| Identification | More | [Name]
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE | [CAS]
54125-02-9 | [Synonyms]
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
1-METHOXY-3-(TRIMETHYLSILOXY)BUTADIENE
1-METHOXY-3-TRIMETHYLSILYLOXY-1,3-BUTADIENE
DANISHEFSKY'S DIENE
TRANS-1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
TRANS-1-METHOXY-3-(TRIMETHYLSILYLOXY)-1,3-BUTADIENE
TRANS-1-METHOXY-3-TRIMETHYLSILOXY-&
1-Methoxy-3-(trimethylsiloxy)butadiene(Danishefsky`sDiene)
Silane, (2E)-3-methoxy-1-methylene-2-propenyloxytrimethyl-
Danishefsky-Kitahara diene.
1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE, 98+%
(1E)-3-(Trimethylsilyloxy)-1-methoxy-1,3-butadiene
(E)-1-Methoxy-3-(trimethylsiloxy)-1,3-butadiene
(E)-1-Methoxy-3-[(trimethylsilyl)oxy]-1,3-butadiene
[[(E)-3-Methoxy-1-methylene-2-propenyl]oxy]trimethylsilane
Methyl[(1E)-3-(trimethylsiloxy)-1,3-butadienyl] ether | [EINECS(EC#)]
629-035-5 | [Molecular Formula]
C8H16O2Si | [MDL Number]
MFCD00008498 | [Molecular Weight]
172.3 | [MOL File]
54125-02-9.mol |
| Chemical Properties | Back Directory | [Boiling point ]
68-69 °C/14 mmHg (lit.) | [density ]
0.885 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.454(lit.)
| [Fp ]
113 °F
| [storage temp. ]
2-8°C
| [form ]
liquid | [Specific Gravity]
0.89 | [Water Solubility ]
Miscible with most organic solvents. Immiscible with water. | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [Merck ]
14,6001 | [BRN ]
1616761 | [CAS DataBase Reference]
54125-02-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Risk Statements ]
R10:Flammable. | [Safety Statements ]
S23:Do not breathe gas/fumes/vapor/spray (appropriate wording to be specified by the manufacturer) .
S24/25:Avoid contact with skin and eyes . | [RIDADR ]
UN 1993 3/PG 3
| [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
No | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
2931900090 |
| Hazard Information | Back Directory | [Uses]
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. | [General Description]
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.] |
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