BIS(TRIMETHYLSILYL) MALONATE
BIS(TRIMETHYLSILYL) MALONATE Basic information
- Product Name:
- BIS(TRIMETHYLSILYL) MALONATE
- Synonyms:
-
- MALONIC ACID BIS(TRIMETHYLSILYL) ESTER
- BIS(TRIMETHYLSILYL) MALONATE
- Malonic acid (tms)
- Malonic acid, bis-TMS
- Malonic acid, di(trimethylsilyl) ester
- Propanedioic acid, bis(trimethylsilyl) ester
- MALONIC ACID BIS(TRIMETHYLSILYL) ESTER 95+%
- Bis(trimethylsilyl) malonate,98%
- CAS:
- 18457-04-0
- MF:
- C9H20O4Si2
- MW:
- 248.42
- EINECS:
- 242-342-5
- Product Categories:
-
- Si (Classes of Silicon Compounds)
- Silicon Compounds (for Synthesis)
- Silyl Esters
- Si-O Compounds
- Synthetic Organic Chemistry
- Mol File:
- 18457-04-0.mol
BIS(TRIMETHYLSILYL) MALONATE Chemical Properties
- Melting point:
- 56 °C
- Boiling point:
- 63-66 °C/1 mmHg (lit.)
- Density
- 0.974 g/mL at 25 °C (lit.)
- refractive index
- n20/D 1.416(lit.)
- Flash point:
- 75 °F
- storage temp.
- 2-8°C
- form
- Liquid
- pka
- 12.18±0.46(Predicted)
- color
- Clear colorless to straw
- Specific Gravity
- 0.97
- Hydrolytic Sensitivity
- 7: reacts slowly with moisture/water
- BRN
- 2212115
- InChIKey
- ATCKJLDGNXGLAO-UHFFFAOYSA-N
- CAS DataBase Reference
- 18457-04-0(CAS DataBase Reference)
MSDS
- Language:English Provider:SigmaAldrich
BIS(TRIMETHYLSILYL) MALONATE Usage And Synthesis
Chemical Properties
clear colorless to straw colored liquid
Uses
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.
Synthesis
Bis(trimethylsilyl) Malonate can be easily prepared from malonic acid by a number of silylation procedures. It is a reagent useful in the synthesis of β-keto acids and methyl ketones.
References
[1] Tetrahedron, 2016, vol. 72, # 37, p. 5713 - 5723
[2] Canadian Journal of Chemistry, 1972, vol. 50, p. 3913 - 3916
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