274585

Methyl trimethylsilyl dimethylketene acetal

95%

• Synonym(s): 1-Methoxy-2-methyl-1-(trimethylsiloxy)propene, (1-Methoxy-2-methyl-1-propenyloxy)trimethylsilane, MTDA
• Linear Formula: (CH₃)₂C=C(OCH₃)OSi(CH₃)₃
• CAS Number: 31469-15-5
• Molecular Weight: 174.31
• Beilstein/REAXYS Number: 1362893
• MDL number: MFCD00010232
• UNSPSC Code: 12352100
• PubChem Substance ID: 24856589
• NACRES: NA.22

Properties

• assay: 95%
• form: liquid
• refractive index: n20/D 1.415 (lit.)
• bp: 35 °C/15 mmHg (lit.)
• density: 0.858 g/mL at 25 °C (lit.)
• SMILES string: CO\C(O[Si](C)(C)C)=C(/C)C
• InChI: 1S/C8H18O2Si/c1-7(2)8(9-3)10-11(4,5)6/h1-6H3
• InChI key: JNOGVQJEBGEKMG-UHFFFAOYSA-N

Description

Application

Methyl trimethylsilyl dimethylketene acetal was used:

• in the synthesis of chiral β-lactams by reacting with (S)-alkylidene(1-arylethyl)amines in the presence of titanium tetrachloride
• as a catalyst or initiator in the group-transfer polymerization
• as a versatile reagent in conjugate addition and aldol reactions.

Safety Information

• pictograms: GHS02,GHS07
• signalword: Warning
• hcodes: H226,H315,H319,H335
• pcodes: P210 - P233 - P240 - P241 - P303 + P361 + P353 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 3 - Flammable liquids
• wgk_germany: WGK 3
• flash_point_f: 86.0 °F - closed cup
• flash_point_c: 30 °C - closed cup
• ppe: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter