ETHYL 2-(TRIMETHYLSILYLMETHYL)ACRYLATE Chemical Properties

Boiling point:

70-72 °C/10 mmHg (lit.)

Density 

0.897 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.438(lit.)

Flash point:

140 °F

storage temp. 

2-8°C

form 

liquid

BRN 

4658894

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

RIDADR 

1993

WGK Germany 

3

F 

10-21

HazardClass 

3.2

PackingGroup 

III

MSDS

• Language:English Provider:SigmaAldrich

ETHYL 2-(TRIMETHYLSILYLMETHYL)ACRYLATE Usage And Synthesis

Uses

2-Ethoxycarbonylallyltrimethylsilane is used for 2-ethoxycarbonylallylation of aldehydes and acetals; the allylation products are useful precursors to α- methylene-γ-butyrolactones; precursor of allyl cation equivalents for [3 + 2] and [3 + 4] cycloadditions.

Preparation

Preparative Methods of 2-Ethoxycarbonylallyltrimethylsilane: a three-step synthesis from Diethyl Malonate has been reported. t-Butyl and trimethylsilyl esters are also prepared by this method. Syntheses from ethyl diethylphosphonoacetate and ethyl α-bromoacrylate also have been reported, but the simplest procedure involves the reaction of ethoxalyl chloride with two equivalents of Trimethylsilylmethylmagnesium Chloride followed by treatment with Thionyl Chloride (53% yield). The CeIII-mediated reaction of trimethylsilylmethylmagnesium chloride with Diethyl Oxalate is also reported to give 2- ethoxycarbonylallyltrimethylsilane in 45% yield.

storage

2-Ethoxycarbonylallyltrimethylsilane can be stored in a glass bottle.

ETHYL 2-(TRIMETHYLSILYLMETHYL)ACRYLATE(74976-84-4)Related Product Information

• (2-METHYL-PROPENYL)TRIMETHYLSILANE
• ETHYL 3-(TRIMETHYLSILYL)PROPIONATE
• 3-(TRIMETHYLSILYL) PROPIONIC ACID
• Allyltrimethylsilane
• 3-(TRIMETHYLSILYL)-1-PROPANOL
• ETHYL 2-(TRIMETHYLSILYLMETHYL)ACRYLATE