1,3-ditrimethylsilyl propanedioate

• ChemBase ID: 146529
• Molecular Formular: C9H20O4Si2
• Molecular Mass: 248.4237
• Monoisotopic Mass: 248.09001218
• SMILES: C[Si](C)(C)OC(=O)CC(=O)O[Si](C)(C)C
• Canonical SMILES: O=C(O[Si](C)(C)C)CC(=O)O[Si](C)(C)C
• InChI: InChI=1S/C9H20O4Si2/c1-14(2,3)12-8(10)7-9(11)13-15(4,5)6/h7H2,1-6H3
• InChIKey: ATCKJLDGNXGLAO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,3-ditrimethylsilyl propanedioate
• IUPAC Traditional name: 1,3-ditrimethylsilyl propanedioate
• Synonyms: Malonic acid bis(trimethylsilyl ester); Bis(trimethylsilyl) malonate; 双(三甲基硅基)丙二酸酯; 马来酸双(三甲硅烷)酯

Database IDs

• CAS Number: 18457-04-0
• EC Number: 242-342-5
• MDL Number: MFCD00009631
• Beilstein Number: 2212115
• PubChem SID: 162240723; 24854074
• PubChem CID: 87656

CALCULATED PROPERTIES

• Acid pKa: 10.978006
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6704986
• LogD (pH = 7.4): 2.6703854
• Log P: 2.6705
• Molar Refractivity: 51.8132 cm^3
• Polarizability: 24.780727 Å^3
• Polar Surface Area: 52.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Boiling Point: 63-66 °C/1 mmHg(lit.)
• Flash Point: 24 °C; 75.2 °F
• Density: 0.974 g/mL at 25 °C(lit.)
• Refractive Index: n20/D 1.416(lit.); n20/D 1.417

Safety Information

• European Hazard Symbols: Flammable (F)
• UN Number: 3272
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 3
• Risk Statements: 11
• Safety Statements: 16
• GHS Pictograms: GHS02
• GHS Signal Word: Warning
• GHS Hazard statements: H226
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 3272 3/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98.0% (GC); 98%
• Grade: purum
• Linear Formula: (CH3)3SiOCOCH2COOSi(CH3)3

DETAILS

Sigma Aldrich - 235032

Packaging
10, 50 g in glass bottle
Application
Intermediate in the preparation of β-keto acids and methyl ketones.1

Sigma Aldrich - 63305

Other Notes
Starting material for a convenient preparation of carbon suboxide1; Reagent for a direct preparation of β-keto-acids2,3; Decarboxylation of the latter to methyl ketones4