Catalog Number
ACM31469155-1
Product Name
Dimethylketene Methyl Trimethylsilyl Acetal
Category
Polymerization Initiators; Polymerization Reagents
Synonyms
1-Methoxy-2-Methyl-1-(Trimethylsilyloxy)Propene
IUPAC Name
(1-methoxy-2-methylprop-1-enoxy)-trimethylsilane
Molecular Weight
174.32 g/mol
Molecular Formula
C8H18O2Si
Canonical SMILES
CC(=C(OC)O[Si](C)(C)C)C
InChI
InChI=1S/C8H18O2Si/c1-7(2)8(9-3)10-11(4,5)6/h1-6H3
InChI Key
JNOGVQJEBGEKMG-UHFFFAOYSA-N
Boiling Point
52 °C(22 mmHg)
Appearance
Colorless to Almost colorless clear liquid
Application
Dimethylketene Methyl Trimethylsilyl Acetal serves as a versatile reagent functioning as an ester enolate surrogate for a wide array of electrophilic reactions including alkylation Michael reactions aldol reactions and nitroarylation It also plays a crucial role as an initiator for group transfer polymerization of acrylates and engages in oxidation dimerization and cycloaddition processes Additionally this compound is instrumental in the synthesis of chiral β-lactams through its reaction with (S)-alkylidene(1-arylethyl)amines in the presence of titanium tetrachloride further showcasing its utility as a catalyst in group-transfer polymerization and a versatile agent in conjugate addition reactions
Storage
Store under inert gas
Covalently-Bonded Unit Count
1
Exact Mass
174.107606g/mol
Hazard Statements
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
H226 : Flammable liquid and vapour.
Monoisotopic Mass
174.107606g/mol
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.