Allyltrimethoxysilane
- CAS NO.:2551-83-9
- Empirical Formula: C6H14O3Si
- Molecular Weight: 162.26
- MDL number: MFCD00053865
- EINECS: 219-855-8
- SAFETY DATA SHEET (SDS)
- Update Date: 2025-09-25 17:15:13
What is Allyltrimethoxysilane?
Chemical properties
Colorless to Almost colorless clear liquid to slightly cloudy liquid
The Uses of Allyltrimethoxysilane
Allyltrimethoxysilane is an allylating reagent that can be used for the allylation of carbonyl compounds such as aldehydes, ketones, and imines. Homoallylic alcohols and amines are obtained via the C-C bond forming reaction. It can also be used to synthesize homoallylic α-branched amines from aromatic and aliphatic aldehyde hydrazones, and ketone hydrazones.
What are the applications of Application
Allyltrimethoxysilane as the Reagent of Double Bond Introduction to Porous Silica for Preparation of a Chiral Stationary Phase in Comparison with Allyltriethoxysilane.
Allylation of ketones, aldehydes and imines with dual activation of a Lewis Acid and fluoride ion.
Used in the regioselective generation of the thermodynamically more stable enol trimethoxysilyl ethers, which in turn are used in the asymmetric generation of quaternary carbon centers.
Converts arylselenyl bromides to arylallylselenides.
Allylates aryl iodides.
Allyltrimethoxysilane serves as a remarkable reagent in Silver-Catalyzed Asymmetric Allylation.
Properties of Allyltrimethoxysilane
| Boiling point: | 146-148 °C (lit.) |
| Density | 0.963 g/mL at 25 °C (lit.) |
| refractive index | n |
| Flash point: | 88 °F |
| storage temp. | Inert atmosphere,2-8°C |
| form | Liquid |
| color | Clear colorless |
| Specific Gravity | 0.96 |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| BRN | 2350745 |
| EPA Substance Registry System | Silane, trimethoxy-2-propenyl- (2551-83-9) |
Safety information for Allyltrimethoxysilane
| Signal word | Warning |
| Pictogram(s) |
![]() Flame Flammables GHS02 ![]() Exclamation Mark Irritant GHS07 |
| GHS Hazard Statements |
H226:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation |
| Precautionary Statement Codes |
P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P302+P352:IF ON SKIN: wash with plenty of soap and water. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing. |
Computed Descriptors for Allyltrimethoxysilane
| InChIKey | LFRDHGNFBLIJIY-UHFFFAOYSA-N |
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