ISOPROPENYLOXYTRIMETHYLSILANE

Synonym(s):2-(Trimethylsiloxy)propene;Acetone enol trimethylsilyl ether;IPOTMS

CAS NO.：1833-53-0
Empirical Formula: C6H14OSi
Molecular Weight: 130.26
MDL number: MFCD00042845
EINECS: 217-393-1
SAFETY DATA SHEET (SDS)
Update Date: 2025-01-27 09:38:02

ISOPROPENYLOXYTRIMETHYLSILANE Structural

What is ISOPROPENYLOXYTRIMETHYLSILANE?

Chemical properties

clear colorless liquid

What are the applications of Application

(Isopropenyloxy)trimethylsilane is an enol silyl ether

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.]

Properties of ISOPROPENYLOXYTRIMETHYLSILANE

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
Specific Gravity	0.786
color	Colorless to Light orange to Yellow
Hydrolytic Sensitivity	7: reacts slowly with moisture/water
BRN	1849023
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 for ISOPROPENYLOXYTRIMETHYLSILANE

Signal word	Danger
Pictogram(s)	Flame Flammables GHS02 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H225:Flammable liquids H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking. P233:Keep container tightly closed. P240:Ground/bond container and receiving equipment. P241:Use explosion-proof electrical/ventilating/lighting/…/equipment. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.