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1833-53-0

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Identification

Name
ISOPROPENYLOXYTRIMETHYLSILANE
CAS
1833-53-0
Synonyms
2-(TRIMETHYLSILOXY)PROPENE
2-(TRIMETHYLSILYLOXY)PROPENE
ACETONE ENOL TRIMETHYLSILYL ETHER
IPOTMS
ISOPROPENOXYTRIMETHYLSILANE
ISOPROPENYLOXYTRIMETHYLSILANE
TRIMETHYLISOPROPENYLOXYSILANE
(CH3)3SiOC(CH3)=CH2
Silane, trimethyl[(1-methylethenyl)oxy]-
trimethyl[(1-methylethenyl)oxy]-silan
trimethyl[(1-methylethenyl)oxy]-Silane
trimethyl[(1-methylvinyl)oxy]silane
2-(TRIMETHYLSILYLOXY)PROPENE, 85+%
isopropenyloxytrimethylsilane[trimethylsilylatingagent]90+%
Isopropenyloxytrimethylsilane(2-Trimethylsiloxypropene)
Isopropenyloxytrimethylsilane [Trimethylsilylating Agent]
2-(Trimethylsiloxy)propene, Acetone enol trimethylsilyl ether, IPOTMS
Isopropenyl(trimethylsilyl) ether
EINECS(EC#)
217-393-1
Molecular Formula
C6H14OSi
MDL Number
MFCD00042845
Molecular Weight
130.26
MOL File
1833-53-0.mol

Chemical Properties

Appearance
clear colorless liquid
Melting point 
40-45 °C
Boiling point 
93-95 °C

bp 
93-95 °C

density 
0.78 g/mL at 25 °C(lit.)

refractive index 
n20/D 1.395(lit.)

Fp 
45 °F

storage temp. 
−20°C

Specific Gravity
0.786
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
1833-53-0(EPA Substance)

Safety Data

Hazard Codes 
F,Xi
Risk Statements 
R11:Highly Flammable.
R36/37/38:Irritating to eyes, respiratory system and skin .
Safety Statements 
S16:Keep away from sources of ignition-No smoking .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing .
RIDADR 
UN 1993 3/PG 2

WGK Germany 
3


10-21
TSCA 
Yes
HazardClass 
3.1
PackingGroup 
II

Hazard Information

Chemical Properties
clear colorless liquid
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.]

Spectrum Detail

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