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Sigma-Aldrich

Acetyltrimethylsilane

97%

Synonym(s):

1-(Trimethylsilyl)ethanone

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About This Item

Linear Formula:
(CH3)3SiCOCH3
CAS Number:
13411-48-8
Molecular Weight:
116.23
Beilstein/REAXYS Number:
2071361
MDL number:
MFCD00134244
UNSPSC Code:
12352103
PubChem Substance ID:
24862334
NACRES:
NA.22

Quality Level

100

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.

pictograms

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GHS02,GHS07

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Danger

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 3

flash_point_f

closed cup

flash_point_c

closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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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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