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

Name: 1-Methoxy-3-trimethylsiloxy-1,3-butadiene, 94%
SKU: L06100.06

CAS: 54125-02-9 | C8H16O2Si | 172.299 g/mol

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產品號碼 L06100.06

亦稱為 L06100-06

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5 g

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化學識別

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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規格

規格表

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:

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.
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.