| Identification | More | [Name]
DIMETHYLKETENE METHYL TRIMETHYLSILYL ACETAL | [CAS]
31469-15-5 | [Synonyms]
1-METHOXY-1-(TRIMETHYLSILOXY)-2-METHYL-1-PROPENE 1-METHOXY-1-TRIMETHYLSILOXY-2-METHYLPROPENE [(1-METHOXY-2-METHYL-1-PROPENYL)OXY]TRIMETHYLSILANE 1-METHOXY-2-METHYL-1-(TRIMETHYLSILOXY)PROPENE DIMETHYLKETENE METHYL TRIMETHYLSILYL ACETAL METHYL TRIMETHYLSILYL DIMETHYLKETENE ACETAL MTDA 1-Methoxy-1-trimethylsiloxy-2-methyl-1-propene~Methyl trimethylsilyl dimethylketene acetal~MTDA 1-METHOXY-2-METHYL-1-TRIMETHYL- Silane, ((1-methoxy-2-methyl-1-propenyl)oxy)trimethyl- Methyl Trimethylsiliyl dimethyl ketene acetal 1-methoxy-2-methyl-1-trimethylsiloxypropane (1-Methoxy-2-methyl-1-propenyloxy)trimethylsilane, MTDA (1-Methoxy-2-methyl-1-propenyloxy)trimethylsilane, 1-Methoxy-2-methyl-1-(trimethylsiloxy)propene, MTDA (1-Methoxy-2-methyl-1-propenyl)(trimethylsilyl) ether (Trimethylsilyl)(1-methoxy-2-methyl-1-propenyl) ether 1-[(Trimethylsilyl)oxy]-1-methoxy-2-methyl-1-propene 2-Methyl-1-(trimethylsiloxy)-1-methoxy-1-propene | [EINECS(EC#)]
629-515-4 | [Molecular Formula]
C8H18O2Si | [MDL Number]
MFCD00010232 | [Molecular Weight]
174.31 | [MOL File]
31469-15-5.mol |
| Chemical Properties | Back Directory | [Boiling point ]
35 °C15 mm Hg(lit.)
| [density ]
0.858 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.415(lit.)
| [Fp ]
58 °F
| [storage temp. ]
2-8°C
| [solubility ]
freely sol organic solvents. | [form ]
clear liquid | [color ]
Colorless to Almost colorless | [Specific Gravity]
0.858 | [Water Solubility ]
Hydrolyzes in water. | [Hydrolytic Sensitivity]
8: reacts rapidly with moisture, water, protic solvents | [Sensitive ]
Moisture Sensitive | [BRN ]
1362893 | [Stability:]
Moisture and Acid Sensitive | [InChI]
1S/C8H18O2Si/c1-7(2)8(9-3)10-11(4,5)6/h1-6H3 | [InChIKey]
JNOGVQJEBGEKMG-UHFFFAOYSA-N | [SMILES]
CO\C(O[Si](C)(C)C)=C(/C)C | [CAS DataBase Reference]
31469-15-5(CAS DataBase Reference) | [EPA Substance Registry System]
Silane, [(1-methoxy-2-methyl-1-propenyl)oxy]trimethyl- (31469-15-5) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R10: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 3271 3/PG 3
| [WGK Germany ]
3
| [F ]
10-21 | [TSCA ]
Yes | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29319090 | [Storage Class]
3 - Flammable liquids | [Hazard Classifications]
Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
Clear colorless liquid | [Physical properties]
bp 35 °C/15 mmHg; d 0.858 g cm?3. | [Uses]
1-Methoxy-2-methyl-1-(trimethylsilyloxy)
propene is widely used as functional equivalent of enolate of methyl isobutyrate; ester enolate
surrogate in electrophilic reactions including alkylation, aldol
reaction, Michael reaction, initiator for group transfer
polymerization of acrylates, nitroarylation, oxidation,
dimerization, and cycloadditions. | [Preparation]
The title compound is a prototypical ketene silyl acetal
(KSA) that can been prepared by either of the two most commonly
employed methods: (a) deprotonation of the |á-hydrogen of
an ester followed by silylation (1),16 and (b) metal-catalyzed
hydrosilylation of |á,|?-unsaturated esters(2).
| [Purification Methods]
Add Et2O, wash with cold H2O, dry (Na2SO4), filter, evaporate Et2O, and distil the oily residue in a vacuum. [Ainsworth et al. J Organometal Chem 46 59 1972.] |
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