1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Chemical Properties

Boiling point:

68-69 °C/14 mmHg (lit.)

Density 

0.885 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.454(lit.)

Flash point:

113 °F

storage temp. 

2-8°C

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 Information

Risk Statements 

10

Safety Statements 

23-24/25

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

10-21

TSCA 

No

HazardClass 

3

PackingGroup 

III

HS Code 

2931900090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE Usage And Synthesis

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.]

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(54125-02-9)Related Product Information

• Triethoxysilane
• Octamethylcyclotetrasiloxane
• Vinyltrimethoxysilane
• ALLYLOXYTRIMETHYLSILANE
• Ethoxytrimethylsilane
• 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
• METHOXYTRIMETHYLSILANE
• DIMETHYLETHOXYSILANE
• VINYLOXYTRIMETHYLSILANE
• 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
• ISOPROPENYLOXYTRIMETHYLSILANE
• 1-METHOXY-1,3-BUTADIENE
• (1E 3Z)-1-METHOXY-2-METHYL-3-(TRIMETHYL&
• DIMETHYLMETHOXYSILANE
• Silane, methoxy-
• TRANS-3-(TERT-BUTYLDIMETHYLSILYLOXY)-1-METHOXY-1,3-BUTADIENE
• (1Z)-1-(Benzyloxy)-3-methoxy-1-(trimethylsiloxy)-1,3-butadiene