1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
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1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE ??
- ?? ?
- 68-69 °C/14 mmHg (lit.)
- ??
- 0.885 g/mL at 25 °C (lit.)
- ???
- n
20/D 1.454(lit.)
- ???
- 113 °F
- ?? ??
- 2-8°C
- ??? ??
- liquid
- Specific Gravity
- 0.89
- ??
- Colorless to light yellow Liquid
- ???
- ???? ????? ?? ? ????. ?? ??? ????.
- Hydrolytic Sensitivity
- 8: reacts rapidly with moisture, water, protic solvents
- ??
- Moisture Sensitive
- Merck
- 14,6001
- BRN
- 1616761
- InChI
- 1S/C8H16O2Si/c1-8(6-7-9-2)10-11(3,4)5/h6-7H,1H2,2-5H3/b7-6+
- InChIKey
- SHALBPKEGDBVKK-VOTSOKGWSA-N
- SMILES
- CO\C=C\C(=C)O[Si](C)(C)C
- CAS ??????
- 54125-02-9(CAS DataBase Reference)
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- ?? ? ???? ?? (GHS)
| ?? ???? ?? | 10 | ||
|---|---|---|---|
| ????? | 23-24/25 | ||
| ????(UN No.) | UN 1993 3/PG 3 | ||
| WGK ?? | 3 | ||
| F ?????? | 10-21 | ||
| TSCA | No | ||
| ?? ?? | 3 | ||
| ???? | III | ||
| HS ?? | 2931900090 | ||
| ???? ??? | 3 - Flammable liquids | ||
| Hazard Classifications | Flam. Liq. 3 |
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE C??? ??, ??, ??
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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.?? ??
trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene is a funtionalized Diels-Alder diene. Mukaiyama-Michael-type addition/heterocyclization of trans-1-methoxy-3-trimethylsiloxy-1,3-butadiene (Danishefsky′s diene) with 1,2-diaza-1,3-butadiene has been investigated. Asymmetric hetero-Diels-Alder cyclization of Danishefsky′s diene with benzaldehyde catalyzed by mesoporous inorganic/metalorganic hybrid materials has been reported.Purification Methods
It may contain up to 1% of the precursor 4-methoxybut-4-ene-2-one. It is easily purified by distilling through a Vigreux column (p 11) in a vacuum and taking the middle fraction. [Danishefsky & Kitihara J Am Chem Soc 96 7807 1974, Danishefsky Acc Chem Res 14 400 1981.]1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE ?? ?? ? ???
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4,4-????-2-???
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???-4-???-3-??-2-one
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1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE ?? ??
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1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE ?? ??:
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Octamethylcyclotetrasiloxane
4-Methoxy-2-(trimethylsiloxy)-1,3-butadiene,1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE,TRANS-1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
2-(Trimethylsiloxy)-1,3-butadiene
VINYLOXYTRIMETHYLSILANE
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
ISOPROPENYLOXYTRIMETHYLSILANE
1-METHOXY-1,3-BUTADIENE
(E,Z)-1-Methoxy-2-methyl-3- (trimethylsilyloxy)-1,3-pentadiene
DIMETHYLMETHOXYSILANE
Silane, methoxy-
TRANS-3-(TERT-BUTYLDIMETHYLSILYLOXY)-1-METHOXY-1,3-BUTADIENE
(1Z)-1-(Benzyloxy)-3-methoxy-1-(trimethylsiloxy)-1,3-butadiene