CAS 2551-83-9 Allyltrimethoxysilane - Materials / Alfa Chemistry

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Allyltrimethoxysilane

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Catalog Number

ACM2551839

CAS Number

2551-83-9

Product Name

Allyltrimethoxysilane

Category

Salt; Self-Assembly Materials; Self Assembly and Contact Printing Materials; Solution Deposition Precursors

Synonyms

3-(Trimethoxysilyl)-1-propene

IUPAC Name

Trimethoxy(prop-2-enyl)silane

Molecular Weight

162.26

Molecular Formula

C6H14O3Si

Canonical SMILES

CO[Si](CC=C)(OC)OC

InChI

InChI=1S/C6H14O3Si/c1-5-6-10(7-2,8-3)9-4/h5H,1,6H2,2-4H3

InChI Key

LFRDHGNFBLIJIY-UHFFFAOYSA-N

Boiling Point

146-148 °C

Flash Point

88 °F

Purity

95%+

Density

0.963 g/mL at 25 °C (lit.)

Appearance

Light yellow liquid

Application

Allyltrimethoxysilane is a versatile chemical reagent primarily used for the introduction of allyl groups into various organic compounds. This clear to slightly cloudy liquid is instrumental in the allylation of carbonyl compounds, such as aldehydes, ketones, and imines, facilitating the formation of homoallylic alcohols and amines through the creation of new carbon-carbon bonds. Additionally, it is utilized in the synthesis of homoallylic α-branched amines from both aromatic and aliphatic aldehyde and ketone hydrazones. Its ability to induce double bond formation is particularly valuable in modifying porous silica, aiding in the preparation of chiral stationary phases. Furthermore, Allyltrimethoxysilane excels in the regioselective generation of enol trimethoxysilyl ethers, which are crucial for asymmetric synthesis involving quaternary carbon centers. It also plays a role in transforming arylselenyl bromides to arylallylselenides, allylating aryl iodides, and participating in silver-catalyzed asymmetric allylation, showcasing its broad application in organic synthesis.

Storage

Inert atmosphere,2-8 °C

Complexity

92.9

Covalently-Bonded Unit Count

EC Number

219-855-8

Exact Mass

162.07122084

Formal Charge

Hazard Statements

H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H226 : Flammable liquid and vapour.

Heavy Atom Count

MDL Number

MFCD00053865

Monoisotopic Mass

162.07122084

Packaging

10 g; 100 g

Precautionary Statements

P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P370 + P378 : In case of fire: Use dry sand, dry chemical or alcohol-resistant foam to extinguish.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P303 + P361 + P353 : IF ON SKIN (or hair): Take off immediately all contaminated clothing. Rinse skin with water.

Properties

Liquid

Refractive Index

n20/D 1.405 (lit.)

Rotatable Bond Count

Signal Word

Warning

Specific Gravity

0.97

Topological Polar Surface Area

27.7 Å²

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