CAS 762-72-1 Allyltrimethylsilane - Materials / Alfa Chemistry

NAVIGATION

Allyltrimethylsilane

PRICE INQUIRY

Catalog Number

ACM762721

CAS Number

762-72-1

Product Name

Allyltrimethylsilane

Category

Salt

Synonyms

3-(Trimethylsilyl)propene

IUPAC Name

trimethyl(prop-2-enyl)silane

Molecular Weight

114.26

Molecular Formula

C6H14Si

Canonical SMILES

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

InChI

InChI=1S/C6H14Si/c1-5-6-7(2,3)4/h5H,1,6H2,2-4H3

InChI Key

HYWCXWRMUZYRPH-UHFFFAOYSA-N

Boiling Point

84-88 °C (lit.)

Flash Point

7 °C

Purity

98%

Density

0.719 g/mL at 25 °C (lit.)

Appearance

Colorless to almost colorless clear liquid

Application

Allyltrimethylsilane, a clear, colorless liquid, serves as a versatile reagent essential for incorporating allyl groups into various chemical structures such as acid chlorides, aldehydes, ketones, iminium ions, and enones. It plays a pivotal role in cross-coupling reactions with diverse carbon electrophiles. Notably employed in the Hosomi-Sakurai reaction, allyltrimethylsilane efficiently facilitates allylation in the presence of Lewis acids, reacting with compounds like cyclohexanone to form 1-allylcyclohexanol. Its role as a nucleophile extends to participating in the Carbon-Ferrier rearrangement and Lewis acid-catalyzed reactions, where it displays a nucleophilicity approximately ten times greater than propene. This reactivity is highlighted by its interactions with diarylmethyl cations and a variety of cationic carbon electrophiles, often enhanced by a Lewis acid or fluoride ion catalyst. Allyltrimethylsilane also engages in fluoride ion-catalyzed reactions with aldehydes, ketones, and α,β-unsaturated esters, forming silyl ether intermediates typically hydrolyzed prior to completion. Its application spans reactions with electrophilic alkenes, carbonyl compounds, azo compounds, and singlet oxygen, yielding vinylsilanes in ene reactions influenced by solvent choice and devoid of silyl group loss.

Storage

Store under inert gas

Complexity

59.1

Covalently-Bonded Unit Count

EC Number

212-104-5

Exact Mass

114.086477g/mol

Formal Charge

Hazard Statements

H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H225 : Highly flammable liquid and vapour.

Heavy Atom Count

MDL Number

MFCD00008635

MeSH Entry Terms

allyltrimethylsilane

Monoisotopic Mass

114.086477g/mol

Packaging

10 g; 100 g;

Precautionary Statements

P261 : Avoid breathing dust/ fume/ gas/ mist/ vapours/ spray.
P210 : Keep away from heat, hot surfaces, sparks, open flames and other ignition sources. No smoking.
P233 : Keep container tightly closed.
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.

Properties

Liquid

Rotatable Bond Count

Signal Word

Danger

Specific Gravity

0.72

UNII

8B84C337VF

If you have any other questions or need other size, please get a quote.