362824
Acetyltrimethylsilane
97%
Synonym(s):
1-(Trimethylsilyl)ethanone
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About This Item
Linear Formula:
(CH3)3SiCOCH3
CAS Number:
Molecular Weight:
116.23
Beilstein:
2071361
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.22
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Assay
97%
refractive index
n20/D 1.411 (lit.)
density
0.811 g/mL at 25 °C (lit.)
storage temp.
2-8°C
SMILES string
CC(=O)[Si](C)(C)C
InChI
1S/C5H12OSi/c1-5(6)7(2,3)4/h1-4H3
InChI key
REDWSDBFBCDPNI-UHFFFAOYSA-N
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General description
Acetyltrimethylsilane is an organosilicon compound that is commonly used as a protective agent for alcohols and amines in organic synthesis. It is also used as a reagent in various reactions, which includes trimethylsilylation, condensation, carbon-carbon bond formation, and reductive amination reactions.
Application
Acetyltrimethylsilane can be used as a reagent in the synthesis of dihydrophenanthrenes via a C-C insertion reaction. It is also used as a source of carbanion in the synthesis of unsymmetrical biaryls by carbanion-induced ring transformation of 2H-pyran-2-ones under mild basic conditions.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
46.4 °F - closed cup
Flash Point(C)
8 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Tetrahedron Letters, 26, 6285-6285 (1985)
Xiao-Hong Chen et al.
PloS one, 9(4), e94543-e94543 (2014-04-18)
A novel carbonyl reductase (AcCR) catalyzing the asymmetric reduction of ketones to enantiopure alcohols with anti-Prelog stereoselectivity was found in Acetobacter sp. CCTCC M209061 and enriched 27.5-fold with an overall yield of 0.4% by purification. The enzyme showed a homotetrameric
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