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

Boiling point:

68-69 °C14 mm Hg(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

solubility 

insol H2O; sol most organic solvents

form 

Liquid

color 

Clear light yellow to brown

Merck 

14,6001

CAS DataBase Reference

59414-23-2(CAS DataBase Reference)

EPA Substance Registry System

Silane, [(3-methoxy-1-methylene-2-propenyl)oxy]trimethyl- (59414-23-2)

Safety Information

Risk Statements 

10

Safety Statements 

23-24/25

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

10-21

HazardClass 

3

PackingGroup 

III

HS Code 

29310099

MSDS

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

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

Chemical Properties

CLEAR LIGHT YELLOW TO BROWN LIQUID

Uses

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene is used as a highly reactive diene for Diels-Alder reactions and hetero-Diels-Alder reactions.

Preparation

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene was originally prepared from 4-Methoxy-3-buten-2-one with Chlorotrimethylsilane-Triethylamine-Zinc Chloride in benzene as shown below (68% yield, eq 1). At the present time, the most efficient method is to use TMSCl-Lithium Bromide-Et3N in THF (91%).

storage

1-Methoxy-3-trimethylsilyloxy-1,3-butadiene can be kept in a stoppered container without appreciable decomposition, but it is extremely moisture sensitive.

1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE(59414-23-2)Related Product Information

• POLYBUTADIENE
• BIS(TRIMETHYLSILYL) SULFIDE
• 2-(Trimethylsiloxy)-1,3-butadiene
• 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
• (1Z)-1-(Benzyloxy)-3-methoxy-1-(trimethylsiloxy)-1,3-butadiene