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147389

Sigma-Aldrich

Triacetylmethane

97%

Synonym(s):

3-(1-Hydroxyethylidene)-2,4-pentanedione

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About This Item

Linear Formula:
CH3COC[=C(CH3)OH]COCH3
CAS Number:
Molecular Weight:
142.15
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

liquid

refractive index

n20/D 1.487 (lit.)

bp

203.5 °C (lit.)

density

1.066 g/mL at 25 °C (lit.)

functional group

ketone

SMILES string

C\C(O)=C(\C(C)=O)C(C)=O

InChI

1S/C7H10O3/c1-4(8)7(5(2)9)6(3)10/h8H,1-3H3

InChI key

IZKUHUPRYVVSHM-UHFFFAOYSA-N

General description

Triacetylmethane on condensation with 2,6-diisopropylaniline in toluene in the presence of p-toluenesulfonic acid yields 3-[1-(2,6-diisopropylphenylamino)ethylidene]pentane-2,4-dione.

Application

Triacetylmethane was used in the synthesis of novel metal complexes bis(3-acetyl-2,4-pentanedionato-O2,O3)palladium(II) and bis(3-acetyl-2,4-pentanedionato-O2,O3)magnesium(II).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

190.4 °F - closed cup

Flash Point(C)

88 °C - closed cup


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Novel linear acetylpentanedionato complexes for metal-organic framework construction.
Tobbens DM, et al.
CrystEngComm, 10(3), 327-334 (2008)
Remote activation of nickel catalysts for ethylene oligomerization.
Yaofeng Chen et al.
Angewandte Chemie (International ed. in English), 44(7), 1108-1112 (2005-01-13)

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