235032
Bis(trimethylsilyl) malonate
98%
Synonym(s):
Malonic acid bis(trimethylsilyl ester)
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About This Item
Linear Formula:
(CH3)3SiOCOCH2COOSi(CH3)3
CAS Number:
Molecular Weight:
248.42
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
242-342-5
Beilstein/REAXYS Number:
2212115
MDL number:
Assay:
98%
Product Name
Bis(trimethylsilyl) malonate, 98%
InChI key
ATCKJLDGNXGLAO-UHFFFAOYSA-N
InChI
1S/C9H20O4Si2/c1-14(2,3)12-8(10)7-9(11)13-15(4,5)6/h7H2,1-6H3
SMILES string
C[Si](C)(C)OC(=O)CC(=O)O[Si](C)(C)C
assay
98%
refractive index
n20/D 1.416 (lit.)
bp
63-66 °C/1 mmHg (lit.)
density
0.974 g/mL at 25 °C (lit.)
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Application
Bis(trimethylsilyl) malonate was used as cyclocondensation agent in cyclocondensation reactions. It was also used in the preparation of β-keto acids and methyl ketones.
General description
Bis(trimethylsilyl) malonate is precursor for metal-organic chemical vapor deposition (MOCVD) of HfO2 and ZrO2 thin films. It undergoes acylation reaction with acid chlorides and acyl carbonates in the presence of triethylamine and magnesium or lithium salts to give β-keto acids or methyl ketones.
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Malonates in cyclocondensation reactions.
Stadlbauer W, et al.
Molecules (Basel), 6(4), 338-352 (2001)
Synthesis of ?-Keto Acids and Methyl Ketones Using Bis (trimethylsilyl) Malonate and Triethylamine in the Presence of Lithium or Magnesium Halides.
Rathke MW and Nowak MA.
Synthetic Communications, 15(12), 1039-1049 (1985)
Ramasamy Pothiraja et al.
Dalton transactions (Cambridge, England : 2003), (4)(4), 654-663 (2009-04-22)
New Hf and Zr malonate complexes have been synthesized by the reaction of metal amides with different malonate ligands (L = dimethyl malonate (Hdmml), diethyl malonate (Hdeml), di-tert-butyl malonate (Hdbml) and bis(trimethylsilyl) malonate (Hbsml)). Homoleptic eight-coordinated monomeric compounds of the
Synthetic Communications, 15, 1039-1039 (1985)
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