(1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE Chemical Properties

Boiling point:

50-53 °C/22 mmHg (lit.)

Density 

0.867 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.407(lit.)

Flash point:

79 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

insol H2O.

form 

Liquid

color 

Clear colorless

Specific Gravity

0.867

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

BRN 

1924720

InChIKey

BZMMRNKDONDVIB-UHFFFAOYSA-N

CAS DataBase Reference

27374-25-0

Safety Information

Hazard Codes 

Xi

Risk Statements 

10-36/37/38

Safety Statements 

26-36-37/39-16

RIDADR 

UN 1993 3/PG 3

WGK Germany 

3

F 

10-21

HazardClass 

3.2

PackingGroup 

III

HS Code 

29319090

MSDS

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

(1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE Usage And Synthesis

Chemical Properties

clear colorless liquid

Physical properties

bp 50–53 °C/22 mmHg.

Uses

(1-Ethoxycyclopropoxy)trimethylsilane was used in the preparation of N-(1′-alkoxy)cyclopropyl-2-haloanilines.

Uses

The 1-Ethoxy-1-(trimethylsilyloxy)cyclopropane can be used as preparation of 3-metallopropionates; metal homoenolate precursor; γ-hydroxy esters; cyclopentenones; 3-aminopropionates; cyclopropylamine formation; 1-aminocyclopropanecarboxylic acids and 1-aminocyclopropanephosphonic acids; β- and γ-amino acids.
The 1-Ethoxy-1-(trimethylsilyloxy)cyclopropane is widely used in various reactions. Cyclization of optically pure β-halo esters gives cyclopropanone acetals enantiomerically pure at C-2 and a 1:1 diastereomeric mixture at C-1.
Use of Cyclopropanone Hemiacetals. Heating cyclopropanone hemiacetal at 100°Cin an aqueous buffer provides the cyclopropanone hydrate. It also serves as a source of homoenolate radical species with a catalytic amount of AgNO3.

Preparation

For the synthesis of the parent and the 2-monoalkyl-substituted compounds, reduction of ethyl 3- chloropropionate with sodium–potassium alloy in the presence of chlorotrimethylsilane in ether. A recent modification using ultrasound irradiation is much more convenient and more widely applicable. Other substituted derivatives are prepared by cyclopropanation of alkyl silyl ketene acetals with the Furukawa reagent (diiodomethane/diethylzinc).

(1-ETHOXYCYCLOPROPOXY)TRIMETHYLSILANE(27374-25-0)Related Product Information

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