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ISOPROPENYLOXYTRIMETHYLSILANE

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ISOPROPENYLOXYTRIMETHYLSILANE Basic information

Product Name:
ISOPROPENYLOXYTRIMETHYLSILANE
Synonyms:
  • TRIMETHYLISOPROPENYLOXYSILANE
  • ACETONE ENOL TRIMETHYLSILYL ETHER
  • 2-(TRIMETHYLSILYLOXY)PROPENE
  • 2-(TRIMETHYLSILOXY)PROPENE
  • IPOTMS
  • ISOPROPENOXYTRIMETHYLSILANE
  • (CH3)3SiOC(CH3)=CH2
  • Silane, trimethyl[(1-methylethenyl)oxy]-
CAS:
1833-53-0
MF:
C6H14OSi
MW:
130.26
EINECS:
217-393-1
Product Categories:
  • Building Blocks
  • Chemical Synthesis
  • Monoalkoxysilanes
  • Enol Ethers
  • Organic Building Blocks
  • Oxygen Compounds
  • Si (Classes of Silicon Compounds)
  • Silicon Compounds (for Synthesis)
  • Si-O Compounds
  • Synthetic Organic Chemistry
  • Vinylsilanes, Allylsilanes
Mol File:
1833-53-0.mol
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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
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)
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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
10-21
TSCA 
Yes
HazardClass 
3.1
PackingGroup 
II
HS Code 
2931900090

MSDS

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ISOPROPENYLOXYTRIMETHYLSILANE Usage And Synthesis

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.]

ISOPROPENYLOXYTRIMETHYLSILANESupplier

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