1-Methoxy-2-methyl-1-(trimethylsiloxy)propene

• Catalog No.: L06931
• CAS Number: 31469-15-5
• M. F.: C8H18O2Si
• M. W.: 174.31282
• Purity: 97%

SYNONYMS

• Title: 1-甲氧基-2-甲基-1-(三甲基硅氧基)丙烯
• IUPAC name: [(1-methoxy-2-methylprop-1-en-1-yl)oxy]trimethylsilane
• IUPAC Traditional name: [(1-methoxy-2-methylprop-1-en-1-yl)oxy]trimethylsilane
• Synonyms: Methyl trimethylsilyl dimethylketene acetal; 1-Methoxy-1-trimethylsiloxy-2-methyl-1-propene

DATABASE IDS

• MDL Number: MFCD00010232
• EC Number: 000-000-0
• Beilstein Number: 1362893
• CAS Number: 31469-15-5

PROPERTIES

• Purity: 97%
• Boiling Point: 35-36°C/15mm
• Density: 0.858
• Flash Point: 30°C(86°F)
• Refractive Index: 1.4150
• GHS Hazard statements: H226-H315-H319-H335
• European Hazard Symbols: Irritant (Xi)
• GHS Precautionary statements: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• Risk Statements: 10-36/37/38
• Safety Statements: 26-37
• Storage Warning: Moisture Sensitive
• TSCA Listed: 否
• Hazard Class: 3
• UN Number: UN1993
• Packing Group: III

REFERENCES

• Silyl ketene acetal. The silyl enol ether of methyl isobutyrate. Catalyst for the initiation of group transfer polymerization, for controlled polymerization of ɑ?-unsaturated esters, ketones, nitriles and amides, in which the ketene acetal function is transferred along the growing polymer chain: J. Am. Chem. Soc., 105, 5706 (1983); Science, 222, 39 (1983).
• In the presence of a Lewis acid e.g. TiCl₄ or TMS-OTf, undergoes the Mukaiyama aldol reaction with aldehydes to give methyl ɑɑ-dimethyl-?-hydroxy esters: Chem. Lett., 989 (1975); Synth. Commun., 13, 449 (1983). Excellent results are obtained in these reactions with lanthanide triflates, e.g. Yb(OTf)₃, as catalysts: Synthesis, 371 (1993).
• With imines, gives ?-amino esters or ?-lactams according to conditions: Tetrahedron Lett., 3643 (1977); Chem. Lett., 1397 (1989); Tetrahedron, 44, 4157 (1988).
• Michael additions to enones, catalyzed by Yb(OTf)₃, have also been reported: Tetrahedron Lett., 33, 6815 (1992).