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HomeProduct name listTERT-BUTYL TRIMETHYLSILYLACETATE

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
TERT-BUTYL TRIMETHYLSILYLACETATE Structural

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.t-Butyl Trimethylsilylacetate

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  n20/D 1.417
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)
ghs
Flame
Flammables
GHS02
GHS Hazard Statements H226:Flammable liquids

Computed Descriptors for TERT-BUTYL TRIMETHYLSILYLACETATE

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