Vinyltrimethoxysilane

HCID 76004CAS 2768-02-7

Basic information

Standard SMILES
C=C[Si](OC)(OC)OC
InChIKey
NKSJNEHGWDZZQF-UHFFFAOYSA-N
Molecular formula
C5H12O3Si
Average molar mass
148.23 g/mol
Monoisotopic mass
148.05557077

Names & identifiers

Preferred name
Vinyltrimethoxysilane
IUPAC
ethenyl(trimethoxy)silane
English name
Vinyltrimethoxysilane
Molecular formula
C5H12O3Si
Molecular weight
148.23

Names & synonyms

Vinyltrimethoxysilane2768-02-7TrimethoxyvinylsilaneSilane, ethenyltrimethoxy-Ethenyltrimethoxysilane(Trimethoxysilyl)etheneSilane, trimethoxyvinyl-Vinyl trimethoxy silaneDTXSID20292400ZIU135UESA 171 (Silane derivative)DYNASYLAN SILFIN
Show more names
VTMSa171VTMOethenyltrimethoxy-Silanekbm1003vts-mCo-Formula CFS-027Vinymethyltrimethoxysilane
KBM 1003SZ 6300DTXCID509240A 171V 4917Y 4302RefChem:901966220-449-8

Database identifiers

CAS
2768-02-7
PubChem CID
76004
DTXSID
DTXSID2029240
UNII
0ZIU135UES
EC Number
220-449-8、688-602-5
Nikkaji
J54.326H

Properties

Computed structural properties

Topological polar surface area
27.7 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
3
Rotatable bonds
4
Heavy atoms
9

Experimental & physicochemical properties

Chemical ClassesOther Classes -> Other Organic Compounds
SpringerMaterials PropertiesViscosity
Density · 2 items

1.13 @25 °C

Specific Density: 0.94 (water = 1)

SolubilityWater Solubility: 1,000,000 mg/L at 20°C (modeled data).
Flash Point25.5°C
Boiling Point · 2 items

123 °C @760 [mm Hg]

123°C at 1013 hPa (converted to 101.3 kPa) (760 mm Hg)

Physicochemical properties

Melting point
-70 °C · <-70°C
Boiling point
123 °C · 123 °C (lit.)
Density
0.968 g/mL · 0.968 g/mL at 25 °C (lit.)
vapor pressure
88 hPa · 88 hPa (55 °C)
refractive index
20 · n20/D 1.392(lit.)
Flash point
73 °F · 73 °F

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for 7.7% (104 of 1358) of reports.

Danger

H226 (55%): Flammable liquid and vapor [Warning Flammable liquids]

Hazard information

Regulatory Information · 3 items

Chemical: Silane, ethenyltrimethoxy-

Status: Active Update: 05-04-2023 https://echa.europa.eu/registration-dossier/-/registered-dossier/14728

Trimethoxyvinylsilane: Does not have an individual approval but may be used under an appropriate group standard

Other Safety InformationEvaluation - Chemicals that are unlikely to require further regulation to manage risks to environment
Hazards Summary · 1 item

Dermal LD50 (rabbit) = 3.36 mL/kg; Oral LD50 (rat) = 7.34 mL/kg; [ChemIDplus] A mild skin and eye irritant; Causes somnolence, ataxia, and dermatitis in dermal lethal-dose studies of rabbits; Causes changes in fluid intake, hematuria, and weight loss in 9-day intermittent inhalation study of rats (750 ppm/6hr/day); [RTECS] Sensitive to moisture; A skin irritant; May cause serious eye injury; Harmful by inhalation; [Alfa Aesar MSDS]

Hazard Classes and Categories · 6 items

Flam. Liq. 3 (55%)

Not Classified

Skin sensitisation - category 1B

Flammable liquids - Category 2

Skin sensitization - Category 1B

Skin Sens. 1B

Safety & protection

Protective Action Criteria (PAC) · 3 items

10 [ppm]

20 [ppm]

120 [ppm]

Other Standards Regulations and Guidelines · 1 item

The subchronic (14-week), whole-body inhalation study (6 h/day, 5 days/week) in F344 rats was used as the critical study for the derivation of the Workplace Environmental Exposure Level (WEEL). The No-Observed-Adverse-Effect Concentration (NOAEC) of 100 ppm (605 mg/m3) was used as the point of departure (PoD). Adjustment factors for subchronic to chronic extrapolation and intra-individual variability were applied to the NOAEC to develop the health-based WEEL value of 10 ppm as the 8-hour time-weighted average (TWA).

Toxicology

Toxicity Summary · 1 item

Experimental animal studies have shown that VTMS exhibits low acute toxicity when exposed via oral, dermal, and inhalation routes. It is not a dermal or eye irritant. A weight of evidence assessment of four dermal sensitization studies in guinea pigs indicates that VTMS is not a dermal sensitizer. However, one additional study yielded positive results, leading ECHA to classify VTMS as Category 1B, indicating it may cause an allergic skin reaction. VTMS is not considered genotoxic based on in vitro and in vivo studies. Various experimental animal studies have demonstrated that VTMS does not have reproductive or developmental effects. Short-term oral administration of VTMS for 28 days in rats resulted in treatment-related effects in the urinary bladder and kidney. In a 14-week inhalation study in rats, VTMS exposure was linked to histopathological changes in the kidney and urinary bladder. However, an expert panel review concluded that these observations were adaptive responses to physical or chemical irritant(s) in the urine. The NOAEC of 100 ppm (605 mg/m³) from the 14-week inhalation study was used as the point of departure for deriving the health-based WEEL.

Medical SurveillanceThree producers of VTMS provided information to confirm that there have been no cases of skin sensitization among workers during more than 40 years of manufacture.
Toxicity DataLC50 (rat) = 2,773 ppm

Safety data

F
10-21
PPE
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
wgk
1
tsca
TSCA listed
rtecs
VV6770000
ridadr
UN 1993 3/PG 2

Chemistry & industry

Uses & manufacturing

Uses · 1 item

The typical concentration of VTMS in industrial products is from 1 to 2%. VTMS undergoes reactions, resulting in minimal or no residual chemical in the final products. It serves as a coupling agent for plastics and wire and cable pipes, acts as a moisture scavenger in sealants, and functions as a co-monomer in latex dispersions to enhance adhesion on inorganic surfaces. VTMS is managed within closed systems (hard piped) in manufacturing environments, and it is not used in consumer products.

Household ProductsInformation on 20 consumer products that contain Trimethoxyvinylsilane in the following categories is provided:
General Manufacturing InformationSilane, ethenyltrimethoxy-: ACTIVE
Applications · 3 items

DescriptionVinyltrimethoxysilane, 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.

UsesVTMS 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.

General DescriptionVinyltrimethoxysilane (VTMS) is a silane coupling agent with silicon and hydroxyl groups that can be used to enhance the wettability and improve the superhydrophobic characteristics of different composites.

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
南京兰亚化工贸易有限公司+86-25-8331-5620 · [email protected]
上海迈瑞尔生化科技有限公司4006356688 18621169109 · [email protected]
宇瑞(上海)化学有限公司02150456736 18602143071 · [email protected]

Related reactions

27 records

Linked notes

Loading…