID2044428
• Nikkaji Number: J8.721A
• Wikidata: Q27270178
• ChEMBL ID: CHEMBL3185147
• Mol file: 4420-74-0.mol

Synonyms:(3-mercaptopropyl)trimethoxylsilane;(3-mercaptopropyl)trimethoxysilane;3-mercaptopropyltrimethoxysilane;3-MPTMS;gamma-mercapto propyl trimethoxysilane

Chemical Property of (3-Mercaptopropyl)trimethoxysilane

Chemical Property:

• Appearance/Colour: white to light straw liquid clear liquid
• Vapor Pressure: 3.117mmHg at 25°C
• Melting Point: <-50 °C
• Refractive Index: n20/D 1.444(lit.)
• Boiling Point: 198 °C at 760 mmHg
• PKA: 10.47±0.10(Predicted)
• Flash Point: 48.9 °C
• PSA: 66.49000
• Density: 0.999 g/cm³
• LogP: 1.18440
• Storage Temp.: 2-8°C
• Sensitive.: Air & Moisture Sensitive
• Solubility.: Miscible with methanol, ethanol, isopropanol, acetone, benzene,
• Water Solubility.: decomposes
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 196.05894208
• Heavy Atom Count: 11
• Complexity: 89.6

Purity/Quality:

99% ^*data from raw suppliers

3-MercaptopropylTrimethoxylsilane ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, N
• Hazard Codes: Xn,N
• Statements: 22-43-51/53
• Safety Statements: 24/25-36/37-61-57-37-24

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Metals -> Metalloid Compounds (Silicon)
• Canonical SMILES: CO[Si](CCCS)(OC)OC
• Uses: Trimethoxysilylpropanethiol is a bifunctional organosilane possessing a reactive organic mercapto and a hydrolyzable inorganic methoxysilyl group. Trimethoxysilylpropanethiol is a clear, colorless to light yellow liquid with a slightly mercaptan odor. It is soluble in alcohols, ketones and aliphatic or aromatic hydrocarbons. Applications: Trimethoxysilylpropanethiol can be used as coupling agent to improve the adhesion of sulfur cured elastomers (polysulfide, polyurethane sealants) to inorganic fillers (such as silica, clay, glass, mica and talc etc.), fiberglass and surfaces. Mineral-reinforced articles such as shoe soles, rubber rollers and wheels, white sidewalls, and wire and cable insulation also can be produced with lower silane loadings. Used to improve properties of mineral filled elastomer, including modulus, tensile and tear strength, heat buildup, abrasion resistance, resilience, compression set and cure time. Used as a pretreatment on minerals or added at the time of compounding. Used to improve low-rolling resistance in silica-reinforced tire tread compounds. 1. It contains mercapto functional group and has specific efficacy as the metal surface rust inhibitor, and can be applied to the processing of the surface of gold, silver, and copper in order to improve their corrosion resistance, oxidation resistance as well as increase its bonding performance to polymer materials. 2. It is widely applied to filled polymer material, is suitable for thermoset and thermoplastic polymer materials, such as epoxy, eye, phenol sulfonic acid, polyvinyl chloride, polystyrene and polyether sulfone. 3. It has a particularly good efficacy in the rubber industry which can improve its mechanical properties, improve abrasion resistance, and reduce permanent deformation, and is suitable for NR, EPDM, SBR, polysulfide rubber, styrene-butadiene rubber, nitrile rubber, chloroprene rubber, and polyurethane rubber. 4. It is also suitable for a broad range of inorganic fillers such as glass fiber, silica, quartz powder, talc, mica, and fly ash stick. 5. It can be used in various kinds of products such as rubber, plastics, glass fiber, coatings, adhesives, and sealants. 6. It can be used as the treatment agent of glass fiber and a kind of cross-linking agents. 7. It is a kind of silane coupling agent being reactive and cross-linkable. It can be hydrolyzed under acidic or alkaline conditions and is widely used in natural and synthetic rubber as well as being applied to compound materials (such as fiberglass compound material) as a reinforcing agent and cross-linking accelerator, coatings, inks, glues and sealing materials. It also be used as a resin modifier additives and enzyme immobilization agent. It is commonly used in the treatment of inorganic filler such as SiO2 and carbon black and can take effect on polymer such as rubber, silicone rubber as activator, coupling agent, cross-linking agent and reinforcing agent. (3-Mercaptopropyl)trimethoxysilane is used as a capping molecule for cadmium sulphide nanocrystals. It is used in the preparation of multi-walled carbon nanotubes and bilayer modified gold electrode. It acts as a linker molecule used in the preparation of gold multilayers and as a molecular adhesive in the fabrication of vapor-deposited gold electrodes on glass substrates. It is also used as a precursor for silica. MPTMS can be coated with TiO2, CeO2 and La2O3 for protection against corrosion on quaternary bronze in urban atmosphere. It can also be used as a silica nanofluid (NF) to modify the surface of berea sandstone to improve the enhanced oil recovery (EOR) area in the petroleum industry. MPTMS forms composites with kaolin, that can be used as an absorbent for the removal of heavy metals from wastewater. MPTMS can form a bilayer with multiwalled carbon nanotubes (MWNTs) on gold electrodes which can be used to study the electrochemical properties of fluphenazine.

Technology Process of (3-Mercaptopropyl)trimethoxysilane

There total 10 articles about (3-Mercaptopropyl)trimethoxysilane which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 93.5%

3-Chloropropyltrimethoxysilan (2530-87-2) → 3-(trimethoxysilyl)-1-propanethiol (4420-74-0)

Guidance literature:

With sodium sulfide; tetrabutyl-ammonium chloride; water; In toluene; at 88 - 92 ℃; for 4h;

Reference yield: 89.4%

1-bromo-3-trimethoxysilylpropane (51826-90-5) → 3-(trimethoxysilyl)-1-propanethiol (4420-74-0)

Guidance literature:

Reference yield: 88.2%

prop-2-ene-1-thiol (870-23-5) + trimethoxysilane (2487-90-3) → 3-(trimethoxysilyl)-1-propanethiol (4420-74-0)

Guidance literature:

prop-2-ene-1-thiol; at 62 - 64 ℃; for 0.5h; Inert atmosphere;

trimethoxysilane; In methanol; at 72 - 75 ℃; for 2h; Solvent; Temperature;

upstream raw materials:

S-[3-(trimethoxysilyl)propyl] ethanethioate

3-Chloropropyltrimethoxysilan

allyltrimethoxysilane

1-bromo-3-trimethoxysilylpropane

Downstream raw materials:

silica gel

Refernces

• 1、 -. "Method for preparing mercaptosilane in virtue of thiourea process". . . Retrieved 2020/09/30.
• 2、 -. "Method for preparing mercaptosilane coupling agent by using phase transfer catalyst". Paragraph 0025-0027. . Retrieved 2019/12/02.