Vinyltrimethoxysilane

Iupac Name：ethenyl(trimethoxy)silane

Molecular Weight：148.23

Modify Date.: 2022-11-25 02:13

Introduction: Vinyltrimethoxysilane, is used as a polymer modifier via grafting reactions. The resulting pendant trimethoxysilyl groups can function as moisture-activated crosslinking sites. The Silane grafted polymer is processed as a thermoplastic and crosslinking occurs after fabrication of the finished article upon exposure to moisture.Vinyltrimethoxysilane is mainly applied in these aspects:In the preparation of moisture-curing polymers, e.g. polyethylene. Silane crosslinked polyethylene is widely used as cable isolation, and sheathing mainly in low voltage applications as well as for hot water/sanitary pipes and underfloor heating.As a co-monomer for the preparation of different polymers such as polyethylene or acrylics. Those polymers show an improved adhesion to inorganic surfaces and they can also be crosslinked with moisture.As an efficient adhesion promoter for various mineral-filled polymers, improving mechanical and electrical properties especially after exposure to moisture.Improving the compatibility of fillers with polymers, leading to a better dispersibility, reduced melt viscosity and easier processing of filled plastics.Pre-treating of glass, metals, or ceramic surfaces, improve the adhesion of coatings on these surfaces and corrosion resistance.As moisture scavenger, it reacts rapidly with water. This effect is used widely in sealants. View more+

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1. Names and Identifiers

1.1 Name: Vinyltrimethoxysilane
1.2 Synonyms: (trimethoxysilyl)ethene (TRIMETHOXYSILYL)ETHYLENE a171 CV-4917 DOW CORNING(R) PRODUCT Q9-6300 Dynasylan VTMO EINECS 220-449-8 ethenyl(trimethoxy)silane ETHENYLTRIMETHOXYSILAN kbm1003 MFCD00008605 Silane, ethenyltrimethoxy- sz6300 Tri-Methoxy Vinyl Silane (Vtmos) (Vinyltrimethoxy Silane ) Trimethoxy(vinyl)silane TRIMETHOXYVINYLSILANE v4917 vinyl trimethoxy silane vinyl trimethoxysilane VTMO VTMS vts-m y4302

1.3 CAS No.: 2768-02-7

1.4 CID: 76004

1.5 EINECS(EC#): 220-449-8

1.6 Molecular Formula: C5H12O3Si (isomer)

1.7 Inchi: InChI=1S/C5H12O3Si/c1-5-9(6-2,7-3)8-4/h5H,1H2,2-4H3

1.8 InChkey: NKSJNEHGWDZZQF-UHFFFAOYSA-N

1.9 Canonical Smiles: CO[Si](C=C)(OC)OC

1.10 Isomers Smiles: CO[Si](C=C)(OC)OC

2. Properties

2.1 Density: 0.971 g/mL at 25 °C(lit.)

2.1 Melting point: <-70°C

2.1 Boiling point: 123 °C(lit.)

2.1 Refractive index: n20/D 1.392(lit.)

2.1 Flash Point: 73 °F

2.1 Precise Quality: 148.05600

2.1 PSA: 27.69000

2.1 logP: 0.58970

2.1 Appearance: Liquid; OtherSolid; WetSolid

2.2 Storage: Moisture Sensitive. Ambient temperatures.

2.3 Chemical Properties: Colorless transparent liquid Vinyltrimethoxysilane Preparation Products And Raw materials Raw materials

2.4 Water Solubility: H2O: slightly soluble

2.5 StorageTemp: Store below +30°C.

3. Use and Manufacturing

3.1 GHS Classification: Signal: Danger
GHS Hazard Statements
Aggregated GHS information provided by 840 companies from 22 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Reported as not meeting GHS hazard criteria by 66 of 840 companies. For more detailed information, please visit ECHA C&L website

Of the 21 notification(s) provided by 774 of 840 companies with hazard statement code(s):

H226 (48.06%): Flammable liquid and vapor [Warning Flammable liquids]
H315 (17.31%): Causes skin irritation [Warning Skin corrosion/irritation]
H318 (46.12%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
H319 (17.05%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H332 (45.35%): Harmful if inhaled [Warning Acute toxicity, inhalation]

Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.

Precautionary Statement Codes
P210, P233, P240, P241, P242, P243, P261, P264, P271, P280, P302+P352, P303+P361+P353, P304+P312, P304+P340, P305+P351+P338, P310, P312, P321, P332+P313, P337+P313, P362, P370+P378, P403+P235, and P501

4. Safety and Handling

4.1 Symbol: GHS02;GHS07;

4.1 Hazard Codes: Xi

4.1 Signal Word: DANGER

4.1 Risk Statements: 10-36/37/38-20

4.1 Safety Statements: 26-36/37/39-37/39-16

4.1 Packing Group: III

4.1 Hazard Class: 3

4.1 Hazard Declaration: H225; H332

4.1 RIDADR: UN 1993 3/PG 2

4.1 Caution Statement: P210

4.1 WGK Germany: 1

4.1 RTECS: VV6770000

4.1 Report: Reported in EPA TSCA Inventory.

4.2 Safety: A skin and eye irritant. When heated to decomposition it emits acrid smoke and irritating fumes.
Hazard Codes:?Xi
Risk Statements: 10-36/37/38?
R10: Flammable
R36/37/38: Irritating to eyes, respiratory system and skin
Safety Statements: 26-36/37/39-37/39-16?
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
S36/37/39: Wear suitable protective clothing, gloves and eye/face protection?
S37/39: Wear suitable gloves and eye/face protection
S16: Keep away from sources of ignition
RIDADR: UN 1993 3/PG 2
WGK Germany: 1
RTECS: VV6770000
F: 10-21?
F 10: Keep under argon
F 21: Sensitive to humidity.
TSCA: Yes
HazardClass: 3
PackingGroup: III
HS Code: 29310095

4.3 Sensitive: Moisture Sensitive

4.4 Specification: ?Vinyltrimethoxysilane (CAS NO.2768-02-7) is also called as?(Trimethoxysilyl)ethene ;?Silane, ethenyltrimethoxy- ; Trimethoxyvinylsilane ;?Vinyl trimethoxy silane?;?Silane, ethenyltrimethoxy- ; Silane, trimethoxyvinyl- ;?Silane, trimethoxyvinyl- .Storage of Vinyltrimethoxysilane (2768-02-7): Always keep in containers of same material as the original one. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Keep away from water. Protect from heat and direct sunlight. Protect from atmospheric moisture and water. Keep container tightly closed and dry in a cool, well-ventilated place.

4.5 Toxicity: LD50 orally in Rabbit: 7120 mg/kg LD50 dermal Rabbit 3259 mg/kg

5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Flammable liquids, Category 3

Acute toxicity - Inhalation, Category 4

Specific target organ toxicity \u2013 repeated exposure, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Danger
Hazard statement(s)	H226 Flammable liquid and vapour H332 Harmful if inhaled H373 May cause damage to organs through prolonged or repeated exposure
Precautionary statement(s)
Prevention	P210 Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking. P233 Keep container tightly closed. P240 Ground and bond container and receiving equipment. P241 Use explosion-proof [electrical/ventilating/lighting/...] equipment. P242 Use non-sparking tools. P243 Take action to prevent static discharges. P280 Wear protective gloves/protective clothing/eye protection/face protection. P261 Avoid breathing dust/fume/gas/mist/vapours/spray. P271 Use only outdoors or in a well-ventilated area. P260 Do not breathe dust/fume/gas/mist/vapours/spray.
Response	P303+P361+P353 IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water [or shower]. P370+P378 In case of fire: Use ... to extinguish. P304+P340 IF INHALED: Remove person to fresh air and keep comfortable for breathing. P312 Call a POISON CENTER/doctor/\u2026if you feel unwell. P314 Get medical advice/attention if you feel unwell.
Storage	P403+P235 Store in a well-ventilated place. Keep cool.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

View all

6. NMR Spectrum

13C NMR : in CDCl3

13C NMR : Predict

1H NMR : 400 MHz in CDCl3

1H NMR : Predict

Predict 1H proton NMR

IR : liquid film

Mass

Mass spectrum (electron ionization)

7. Synthesis Route

2768-02-7Total: 8 Synthesis Route

75-94-5 72 Suppliers

2768-02-7 210 Suppliers

Literatures:
Journal of Organic Chemistry, , vol. 16, p. 1768 - 1771 Si: MVol.C, 75, page 209 - 211
Yield: ~56%

67-56-1 386 Suppliers

75-94-5 72 Suppliers

2768-02-7 210 Suppliers

Literatures:
Russian Chemical Bulletin, , vol. 44, # 4 p. 718 - 723 Izvestiya Akademi Nauk, Seriya Khimicheskaya, , # 4 p. 737 - 742
Yield: ~76%

67-56-1 386 Suppliers

75-94-5 72 Suppliers

2768-02-7 210 Suppliers

Yield: null

View all

8. Precursor and Product

precursor:

1634-04-4

74-86-2

75-94-5

2487-90-3

67-56-1

product :

1121-55-7

137407-65-9

7538-45-6

690-94-8

826-74-4

54509-73-8

18293-85-1

66785-19-1

67345-10-2

18038-15-8

69655-76-1

111854-27-4

18236-41-4

637-69-4

98-86-2

100-06-1

1073-67-2

67265-93-4

10537-63-0

58392-98-6

622-97-9

72975-39-4

View all

9. Other Information

9.0 Mesh Entry Terms: trimethoxyvinylsilane

9.1 Production: 1,000,000 - 10,000,000 lb

9.2 Manufacturing Info: Adhesive manufacturing|Silane, ethenyltrimethoxy-: ACTIVE

9.3 Usage: Trimethoxyvinylsilane is used as a chemical intermediate in the production of other fine chemicals or as a monomer in the production of vinyl functional silicone polymers. The use of Trimethoxyvinylsilane in coatings is intended to improve bonding or adhesion between organic polymers and mineral surfaces, such as pigments, fillers, and glass or metal substrates. It is used in water-based decorative coating products. It is also used as a as cross-linking agent and adhesion promoter in commercially-available silicone sealant product.

9.4 BRN: 1099136

9.5 Description

Vinyltrimethoxysilane, is used as a polymer modifier via grafting reactions. The resulting pendant trimethoxysilyl groups can function as moisture-activated crosslinking sites. The Silane grafted polymer is processed as a thermoplastic and crosslinking occurs after fabrication of the finished article upon exposure to moisture.

Vinyltrimethoxysilane is mainly applied in these aspects:

In the preparation of moisture-curing polymers, e.g. polyethylene. Silane crosslinked polyethylene is widely used as cable isolation, and sheathing mainly in low voltage applications as well as for hot water/sanitary pipes and underfloor heating.
As a co-monomer for the preparation of different polymers such as polyethylene or acrylics. Those polymers show an improved adhesion to inorganic surfaces and they can also be crosslinked with moisture.
As an efficient adhesion promoter for various mineral-filled polymers, improving mechanical and electrical properties especially after exposure to moisture.
Improving the compatibility of fillers with polymers, leading to a better dispersibility, reduced melt viscosity and easier processing of filled plastics.
Pre-treating of glass, metals, or ceramic surfaces, improve the adhesion of coatings on these surfaces and corrosion resistance.
As moisture scavenger, it reacts rapidly with water. This effect is used widely in sealants.

View all

9.6 Chemical Properties: Colorless transparent liquid

9.7 Uses: VTMS may be used to provide superhydrophobicity to different materials like TiO₂, talc, kaolin, magnesium oxide nanoparticles, ammonium phosphate and PEDOT. It modifies the surface by capping the material and creates a protective layer that is water resistant and can be used in major coating industries.

10. Computational chemical data

Molecular Weight: 148.23g/mol
Molecular Formula: C₅H₁₂O₃Si
Compound Is Canonicalized: True
XLogP3-AA: null
Exact Mass: 148.05557077
Monoisotopic Mass: 148.05557077
Complexity: 81.9
Rotatable Bond Count: 4
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 3
Topological Polar Surface Area: 27.7
Heavy Atom Count: 9
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Isotope Atom Count: 0
Covalently-Bonded Unit Count: 1
CACTVS Substructure Key Fingerprint: AAADccBgMAgAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAGhAAAEAAAACAIAJCAAAAAACAAAACAAAAAAAAAAAIAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAAA==

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