ISOPROPENYLOXYTRIMETHYLSILANE Chemical Properties

Melting point:

40-45 °C

Boiling point:

93-95 °C

Density 

0.78 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.395(lit.)

Flash point:

45 °F

storage temp. 

-20°C

form 

clear liquid

color 

Colorless to Light orange to Yellow

Specific Gravity

0.786

Hydrolytic Sensitivity

7: reacts slowly with moisture/water

BRN 

1849023

InChI

1S/C6H14OSi/c1-6(2)7-8(3,4)5/h1H2,2-5H3

InChIKey

UAIFZYSPVVBOPN-UHFFFAOYSA-N

SMILES

CC(=C)O[Si](C)(C)C

CAS DataBase Reference

1833-53-0(CAS DataBase Reference)

NIST Chemistry Reference

CH2=(CH3)OSi(CH3)3(1833-53-0)

EPA Substance Registry System

Silane, trimethyl[(1-methylethenyl)oxy]- (1833-53-0)

Safety Information

Hazard Codes 

F,Xi

Risk Statements 

11-36/37/38

Safety Statements 

16-26-36-37/39

RIDADR 

UN 1993 3/PG 2

WGK Germany 

3

F 

10-21

TSCA 

TSCA listed

HazardClass 

3.1

PackingGroup 

II

HS Code 

2931900090

Storage Class

3 - Flammable liquids

Hazard Classifications

Eye Irrit. 2
Flam. Liq. 2
Skin Irrit. 2
STOT SE 3

MSDS

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

ISOPROPENYLOXYTRIMETHYLSILANE Usage And Synthesis

Chemical Properties

clear colorless liquid

Uses

(Isopropenyloxy)trimethylsilane is an enol silyl ether. It participates as nucleophile in Lewis acid-promoted C3-nucleophile substitution of tetracyclic bromide. It is reported to participate in the total synthesis of (±)-powelline. It is reported to participate in dityltin bis(triflate) catalyzed Michael addition reaction of enol silyl ethers.

General Description

(Isopropenyloxy)trimethylsilane is an enol silyl ether. It participates as nucleophile in Lewis acid-promoted C3-nucleophile substitution of tetracyclic bromide. It is reported to participate in the total synthesis of (±)-powelline. It is reported to participate in dityltin bis(triflate) catalyzed Michael addition reaction of enol silyl ethers.

Purification Methods

Purify it by fractional distillation using a very efficient column at atmospheric pressure. It usually contains 5% of hexamethyldisiloxalane which boils at 99-101o, but is generally non-reactive and need not be removed. [Hauser & Hance J Am Chem Soc 71 5091 1952.] It has been distilled under N2 through a 15cm column packed with glass helices. Fraction b 99-104o is further purified by gas chromatography through a Carbowax column (Autoprep A 700) at a column temperature of 87o, and has a retention time of 9.5minutes. [Krüger & Rochow J Organomet Chem 1 476 1963-4.]

ISOPROPENYLOXYTRIMETHYLSILANE(1833-53-0)Related Product Information

• (TRIISOPROPYLSILOXY)METHYL CHLORIDE
• TRIMETHYLSILYL METHACRYLATE
• Trimethyl(phenoxy)silane
• METHOXYTRIMETHYLSILANE
• 4-TRIMETHYLSILOXY-3-PENTEN-2-ONE
• 1,2-BIS(TRIMETHYLSILYLOXY)CYCLOBUTENE
• 1-Cyclohexenyloxytrimethylsilane
• 2-(Trimethylsiloxy)-1,3-butadiene
• 1-PHENYL-1-TRIMETHYLSILOXYETHYLENE
• 1-(Trimethylsiloxy)cyclopentene
• 2-(TERT-BUTYLDIMETHYLSILOXY)PENT-2-EN-4-ONE
• 2,3-BIS(TRIMETHYLSILYLOXY)-1,3-BUTADIENE
• ISOPROPENYLOXYTRIMETHYLSILANE
• 2-(TRIMETHYLSILOXY)-1,3-CYCLOHEXADIENE
• 1-METHOXY-3-TRIMETHYLSILOXY-1,3-BUTADIENE
• ALLYLOXYTRIMETHYLSILANE
• DIMETHYLKETENE METHYL TRIMETHYLSILYL ACETAL
• 3-CHLORO-2-TRIMETHYLSILOXYPROPENE