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
Beilstein:
2212115
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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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.)
SMILES string
C[Si](C)(C)OC(=O)CC(=O)O[Si](C)(C)C
InChI
1S/C9H20O4Si2/c1-14(2,3)12-8(10)7-9(11)13-15(4,5)6/h7H2,1-6H3
InChI key
ATCKJLDGNXGLAO-UHFFFAOYSA-N
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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.
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.
Signal Word
Warning
Hazard Statements
Hazard Classifications
Flam. Liq. 3
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
75.2 °F - closed cup
Flash Point(C)
24 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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)
Synthetic Communications, 15, 1039-1039 (1985)
Malonates in cyclocondensation reactions.
Stadlbauer W, et al.
Molecules (Basel), 6(4), 338-352 (2001)
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
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