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1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%
1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%
1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%
Thermo Scientific Chemicals

1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%

CAS: 54125-02-9 | C8H16O2Si | 172.299 g/mol
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Catalog number L06100.06
also known as L06100-06
Price (EUR)
165,00
Each
Quantity:
5 g
Request bulk or custom format
Price (EUR)
165,00
Each
Chemical Identifiers
CAS54125-02-9
IUPAC Name[(4-methoxybuta-1,3-dien-2-yl)oxy]trimethylsilane
Molecular FormulaC8H16O2Si
InChI KeySHALBPKEGDBVKK-UHFFFAOYSA-N
SMILESCOC=CC(=C)O[Si](C)(C)C
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)Clear colorless to yellow
Assay (GC)≥92.0%
FormLiquid or viscous liquid
Refractive Index1.4520-1.4600 @ 20?C
1-Methoxy-3-trimethylsiloxy-1,3-butadiene is employed as a reagent in Mannich-Michael reaction for the synthesis of piperidinones and enaminones. As Diels-Alder diene, it is used in the synthesis of pyridones and pyranones, sulfone analogues of griseofulvin (sulfogriseofulvins) and 4H-1-aminopyrroles and 4, 5H-pyrazoles.

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications
1-Methoxy-3-trimethylsiloxy-1,3-butadiene is employed as a reagent in Mannich-Michael reaction for the synthesis of piperidinones and enaminones. As Diels-Alder diene, it is used in the synthesis of pyridones and pyranones, sulfone analogues of griseofulvin (sulfogriseofulvins) and 4H-1-aminopyrroles and 4, 5H-pyrazoles.

Solubility
Miscible with most organic solvents. Immiscible with water.

Notes
Moisture sensitive. Store in cool place. Incompatible with strong oxidizing agents and strong acids.
RUO – Research Use Only

General References:

  1. Choi, J.; Park, H.; Yoo, H. J.; Kim, S.; Sorensen, E. J.; Lee, C. Tandem Diels-Alder and Retro-Ene Reactions of 1-Sulfenyl- and 1-Sulfonyl-1,3-dienes as a Traceless Route to Cyclohexenes. J. Am. Chem. Soc. 2014, 136 (28), 9918-9921.
  2. Kuttruff, C. A.; Geiger, S.; Cakmak, M.; Mayer, P.; Trauner, D. An Approach to Aminonaphthoquinone Ansamycins Using a Modified Danishefsky Diene. Org. Lett. 2012, 14 (4), 1070-1073.