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254398

Sigma-Aldrich

4-(Trimethylsiloxy)-3-penten-2-one

97%

Synonym(s):

Acetylacetone enol trimethylsilyl ether, TMS acac

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About This Item

Linear Formula:
(CH3)3SiOC(CH3)=CHCOCH3
CAS Number:
Molecular Weight:
172.30
Beilstein/REAXYS Number:
1759078
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

97%

refractive index

n20/D 1.452 (lit.)

bp

66-68 °C/4 mmHg (lit.)

density

0.912 g/mL at 25 °C (lit.)

functional group

ketone

storage temp.

2-8°C

SMILES string

CC(=O)\C=C(/C)O[Si](C)(C)C

InChI

1S/C8H16O2Si/c1-7(9)6-8(2)10-11(3,4)5/h6H,1-5H3/b8-6+

InChI key

FBADCSUQBLLAHW-SOFGYWHQSA-N

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Application

4-(Trimethylsiloxy)-3-penten-2-one (trimethylsilyl ether of acetylacetone) has been used in the synthesis of isomers of organosilicon carbofunctional compounds:
  • 4-(3′-triethoxysilylpropylimino)pent-2-en-2-ol
  • 4-(3′-triethoxysilylpropylamino)pent-3-en-2-one

pictograms

FlameExclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

WGK 3

flash_point_f

95.0 °F - closed cup

flash_point_c

35 °C - closed cup

ppe

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


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Functionalized silicon-containing imino enols and enamino ketones prepared by hydrolytic condensation.
Semenov VV, et al.
Russian Journal of Applied Chemistry, 80(4), 647-653 (2007)

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