TERT-BUTYL TRIMETHYLSILYLACETATE
- CAS NO.:41108-81-0
- Empirical Formula: C9H20O2Si
- Molecular Weight: 188.34
- MDL number: MFCD00042855
- EINECS: 255-222-2
- SAFETY DATA SHEET (SDS)
- Update Date: 2023-05-15 10:43:57
What is TERT-BUTYL TRIMETHYLSILYLACETATE?
Physical properties
air stable, colorless liquid; bp 67°C/13 mmHg; n20 D 1.4184; 1H NMR (CDCl3, 90 MHz) 0.13 (s, 9H), 1.45 (s, 9H), 1.80 (s, 2H); IR 1710 cm?1.
The Uses of TERT-BUTYL TRIMETHYLSILYLACETATE
t-Butyl Trimethylsilylacetate is used to prepare lithium enolates which can be alkylated;can
be alkenated with aldehydes and ketones;can be acylated;can
be reacted with Group 14 halides.
Most applications require initial formation
of the enolate (1) (eq 1), which is obtained as a white solid suspended
in THF, stable indefinitely at ?78°C.
Preparation
an advantage of t-butyl trimethylsilylacetate over its methyl and ethyl ester analogs is that it can be prepared by C-silylation of the lithium enolate of t-butyl acetate at ?78°C in THF (85–90% yield). Under the same conditions the enolates of methyl and ethyl acetate give primarily O-silylated products.The reagent has also been prepared by a rapid boron trifluoride etherate catalyzed reaction of trimethylsilylketene with t-butyl alcohol.
Properties of TERT-BUTYL TRIMETHYLSILYLACETATE
Boiling point: | 67 °C13 mm Hg(lit.) |
Density | 0.86 g/mL at 25 °C(lit.) |
refractive index | n |
Flash point: | 42 °C |
solubility | Chloroform (Soluble), Methanol (Soluble) |
form | Oil |
color | Colourless |
BRN | 1930256 |
Safety information for TERT-BUTYL TRIMETHYLSILYLACETATE
Signal word | Warning |
Pictogram(s) |
Flame Flammables GHS02 |
GHS Hazard Statements |
H226:Flammable liquids |
Computed Descriptors for TERT-BUTYL TRIMETHYLSILYLACETATE
New Products
4-Fluorophenylacetic acid 4-Methylphenylacetic acid N-Boc-D-alaninol N-BOC-D/L-ALANINOL Tert-butyl bis(2-chloroethyl)carbamate 3-Morpholino-1-(4-nitrophenyl)-5,6-dihydropyridin- 2(1H)-one Furan-2,5-Dicarboxylic Acid Tropic acid S-2-CHLORO PROPIONIC ACID ETHYL ISOCYANOACETATE 2-Bromo-1,3-Bis(Dimethylamino)Trimethinium Hexafluorophosphate (6-METHYL-[1,3]DITHIOLO[4,5-b]QUINOXALIN-2-ONE INDAZOLE-3-CARBOXYLIC ACID 4-IODO BENZOIC ACID (2-Hydroxyphenyl)acetonitrile 4-Bromopyrazole 5,6-Dimethoxyindanone 2-(Cyanocyclohexyl)acetic acid 4-methoxy-3,5-dinitropyridine 2-aminopropyl benzoate hydrochloride 1-(4-(aminomethyl)benzyl)urea hydrochloride diethyl 2-(2-((tertbutoxycarbonyl)amino) ethyl)malonate tert-butyl 4- (ureidomethyl)benzylcarbamate Ethyl-2-chloro((4-methoxyphenyl)hydrazono)acetateRelated products of tetrahydrofuran
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